Hair composition, moisturizer, hair treatment method, hair moisturizing method, and production method

Abstract

To provide a hair composition that can enhance hair moisturizing properties, a hair treatment method employing the hair composition, a novel moisturizer capable of improving the moisture retention of hair, a hair moisturizing method using the moisturizer, and a novel production method for a modified peptide.SOLUTION: There are provided: a hair composition containing a modified peptide having a molecular weight distributed within a range of 3,000 to 55,000 and having one or more side chain groups each including a unit selected from a specific structure and a salt thereof, and a hair treatment method using the hair composition; a moisturizer containing the modified peptide; a hair moisturizing method using the moisturizer; and a method for producing the modified peptide comprising a predetermined hydrolysis step and a predetermined modification step.SELECTED DRAWING: Figure 5

Description

[Technical Field]

[0001] The present invention relates to a hair composition, a moisturizer, a hair treatment method, a method for moisturizing hair, and a manufacturing method. [Background technology]

[0002] Hair compositions containing various ingredients are used to impart desired effects to hair. One of the components of hair is keratin. Hair compositions containing various peptides, such as protein hydrolysates, have been proposed to repair hair damaged by keratin.

[0003] As an example of a hair composition containing a peptide, Patent Document 1 discloses a hair treatment agent characterized by containing a peptide having a specific side chain group and having a molecular weight range of less than 40,000. It is described that the hair treatment agent in Patent Document 1 can improve the initial elastic modulus and breaking strength of damaged hair. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2011-144126 Summary of the Invention [Problem to be solved by the invention]

[0005] As shown in Patent Document 1, it is known that hair properties such as hair strength (e.g., tensile strength) can be improved by incorporating into a hair treatment agent an appropriately selected peptide from naturally occurring peptides and modified peptides into which a modifying group such as an ester group has been introduced.

[0006] However, as a hair property other than hair strength, it is sometimes required to improve the moisture retention of hair. When the moisture retention of hair is reduced due to damage or the like, the hair becomes dry, and the hair may lose its luster or become difficult to manage. Therefore, there is a demand for improving the moisture retention of hair.

[0007] However, the modified peptide disclosed in Patent Document 1 does not disclose that it improves the moisturizing properties of hair.

[0008] In view of the above circumstances, an object of the present invention is to provide a hair composition that can improve the moisturizing properties of hair, and to provide a hair treatment method using the hair composition. Another object of the present invention is to provide a novel moisturizing agent capable of improving the moisturizing properties of hair, and to provide a method for moisturizing hair using the moisturizing agent. It is yet another object of the present invention to provide a novel method for producing modified peptides. [Means for solving the problem]

[0009] As a result of extensive research, the present inventors have found that a hair composition containing a specific modified peptide can improve the moisturizing properties of hair. In addition, they have discovered that the modified peptide can be used as a moisturizing agent and have also discovered a new method for producing the modified peptide.

[0010] The present invention includes the following inventions [1] to

[10] .

[0011] The hair composition [1] contains a modified peptide having a molecular weight ranging from 3,000 to 55,000, and having one or more types of side chain groups having units selected from the structures represented by the following formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5). -SS-(CH2) n -COOH (1) (In formula (1), n ​​is 1 or 2.) -SS-CH(CH3)-COOH (2) -SS-CH(COOH)-CH2-COOH (3) -SS-CH2-CH(NH2)-COOH (4) -SS-CH2-CH2-NH2(5) -SS-CH2-CH(OH)-CH2OH (6) -SS-CH2-COO-CH2-CH(OH)-CH2OH (7)

[0012] The hair composition of [2] is the hair composition of [1], wherein the molecular weight of the modified peptide is distributed within the range of 3,000 to 40,000.

[0013] The hair composition [3] is the hair composition [1] or [2], and is at least one of a hair care composition, a hair styling composition, a hair coloring composition, a permanent wave composition, a straight perm composition, a hair care composition, and a hair growth composition.

[0014] The hair composition [4] is any one of the hair compositions [1] to [3], wherein the main chain of the modified peptide contains a peptide derived from keratin microfibrils and a peptide derived from the keratin matrix.

[0015] The hair composition of [5] is the hair composition of any one of [1] to [4], wherein the amount of the modified peptide is 0.000001% by mass or more and 10% by mass or less.

[0016] The moisturizing agent [6] has a molecular weight ranging from 3,000 to 55,000, and contains a modified peptide having one or more types of side chain groups having units selected from the structures represented by the following formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5). -SS-(CH2) n -COOH (1) (In formula (1), n ​​is 1 or 2.) -SS-CH(CH3)-COOH (2) -SS-CH(COOH)-CH2-COOH (3) -SS-CH2-CH(NH2)-COOH (4) -SS-CH2-CH2-NH2(5) -SS-CH2-CH(OH)-CH2OH (6) -SS-CH2-COO-CH2-CH(OH)-CH2OH (7) The hair treatment method [7] is a hair treatment method using any one of the hair compositions [1] to [5].

[0017] The hair moisturizing method of [8] is a hair moisturizing method using a composition containing the moisturizing agent of [6].

[0018] The manufacturing method of [9] is a method for manufacturing a modified peptide, comprising a reduction and hydrolysis step of mixing keratin and water with one or more selected from thioglycolic acid or a salt thereof, 3-mercaptopropionic acid or a salt thereof, thiolactic acid or a salt thereof, thiomalic acid or a salt thereof, cysteine ​​or a salt thereof, cysteamine or a salt thereof, thioglycerin, and glyceryl thioglycolate to prepare a keratin mixture, and a modification step of mixing an oxidizing agent with the keratin mixture after the reduction and hydrolysis step. [Effects of the Invention]

[0019] The hair composition of the present invention can improve the moisturizing properties of hair. According to the moisturizing agent of the present invention, a novel moisturizing agent can be provided. According to the hair treatment method of the present invention, a hair treatment method that can improve the moisture retention of hair can be provided. According to the hair moisturizing method of the present invention, the moisturizing ability of hair can be improved. The production method of the present invention provides a novel method for producing modified peptides. [Brief explanation of the drawings]

[0020] [Figure 1]Electrophoresis gel photograph of molecular weight marker 1 and denatured peptide 1 by sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). [Figure 2] Electrophoresis gel photograph of molecular weight marker 1 and denatured peptide 2 by SDS-PAGE method. [Figure 3] Electrophoresis gel photograph of molecular weight markers 1 and 2 and denatured peptide 3 by SDS-PAGE. [Figure 4] Electrophoresis gel photograph of molecular weight markers 1 and 2 and denatured peptide 4 by SDS-PAGE. [Figure 5] Graph showing moisture retention (%) immediately after treatment using the hair compositions of Example 1-1, Example 2, and Comparative Example 1. [Figure 6] 1 is a graph showing the moisture retention (%) immediately after treatment and after 10 washes when the hair compositions of Example 1-1, Examples 3 and 4, and Comparative Example 1 are used. [Figure 7] Graph showing moisture retention (%) immediately after treatment and after 10 washes when using hair compositions of Examples 1-2 and Comparative Example 2. [Figure 8] Electrophoresis gel photograph of molecular weight marker 1 and denatured peptide 5 by SDS-PAGE method. DETAILED DESCRIPTION OF THE INVENTION

[0021] The present invention will be described below based on an embodiment of the present invention (hereinafter referred to as "the present embodiment").

[0022] <1. Hair composition> The hair composition of this embodiment (hereinafter sometimes referred to as "the composition of this embodiment") contains a modified peptide (hereinafter sometimes referred to as "specific modified peptide") having a molecular weight ranging from 3,000 to 55,000 and having one or more side chain groups having units selected from the structures represented by the following formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5). -SS-(CH2) n -COOH (1) (In formula (1), n ​​is 1 or 2.) -SS-CH(CH3)-COOH (2) -SS-CH(COOH)-CH2-COOH (3) -SS-CH2-CH(NH2)-COOH (4) -SS-CH2-CH2-NH2(5) -SS-CH2-CH(OH)-CH2OH (6) -SS-CH2-COO-CH2-CH(OH)-CH2OH (7)

[0023] The hair composition of the present embodiment contains a specific modified peptide, and therefore can improve the moisturizing properties of hair.

[0024] The mechanism by which specific modified peptides improve hair moisturizing properties is unclear, but the following is speculated. First, because the molecular weights of the specific modified peptides are distributed within the range of 3,000 to 55,000, it is thought that they are easily adsorbed to keratin in hair or to areas where keratin has been damaged. Second, because the specific modified peptides have side chain groups containing units selected from salts of the structures represented by the above formulas (1) to (7) and the structures represented by the following formulas (1) to (5), it is thought that treating hair with a hair composition containing a specific modified peptide having two or more of these side chain groups will crosslink the mercapto groups constituting the hair via the specific modified peptide. In addition to this crosslinking, it is also thought that only one side chain group in the specific modified peptide will react with the mercapto groups in hair, or that a specific modified peptide in which only this side chain group has reacted with the mercapto groups in hair may polymerize with other specific modified peptides, or that specific modified peptides themselves may polymerize within hair. It is speculated that the specific modified peptide can improve the moisturizing properties of hair through the combination of these adsorption, cross-linking, and polymerization reactions. For these reasons, a hair composition containing the specific modified peptide is suitable for use on hair that has been damaged, resulting in damaged keratin and an increased number of mercapto groups.

[0025] Furthermore, the specific modified peptide can improve the moisturizing ability of hair and maintain the moisturizing effect for a long time, which is presumably due to the crosslinking and polymerization reaction on the hair.

[0026] [Specific modified peptides] As described above, the specific modified peptide blended in the composition of the present embodiment has a molecular weight distributed within a specific range and has one or more specific side chain groups, thereby improving hair moisturizing properties. Note that the "peptide" in the specific modified peptide is a general term for compounds formed by the binding of two or more amino acids through peptide bonds, and is a concept that includes proteins.

[0027] (molecular weight distribution) The specific modified peptides have molecular weights ranging from 3,000 to 55,000. The molecular weight of the specific modified peptide is calculated from the relative distance between the band of the modified peptide and the band of a molecular weight marker by sodium dodecyl sulfate-polyacrylamide gel electrophoresis (hereinafter sometimes referred to as "SDS-PAGE"). Commercially available molecular weight markers can be used. SDS-PAGE can be performed by standard methods (such as the method used to confirm the molecular weight distribution of modified peptides in the Examples described below).

[0028] The phrase "distributed within a molecular weight range of 3000 to 55,000" for a specific modified peptide means that, when the molecular weight of the modified peptide is confirmed by SDS-PAGE, a continuous, broad band of the modified peptide is observed within the molecular weight range of 3000 to 55,000 (broad band). For example, when the molecular weight of the modified peptide is confirmed by SDS-PAGE, a continuous, broad band of the modified peptide is observed within the molecular weight range of 3000 to 55,000 (for example, a broad band observed within the molecular weight range of 3000 to 35,000, or a broad band observed within the molecular weight range of 3500 to 50,000), the modified peptide is "distributed within a molecular weight range of 3000 to 55,000."

[0029] When the molecular weight of a denatured peptide is confirmed by SDS-PAGE, the following cases (a) to (c) do not fall under the category of "having a molecular weight ranging from 3,000 to 55,000." (i) When the band of the denatured peptide is observed as a single band in the molecular weight range of 3,000 to 55,000. (b) When multiple discontinuous single bands are observed for the denatured peptide in the molecular weight range of 3,000 to 55,000. (c) When the band of the denatured peptide is observed as a continuous broad band outside the range of molecular weights of 3,000 to 55,000 (for example, when it is observed as a broad band in the range of molecular weights of 100 to 3,500, or when it is observed as a broad band in the range of molecular weights of 30,000 to 60,000).

[0030] The upper limit of the molecular weight range of the specific modified peptide is 55,000 or less, but from the viewpoint of further improving hair moisture retention and / or sustaining the improvement in hair moisture retention, the upper limit is preferably 40,000 or less, more preferably 35,000 or less, even more preferably 33,000 or less, and even more preferably 31,000 or less.

[0031] Herein, the term "and / or" means both or either one.

[0032] Furthermore, the lower limit of the molecular weight range of the specific modified peptide is 3000 or more, but from the viewpoint of further improving the moisturizing properties of hair, the lower limit is preferably 3200 or more, more preferably 3400 or more, even more preferably 4000 or more, and even more preferably 4500 or more.

[0033] From the above viewpoint, it is preferable that the specific modified peptide has a molecular weight distribution in the range of 3,200 to 40,000, more preferably a molecular weight distribution in the range of 3,400 to 35,000, even more preferably a molecular weight distribution in the range of 4,000 to 33,000, and even more preferably a molecular weight distribution in the range of 4,500 to 31,000.

[0034] In addition, from the viewpoint of further improving moisturizing properties, it is more preferable that the specific modified peptide includes a modified peptide having a molecular weight ranging from at least 8,000 to 30,000 and having a side chain group having a unit selected from the structures represented by the above formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5).

[0035] (main chain) The specific modified peptide has a main chain formed by peptide bonds of a plurality of amino acids and side chain groups attached to the main chain.

[0036] The main chain of the specific modified peptide is not particularly limited. An example of this main chain is the same as the main chain of a peptide containing cysteine ​​as one of its constituent amino acids. Further, examples of peptides containing cysteine ​​as one of its constituent amino acids include keratin and casein. Keratin is known to have a high cysteine ​​ratio among peptides derived from natural products, and serves as a raw material from which the modified peptide can be efficiently obtained. From this perspective, the main chain of the specific modified peptide is preferably the same as the main chain of keratin.

[0037] The specific modified peptide may have a peptide as its main chain derived from wool keratin. The peptide as its main chain may contain a peptide derived from wool keratin matrix protein, a peptide derived from wool keratin microfibril protein, or both of these peptides. Therefore, the specific modified peptide may have a main chain containing a peptide derived from keratin microfibril and a peptide derived from keratin matrix.

[0038] (side chain group) The specific modified peptide has one or more types of side chain groups having units selected from the structures represented by the following formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5). -SS-(CH2) n -COOH (1) (In formula (1), n ​​is 1 or 2.) -SS-CH(CH3)-COOH (2) -SS-CH(COOH)-CH2-COOH (3) -SS-CH2-CH(NH2)-COOH (4) -SS-CH2-CH2-NH2(5) -SS-CH2-CH(OH)-CH2OH (6) -SS-CH2-COO-CH2-CH(OH)-CH2OH (7)

[0039] The salts having the structures represented by the above formulas (1) to (5) are, for example, ionic bonds between a carboxylate anion and a cation, and salts of an amino group with an acid. Examples of the cation include ammonium such as NH4; and metal atoms such as Na and K. Examples of the acid include inorganic acids such as hydrochloric acid and phosphoric acid; and organic acids.

[0040] Examples of the structure represented by the above formula (1) and the chemical structure possessed by the side chain group of the salt of the structure represented by the above formula (1) include the following formulas (1a) to (1d). -SS-CH2COOH (1a) -SS-CH2COOR1(1b) (R1 represents a metal atom such as Na or K, or an ammonium atom such as NH4.) -SS-CH2CH2COOH (1c) -SS-CH2CH2COOR2(1d) (R2 represents a metal atom such as Na or K, or ammonium such as NH4.)

[0041] The specific modified peptide has at least the following side chain groups: It may have a side chain group having a unit selected from the structure represented by the above formula (1) and / or a salt of the structure represented by the above formula (1), It may have a side chain group having a unit selected from the structure represented by the above formula (2) and / or a salt of the structure represented by the above formula (2), It may have a side chain group having a unit selected from the structure represented by the above formula (3) and / or a salt of the structure represented by the above formula (3), It may have a side chain group having a unit selected from the structure represented by the above formula (4) and / or a salt of the structure represented by the above formula (4), It may have a side chain group having a unit selected from the structure represented by the above formula (5) and / or a salt of the structure represented by the above formula (5), It may have a side chain group having a structural unit represented by the above formula (6), It may also have a side chain group having a structural unit represented by the above formula (7).

[0042] The specific modified peptide has one or more side chain groups, and preferably has a plurality of side chain groups.

[0043] (Amount of specific modified peptide) The blending amount of the specific modified peptide in the hair composition of this embodiment may be set appropriately, for example, from 0.000001% by mass to 10% by mass.

[0044] The amount of the specific modified peptide in the hair composition of this embodiment is, for example, 0.000001% by mass or more, but from the viewpoint of further improving the moisturizing properties of hair, it is preferably 0.000009% by mass or more, more preferably 0.00003% by mass or more, even more preferably 0.00015% by mass or more, and even more preferably 0.0003% by mass or more.

[0045] The amount of the specific modified peptide in the hair composition of this embodiment is, for example, 10% by mass or less, but from the viewpoint of reducing the risk of the hair feeling sticky, it is preferably 5% by mass or less.

[0046] The range of the amount of the specific modified peptide in the hair composition of this embodiment is, for example, 0.000001% by mass or more and 10% by mass or less. However, from the viewpoint of the amount of the specific modified peptide described above, the range is preferably 0.000009% by mass or more and 5% by mass or less, more preferably 0.00003% by mass or more and 5% by mass or less, even more preferably 0.00015% by mass or more and 5% by mass or less, and even more preferably 0.0003% by mass or more and 5% by mass or less.

[0047] (Method for producing specific modified peptide) Examples of methods for producing a specific modified peptide include the following production method (a) and production method (b).

[0048] (Manufacturing method (a)) The production method (a) is a method for producing a specific modified peptide, which comprises a reduction and hydrolysis step and a modification step following the reduction and hydrolysis step.

[0049] (Reduction and Hydrolysis Steps) The reduction and hydrolysis step is a step in which protein is reduced and hydrolyzed by mixing raw materials containing protein, water, one or more reducing agents including a specific reducing agent (details of the "specific reducing agent" will be described later), and an alkaline compound.

[0050] The reduction of the protein involves reducing the disulfide bonds of the protein through a reduction reaction in an alkaline solution using one or more reducing agents, including a specific reducing agent, to generate mercapto groups in the protein.

[0051] The protein hydrolysis involves cleaving the molecular bonds (for example, peptide bonds) of the protein in an alkaline solution with one or more reducing agents, including a specific reducing agent, to hydrolyze the protein.

[0052] Examples of raw materials containing the above proteins include wool (e.g., Merino wool, Lincoln wool), which contains keratin as a constituent protein, human hair, animal hair, and nails. Among these, wool is preferred as the raw material for its low cost and stable availability. It is recommended that the raw materials be pre-treated by an appropriate combination of sterilization, degreasing, washing, cutting, crushing, and drying. Wool keratin contains at least microfibrils with a molecular weight of 45,000 to 63,000 and a matrix with a molecular weight of 10,000 to 22,000.

[0053] The amount of water used in the reduction and hydrolysis steps is not particularly limited, but may be, for example, 20 to 200 parts by mass per 1 part by mass of the raw materials. By keeping the amount of water within this range, the reduction and hydrolysis of the protein are carried out satisfactorily.

[0054] In the reduction and hydrolysis steps, the reducing agent containing the specific reducing agent may be the specific reducing agent alone, or the specific reducing agent and a reducing agent other than the specific reducing agent may be used.

[0055] The above-mentioned "specific reducing agent" refers to one or more selected from thioglycolic acid or a salt thereof, 3-mercaptopropionic acid or a salt thereof, thiolactic acid or a salt thereof, thiomalic acid or a salt thereof, cysteine ​​or a salt thereof, cysteamine or a salt thereof, thioglycerin, and glyceryl thioglycolate.

[0056] Examples of the salts of thioglycolic acid include sodium thioglycolate, potassium thioglycolate, lithium thioglycolate, and ammonium thioglycolate. Among these, sodium thioglycolate and potassium thioglycolate are preferred, with sodium thioglycolate being more preferred, from the viewpoint of efficient formation of carboxylatomethyl disulfide groups. Furthermore, examples of the salts of 3-mercaptopropionic acid include sodium 3-mercaptopropionate, potassium 3-mercaptopropionate, lithium 3-mercaptopropionate, and ammonium 3-mercaptopropionate. Among these, sodium 3-mercaptopropionate and potassium 3-mercaptopropionate are preferred, with sodium 3-mercaptopropionate being more preferred, from the viewpoint of efficient formation of carboxylatoethyl disulfide groups.

[0057] Examples of reducing agents other than the specific reducing agent include dithiothreitol, 2-mercaptoethanol, glutathione, and thiourea. One or more types of reducing agents other than the specific reducing agent may be used.

[0058] In the reduction and hydrolysis steps, the amount of the reducing agent, including the specific reducing agent, is not particularly limited, but may be, for example, 0.1 to 100 parts by mass per part by mass of the raw material. By setting the amount of the reducing agent, including the specific reducing agent, within this range, the reduction and hydrolysis of the protein are carried out satisfactorily.

[0059] In the reduction and hydrolysis steps, the amount of the "specific reducing agent" used, including the specific reducing agent, is preferably 0.0050 mol to 0.02 mol, and particularly preferably 0.0075 mol to 0.01 mol, based on 1 g of the raw material. The amount used is preferably 0.10 mol / L to 0.40 mol / L, and particularly preferably 0.15 mol / L to 0.25 mol / L, based on the total volume of the raw material, water, and reducing agent containing the specific reducing agent. By using the specific reducing agent in an amount within the above range, the reduction and hydrolysis reactions of the protein proceed smoothly.

[0060] In the reduction and hydrolysis steps, an alkaline compound is added to water to make the water alkaline. Examples of alkaline compounds include lithium hydroxide, sodium hydroxide, potassium hydroxide, barium hydroxide, sodium carbonate, potassium carbonate, lithium carbonate, sodium silicate, sodium borate, ammonia, alkanolamines (monoethanolamine, diethanolamine, etc.), basic amino acids (arginine, lysine, etc.), sodium bicarbonate, and ammonium bicarbonate. Among these, sodium hydroxide and potassium hydroxide are preferred, with sodium hydroxide being particularly preferred, from the viewpoint of inexpensive and efficient reduction and hydrolysis of proteins. One or more alkaline compounds may be used.

[0061] In the reduction and hydrolysis steps, the amount of alkaline compound is not particularly limited, but it is preferable to add it so as to adjust the pH of the reaction system to the following range. From the viewpoint of efficient reduction and hydrolysis of the protein, the pH is preferably 11 or higher, more preferably 11.5 or higher, and even more preferably 12 or higher. Furthermore, from the viewpoint of suppressing excessive hydrolysis of protein molecules, the pH is preferably 13.5 or lower, more preferably 13.3 or lower, and even more preferably 13.1 or lower. The above pH values ​​are measured at room temperature using a known pH meter (the same applies to the pH values ​​below).

[0062] In the reduction and hydrolysis steps, the amount of the alkaline compound is, for example, 0.1 parts by mass or more and 100 parts by mass or less per part by mass of the production raw material.

[0063] The lower limit of the temperature of the reaction system in the reduction and hydrolysis step is preferably 70°C or higher, more preferably 75°C or higher, and even more preferably 80°C or higher, from the viewpoint of sufficiently reducing and hydrolyzing the protein. The upper limit of the temperature is, for example, 95°C or lower, but is preferably 90°C or lower from the viewpoint of suppressing excessive hydrolysis of protein molecules. The set time for the reduction and hydrolysis reaction system may be set appropriately depending on the temperature; the lower the temperature, the longer the set time, and the higher the temperature, the shorter the set time. The set time is, for example, 5 minutes to 24 hours.

[0064] The reaction conditions for the reduction and hydrolysis steps may be, for example, pH 11 to 13, reaction temperature 70 to 95° C., and reaction time 5 minutes to 24 hours.

[0065] (Denaturation process) In the denaturation step, an acid and an oxidizing agent are mixed with the solution obtained in the reduction and hydrolysis steps to introduce units selected from the structures represented by the above formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5) into the protein.

[0066] The acid may be mixed before the oxidizing agent is mixed, after the oxidizing agent is mixed, or simultaneously with the oxidizing agent being mixed.

[0067] The acid is used to lower the pH of the reaction system in the denaturation step and to sufficiently introduce units selected from the structures represented by the above formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5) into the protein.

[0068] One or more acids may be used, including, for example, organic acids such as citric acid, lactic acid, succinic acid, and acetic acid; and inorganic acids such as hydrochloric acid. When acetic acid is used, the characteristic odor of the specific modified peptide may become a problem, but the use of citric acid or the like can suppress the characteristic odor.

[0069] The amount of acid to be added is not particularly limited, but it is advisable to add the acid so as to adjust the pH of the reaction system in the denaturation step to the following range: The final pH is preferably 5 or more and 9 or less, and particularly preferably 6 or more and 8 or less. By adjusting the final pH of the keratin mixture to the above range, the introduction of units selected from the salts of the structures represented by the above formulas (1) to (7) and the structures represented by the following formulas (1) to (5) into the protein can be promoted, while the formation of disulfide groups between mercapto groups of the protein can be suppressed. Note that if the pH in the reaction system is locally lowered, there is a greater risk that mercapto groups of the protein will form disulfide groups, so it is preferable to gradually add the acid to the reaction system.

[0070] The temperature in the reaction system when the acid is mixed is preferably 10°C or higher and 60°C or lower, and particularly preferably 20°C or higher and 40°C or lower. By controlling the temperature within this range, it is possible to suppress the production of by-products such as cystine monoxide. The time period for leaving the system after the acid has been mixed is, for example, 1 hour or higher and 48 hours or lower. This leaving time allows sufficient introduction of units selected from salts of the structures represented by the above formulas (1) to (7) and the structures represented by the following formulas (1) to (5).

[0071] The oxidizing agent is used to promote the introduction of units selected from the structures represented by the above formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5) into proteins. One or more oxidizing agents may be used, and an aqueous solution of an oxidizing agent and / or a gaseous oxidizing agent may be used.

[0072] Examples of oxidizing agents include sodium bromate, potassium bromate, sodium perborate, and hydrogen peroxide. Examples of gaseous oxidizing agents include oxygen. When using a gaseous oxidizing agent, it is recommended to supply it to the protein-containing liquid by bubbling.

[0073] The amount of non-gaseous oxidizing agent used is not particularly limited, but is preferably 0.005 mol to 0.01 mol per 1 g of raw material, and preferably 0.01 mol / L to 1.0 mol / L based on the volume of the liquid to which the oxidizing agent is mixed. If the amount of oxidizing agent used exceeds the upper limit, by-products such as cystine monoxide, cystine dioxide, and cysteic acid may be generated. On the other hand, if the amount of oxidizing agent used is less than the lower limit, the introduction of units selected from the salts of the structures represented by formulas (1) to (7) above and the structures represented by formulas (1) to (5) below may be insufficient. When mixing a non-gaseous oxidizing agent, to avoid localized increases in the oxidizing agent concentration in the liquid, it is recommended to gradually mix an aqueous oxidizing agent solution of approximately 0.1 mol / L to 10 mol / L over a period of, for example, 30 minutes to 6 hours.

[0074] The temperature at which the oxidizing agent is mixed is not particularly limited, but is set to, for example, a temperature equal to or lower than the temperature at which the oxidizing agent is mixed in the reduction step.

[0075] The proteins into which units selected from the salts of the structures represented by the above formulas (1) to (7) and the structures represented by the following formulas (1) to (5) have been introduced by the treatment in the denaturation step include only proteins that are soluble in alkaline aqueous solutions with a pH exceeding 9.0. Solutions containing these proteins may be desalted by ion exchange, electrodialysis, or the like, as necessary.

[0076] The treatment in the denaturation step yields a solution in which the specific modified peptide is dissolved. If the specific modified peptide needs to be solidified, methods such as (1) freeze-drying the specific modified peptide solution, (2) spray-drying the specific modified peptide solution, or (3) generating a specific modified peptide precipitate by adding an acid to the specific modified peptide solution so that the pH is approximately 3.0 to 5.0 may be employed. The recovered solid specific modified peptide may be washed with water or an acidic aqueous solution, dried, or the like, as needed.

[0077] The specific modified peptide produced by the reduction, hydrolysis and modification steps using wool as the raw material has a peptide derived from keratin microfibrils and a peptide derived from the keratin matrix in its main chain.

[0078] (Manufacturing method (b)) The production method (b) is a method for producing a specific modified peptide, which comprises a reduction step, a hydrolysis step carried out after the reduction step, and a modification step carried out after the hydrolysis step.

[0079] (Reduction process) The reduction step is a step of reducing the protein by mixing a production raw material containing the protein, water, and one or more reducing agents including the specific reducing agent. This protein reduction involves reducing disulfide bonds in the protein through a reduction reaction with a reducing agent including the specific reducing agent, thereby generating mercapto groups in the protein. The production raw material containing the protein may be the same as that used in production method (a).

[0080] In the reduction step, the amount of water is not particularly limited, but may be, for example, 20 to 200 parts by mass per 1 part by mass of the raw material. By keeping the amount of water within this range, the reduction of the protein is carried out satisfactorily.

[0081] The reducing agent containing the specific reducing agent is the same as the reducing agent containing the specific reducing agent used in the reduction and hydrolysis step of the above-mentioned production method (a). The amount of the reducing agent containing the specific reducing agent used in the reduction step is not particularly limited, but may be, for example, 0.1 to 100 parts by mass per part by mass of the raw material. By setting the amount of the reducing agent containing the specific reducing agent within the above range, the reduction of the protein is carried out satisfactorily.

[0082] In the reduction step, the amount of the "specific reducing agent" used, based on 1 g of the raw material, is preferably 0.0050 mol to 0.02 mol, and particularly preferably 0.0075 mol to 0.01 mol. Furthermore, the amount used is preferably 0.10 mol / L to 0.40 mol / L, and particularly preferably 0.15 mol / L to 0.25 mol / L, based on the total volume of the raw material, water, and reducing agent containing the specific reducing agent. By using the specific reducing agent in an amount within the above range, the protein reduction reaction proceeds smoothly.

[0083] In the reduction step, the pH of the reaction system may be adjusted by using an acidic compound or an alkaline compound as appropriate. Note that an acidic compound is a compound that makes water acidic when added to water. Known components may be used as the acidic compound or alkaline compound as appropriate.

[0084] The temperature of the reaction system in the reduction step may be set as appropriate, for example, from 40° C. to 95° C. The reaction time may be set as appropriate depending on the temperature, for example, from 5 minutes to 12 hours.

[0085] (Hydrolysis process) In the hydrolysis step, an alkaline compound is mixed with the solution obtained in the reduction step to hydrolyze the protein. This protein hydrolysis involves cleaving the molecular bonds (e.g., peptide bonds) of the protein with the alkaline compound, thereby hydrolyzing the protein.

[0086] The alkaline compound may be the same as the alkaline compound used in the reduction and hydrolysis steps of the above-mentioned production method (a).

[0087] In the hydrolysis step, the amount of alkaline compound is not particularly limited, but it is preferable to add the alkaline compound so as to adjust the pH of the reaction system to the following range: From the viewpoint of efficient protein hydrolysis, the pH is preferably 11 or higher, more preferably 11.5 or higher, and even more preferably 12 or higher. Furthermore, from the viewpoint of suppressing excessive hydrolysis of protein molecules, the pH is preferably 13.5 or lower, more preferably 13.3 or lower, and even more preferably 13.1 or lower.

[0088] In the hydrolysis step, the amount of the alkaline compound is, for example, 0.1 parts by mass or more and 100 parts by mass or less per part by mass of the production raw material.

[0089] The temperature of the reaction system in the hydrolysis step may be set as appropriate, for example, from 70° C. to 95° C. The reaction time may be set as appropriate depending on the temperature, for example, from 5 minutes to 24 hours.

[0090] (Denaturation process) In the denaturing step, an acid and an oxidizing agent are mixed with the solution obtained in the hydrolysis step to introduce units selected from the salts of the structures represented by the above formulas (1) to (7) and the structures represented by the following formulas (1) to (5) into the protein. The denaturing step may be carried out in the same manner as in the denaturing step in the above-mentioned production method (a).

[0091] The specific modified peptide produced by the above-mentioned production method (b) using wool as the production raw material has, in its main chain, a peptide derived from keratin microfibrils and a peptide derived from the keratin matrix.

[0092] (optional ingredient) The hair composition of this embodiment may contain ingredients other than the specific modified peptide (referred to as "optional ingredients"). The type and amount of optional ingredients can be appropriately determined depending on the formulation of the hair composition of this embodiment. Examples of optional ingredients include anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, higher alcohols, lower alcohols, polyhydric alcohols, sugars, oils and fats, ether oils, ester oils, fatty acids, hydrocarbons, waxes, silicones, synthetic polymers, semi-synthetic polymers, natural polymers, proteins, animal and plant extracts, substances derived from microorganisms, inorganic compounds, fragrances, preservatives, ultraviolet absorbers, acids, alkalis, pigments, and water.

[0093] (water) The hair composition of the present embodiment preferably contains water among the optional components to facilitate the blending of the specific modified peptide. The amount of water in the hair composition of the present embodiment may be appropriately set, but is, for example, 0.001% by mass or more and 99.9% by mass or less.

[0094] (Application) The hair composition of the present embodiment can be used, for example, for hair care (e.g., shampoo, hair treatment, hair treatment with styling function, one component of multi-component hair treatment, etc.), hair styling, hair coloring (e.g., temporary hair dye, semi-permanent hair dye, permanent hair dye (non-oxidative hair dye, oxidative hair dye), bleach, bleaching agent), permanent wave, straight perm (hair relaxer, etc.), hair care or hair growth (hair tonic, hair growth agent, etc.). The hair treatment may be a leave-in hair treatment or a rinse-off hair treatment.

[0095] The hair composition of the present embodiment may be, for example, at least one of a hair care composition, a hair styling composition, a hair coloring composition, a permanent wave composition, a straight perm composition, a hair care composition, and a hair growth composition.

[0096] (Dosage form) The formulation of the hair composition of this embodiment may be appropriately selected, and examples thereof include liquid, cream, wax, gel, foam, and mist.

[0097] (Product form) The hair composition of the present embodiment may be in the form of a product that is typically used as a cosmetic or quasi-drug, for example. The hair composition of the present embodiment may also be in the form of a product that indicates on its packaging, pamphlet, instruction manual, or other explanatory materials that it is for use in moisturizing hair.

[0098] [Manufacturing method] The hair composition of the present embodiment can be produced using a known method for producing cosmetics or quasi-drugs. When the hair composition of the present embodiment contains water as an optional component, for example, the composition can be produced by mixing the specific modified peptide with water.

[0099] [How to use] The method of using the hair composition of this embodiment can be any method of using a known hair composition, depending on the formulation of the hair composition of this embodiment.

[0100] <2. Moisturizer> The moisturizing agent of the present embodiment contains the specific modified peptide described above in the hair composition of the present embodiment. The moisturizing agent of the present embodiment can improve the moisturizing properties of hair.

[0101] The moisturizing agent of the present embodiment may consist solely of the specific modified peptide described above in the hair composition of the present embodiment, or may contain the specific modified peptide and other moisturizing components, such as known moisturizing components (e.g., polysaccharides, polyhydric alcohols, sugars, etc.) that are blended in hair compositions.

[0102] (How to use) The moisturizing agent of the present embodiment can be used, for example, as a raw material for producing cosmetics or quasi-drugs. Therefore, in the production of a composition, an appropriate amount of the moisturizing agent of the present embodiment can be blended to improve the moisturizing properties of hair.

[0103] <3. Hair treatment method> The hair treatment method of this embodiment is a hair treatment method using the hair composition of this embodiment. According to the hair treatment method of this embodiment, the moisturizing property of hair can be improved.

[0104] The hair treatment method of this embodiment can be used in the same manner as the method for using the hair composition of this embodiment.

[0105] <4. How to moisturize your hair> The hair moisturizing method of this embodiment is a method for moisturizing hair using a composition containing the moisturizing agent of this embodiment. According to the hair moisturizing method of this embodiment, the moisturizing ability of hair can be improved. The composition containing the moisturizing agent of this embodiment can be used in the same manner as the hair composition of this embodiment.

[0106] Furthermore, the amount of the specific modified peptide used per gram of hair in the hair moisturizing method of this embodiment may be set appropriately. For example, the amount used per gram of hair is 0.00009 g or more and 100 g or less, and from the viewpoint of further improving the moisturizing properties of hair, the amount is preferably 0.0003 g or more and 50 g or less, and more preferably 0.003 g or more and 50 g or less.

[0107] The composition containing the moisturizing agent of the present embodiment may contain other components in addition to the moisturizing agent of the present embodiment. As the other components, those selected from the optional components described above for the hair composition of the present embodiment can be used.

[0108] 5. Method for producing modified peptides The method for producing a modified peptide of this embodiment includes a reduction and hydrolysis step of mixing keratin and water with one or more selected from thioglycolic acid or a salt thereof, 3-mercaptopropionic acid or a salt thereof, thiolactic acid or a salt thereof, thiomalic acid or a salt thereof, cysteine ​​or a salt thereof, cysteamine or a salt thereof, thioglycerin, and glyceryl thioglycolate to prepare a keratin mixture, and a modification step of mixing an oxidizing agent with the keratin mixture after the reduction and hydrolysis step. The method for producing a modified peptide of this embodiment allows the production of the above-mentioned specific modified peptide.

[0109] The method for producing the modified peptide of this embodiment uses keratin and the above-mentioned specific reducing agent as raw materials for producing the modified peptide in the reduction and hydrolysis steps, but the other conditions can be the same as the conditions for the reduction and hydrolysis steps and the modification step in the method for producing the specific modified peptide (a) in the hair composition of this embodiment described above.

[0110] In addition to the above-described method for producing the modified peptide, the following other production methods may also be used to produce the modified peptide of this embodiment.

[0111] (Other manufacturing methods) Another example of the above-mentioned manufacturing method includes a reduction step of preparing a keratin mixture by mixing one or more selected from thioglycolic acid or a salt thereof, 3-mercaptopropionic acid or a salt thereof, thiolactic acid or a salt thereof, thiomalic acid or a salt thereof, cysteine ​​or a salt thereof, cysteamine or a salt thereof, thioglycerin, and glyceryl thioglycolate, keratin, and water; a hydrolysis step of mixing an alkaline compound with the keratin mixture after the reduction step; and a modification step of mixing an acid and an oxidizing agent after the hydrolysis step.

[0112] The other manufacturing method described above uses keratin and the specific reducing agent described above as raw materials for manufacturing the modified peptide in the reduction step, but the other conditions can be the same as those for the reduction step, hydrolysis step, and modification step in the manufacturing method (b) for the specific modified peptide in the hair composition of this embodiment described above. [Example]

[0113] The present invention will be described in detail below based on examples, but the present invention should not be construed as being limited by the descriptions in these examples.

[0114] (Production of modified peptide 1) Modified peptide 1 was produced according to the following reduction / hydrolysis step (1) and modification step (1).

[0115] [Reduction and hydrolysis step (1)] Merino wool was washed with a neutral detergent and dried, then cut into approximately 5 mm pieces. 30.0 parts by mass of the shredded wool, 92.2 parts by mass of a 30% by mass aqueous solution of sodium thioglycolate, and 800 parts by mass of water were mixed, and then 500 parts by mass of a 1 mol / L aqueous solution of sodium hydroxide was added to prepare a mixed solution with a total volume of 1,400 parts by mass and a pH of 13. This mixed solution was stirred at 85°C for 2 hours, and then cooled with ice water until the liquid temperature reached room temperature.

[0116] [Denaturation step (1)] While stirring the mixture after the reduction and hydrolysis step, 213.6 parts by mass of a 3.5% by mass aqueous solution of hydrogen peroxide was mixed with the mixture over a period of approximately 60 minutes. Then, with continuous stirring, approximately 120 parts by mass of a 10% by mass aqueous solution of acetic acid was mixed with the mixture over a period of approximately 85 minutes. The above mixing was carried out at a temperature of 40°C or below. The pH of the mixture after the addition of acetic acid was 7. An aqueous solution of modified peptide 1 was then obtained by acid precipitation.

[0117] (Production of modified peptide 2) Modified peptide 2 was produced according to the following reduction, modification, and hydrolysis steps.

[0118] [Reduction process] Merino wool was washed with a neutral detergent and dried, then cut into approximately 5 mm pieces. 5.0 parts by mass of the shredded wool, 15.4 parts by mass of a 30% by mass aqueous solution of sodium thioglycolate, and 8.5 parts by mass of a 6 mol / L aqueous solution of sodium hydroxide were mixed, and water was added to prepare a mixture with a total volume of 150 parts by mass and a pH of 11.8. This mixture was stirred at 45°C for 2 hours, and then allowed to cool naturally to room temperature.

[0119] [Denaturation process] While stirring the mixture after the reduction step, 213.6 parts by mass of a 3.5% by mass aqueous hydrogen peroxide solution was mixed into the mixture over approximately 60 minutes. Then, while continuing to stir the mixture, approximately 120 parts by mass of a 10% by mass aqueous acetic acid solution was mixed into the mixture over approximately 85 minutes. The pH of the mixture after the acetic acid addition was 7.

[0120] [Hydrolysis process] The solid fraction separated by filtration from the mixture after the denaturation step was mixed with 1,028 parts by mass of water, followed by approximately 5.0 parts by mass of a 6 mol / L aqueous hydrogen chloride solution, and then an aqueous hydrochloric acid solution to adjust the pH to 1.5, followed by stirring at 45° C. for 2 hours. An aqueous solution of denatured peptide A was then obtained by acid precipitation.

[0121] (Production of modified peptide 3) An aqueous solution of modified peptide 3 was obtained in the same manner as in the method for producing modified peptide 1 described above, except that the stirring time of the pH 13 mixture in the reduction / hydrolysis step (1) was changed from 2 hours to 6 hours.

[0122] (Production of modified peptide 4) An aqueous solution of modified peptide 4 was obtained in the same manner as in the method for producing modified peptide 1 described above, except that the stirring time of the pH 13 mixture in the reduction / hydrolysis step (1) was changed from 2 hours to 15 minutes.

[0123] (Confirmation of molecular weight distribution of denatured peptides) The molecular weight distributions of the modified peptides 1 to 4 produced above were confirmed by SDS-PAGE as follows.

[0124] [1] Molecular weight markers Molecular weight marker 1: ATTO "EzStandard LMW" Details of the reference substances are carbonic anhydrase (molecular weight 29,000), myoglobin (molecular weight 17,000), lysozyme (molecular weight 14,000), aprotinin (molecular weight 6,500), oxidized insulin B chain (molecular weight 3,500), and bradykinin (molecular weight 1,000).

[0125] Molecular weight marker 2: TEFCO "Protein Molecular Weight Marker II" Details of the reference substances include Myosin, rabbit muscle (molecular weight 205000), β-Galactosidase, E. coli (molecular weight 116000), Phosphorylase b, rabbit muscle (molecular weight 97400), Bovine serum albumin (molecular weight 69000), Glutamic dehydrogenase (molecular weight 55000), Lactic dehydrogenase, porcine These 11 substances include muscle (molecular weight 36500), carbonic anhydrase, bovine liver (molecular weight 29000), Trypsin inhibitor, soybean (molecular weight 20100), Lysozyme, chicken egg white (molecular weight 14300), Aprotinin, bovine lung (molecular weight 6500), and insulin B chain, bovine pancreas (molecular weight 3500).

[0126] [2] Polyacrylamide gel 10-fold diluted aqueous solution of ATTO's "p-PAGEL"

[0127] [3] Sample solution Sample 1 part by mass (Samples: Denatured peptides 1 to 4, molecular weight markers 1 or 2) Sample solvent 1 part by mass (Sample solvent: ATTO "AE-1430 EzApply")

[0128] [4] Electrophoresis conditions 40mA, 2 hours

[0129] [5] Electrophoresis tank buffer solution 10-fold diluted aqueous solution of ATTO's "AE-1415 EzRunT"

[0130] [6] Dyeing conditions Stained with Coomassie brilliant blue solution for 1 hour, then decolorized with decolorizing solution for approximately 6 hours

[0131] SDS-PAGE was carried out under the conditions [1] to [6] above, and the molecular weight distribution range of denatured peptides 1 to 4 was calculated from the relative distance between the bands of denatured peptides 1 to 4 and the bands of the molecular weight markers.

[0132] As a result, the bands of the modified peptides 1 to 4 were confirmed as broad bands over the range of molecular weights shown below (see Figures 1 to 4). From these results, it was found that the modified peptides 1 to 4 had a distribution of molecular weights over the ranges shown below. Modified peptide 1: molecular weight range: 3500 to 30,000 Modified peptide 2: molecular weight range: 4000 to 8000 Modified peptide 3: molecular weight range: 5,000 to 17,000 Modified peptide 4: molecular weight range: 5,000 to 55,000

[0133] Based on the results of the above-mentioned production method and SDS-PAGE analysis, the modified peptide 1 has a molecular weight ranging from 3,500 to 30,000, and has a side chain group having a unit selected from the structure represented by the following formula (1a) and / or a salt of the structure represented by the following formula (1a). -SS-CH2-COOH (1a)

[0134] Based on the results of the above-mentioned production method and SDS-PAGE analysis, modified peptide 2 has a molecular weight ranging from 4,000 to 8,000, and has a side chain group having a unit selected from the structure represented by formula (1a) below and / or a salt of the structure represented by formula (1a) below. -SS-CH2-COOH (1a)

[0135] Furthermore, based on the results of the above-mentioned production method and confirmation by SDS-PAGE, the modified peptides 3 and 4 have molecular weights ranging from 5,000 to 17,000 or from 5,000 to 55,000, and are provided with a side chain group having a unit selected from the structure represented by the following formula (1a) and / or a salt of the structure represented by the following formula (1a): -SS-CH2-COOH (1a)

[0136] (Production of Example 1-1, Example 1-2, Examples 3-4, and Comparative Example 2) The hair compositions of Examples 1-1, 1-2, 3-4, and Comparative Example 2 were produced by mixing various components, including modified peptide 1, modified peptide 2, modified peptide 3, modified peptide 4, L-arginine, and purified water, in a conventional manner so as to obtain the compositions shown in the component columns of Tables 1 to 3. The hair composition of Comparative Example 1 was made of purified water. The numerical values ​​in the component columns of Tables 1 to 3 are in mass %, and "-" indicates that the component is not blended.

[0137] (Evaluation of Hair Compositions of Example 1-1, Example 2, and Comparative Example 1) The hair compositions of Example 1-1, Example 2, and Comparative Example 1 were used to evaluate the moisturizing properties (1) shown below.

[0138] (Evaluation of Moisture Retention (1)) Several 0.1g hair strands were prepared from hair (of a woman in her 40s) that had been dyed with an oxidative hair dye.

[0139] Each hair strand was placed in a 100 mL beaker containing 100 g of each of the hair compositions of Example 1-1, Example 2, and Comparative Example 1, and immersed for 1 hour. The hair strands immersed in Example 1-1 and Comparative Examples 1-2 were then removed and dried with a hair dryer. This hair strand was used as the hair strand immediately after treatment.

[0140] Immediately after treatment, the hair bundle was finely chopped to obtain hair cut into lengths of approximately 1 mm. After measuring the weight (mg) of the aluminum container, the cut hair was placed in the aluminum container so that the total weight was approximately 20 mg. After conditioning for 3 hours at room temperature of 25°C and humidity of 80%, the weight was measured (hair weight at 80% humidity). After conditioning for 3 hours at room temperature of 25°C and humidity of 20%, the weight was measured (hair weight at 20% humidity). Next, the moisture retention rate (%) of the hair immediately after treatment was calculated using the following formula. Hair moisture retention rate (%) = (weight of hair at 20% humidity - weight of aluminum container) / (weight of hair at 80% humidity - weight of aluminum container)

[0141] The hair moisture retention rate (%) was evaluated with N=3 for each Example and Comparative Example 1, and the average value and standard error were calculated. Here, a higher value for the hair moisture retention rate (%) immediately after treatment indicates better hair moisture retention immediately after treatment.

[0142] (Evaluation results of Example 1-1, Example 2, and Comparative Example 1) Table 1 and FIG. 5 show the evaluation results for the hair compositions of Example 1-1, Example 2, and Comparative Example 1.

[0143] [Table 1]

[0144] 5, the hair composition of Example 1-1, which contained modified peptide 1 (having a specific side chain group and a molecular weight distribution in the range of 3,500 to 30,000), and the hair composition of Example 2, which contained modified peptide 2 (having a specific side chain group and a molecular weight distribution in the range of 4,000 to 8,000), had higher moisture retention (%) values ​​for hair immediately after treatment than the hair composition of Comparative Example 1 (purified water only). Therefore, it can be seen that the hair compositions of Examples 1-1 and 2, which contain modified peptide 1 or modified peptide 2 (both modified peptides with a molecular weight distribution in the range of 3,000 to 55,000 and a specific side chain group), are excellent in moisturizing hair immediately after treatment.

[0145] (Evaluation of Hair Compositions of Example 1-1, Examples 3 and 4, and Comparative Example 1) The hair compositions of Example 1-1, Examples 3 and 4, and Comparative Example 1 were used to evaluate the moisturizing properties (2) shown below.

[0146] (Evaluation of Moisture Retention (2)) Several 0.1g hair strands were prepared from hair (of a woman in her 40s) that had been dyed with an oxidative hair dye.

[0147] Two hair strands were placed in a 100 mL beaker containing 100 g of each of the hair compositions of Example 1-1, Examples 3-4, and Comparative Example 1, and immersed for one hour. Then, one hair strand immersed in each Example and Comparative Example 1 was removed and dried with a hair dryer. This hair strand was designated as the hair strand immediately after treatment. Furthermore, separate from the hair strand immediately after treatment, the remaining hair strand immersed in each Example and Comparative Example 1 was removed, washed with a 5% by mass aqueous solution of sodium laureth sulfate, rinsed with running water, and dried with a hair dryer. This hair strand was further wetted with water, washed with a 5% by mass aqueous solution of sodium laureth sulfate, rinsed, and dried a total of nine times. The hair strand that underwent this washing procedure was designated as the hair strand washed 10 times after treatment.

[0148] Next, immediately after treatment, each hair bundle was finely chopped to obtain hair pieces approximately 1 mm long. Using these cut hair pieces, the moisture retention rate (%) of the hair immediately after treatment was calculated using the same method as in Evaluation of Moisture Retention (1).

[0149] In addition, the hair bundles that had been treated and washed 10 times were finely chopped and cut into pieces of approximately 1 mm in length to obtain hair. Using these cut hairs, the moisture retention rate (%) of the hair that had been treated and washed 10 times was calculated using the same method as in Evaluation of Moisture Retention (1).

[0150] The moisture retention rate (%) of hair immediately after treatment and the moisture retention rate (%) of hair after 10 washes were evaluated in triplicate for each Example and Comparative Example 1, and the average value and standard error were calculated. Here, a higher value of the moisture retention rate (%) of hair immediately after treatment indicates better moisture retention of hair immediately after treatment. Also, a higher value of the moisture retention rate (%) of hair after 10 washes after treatment indicates better moisture retention of hair after 10 washes after treatment.

[0151] The decrease in hair moisture retention (%) after 10 washes after treatment was calculated using the following formula: Reduction in hair moisture retention (%) after 10 washes after treatment = "Hair moisture retention (%) immediately after treatment" - "Hair moisture retention (%) after 10 washes after treatment" Here, the lower the decrease in the moisture retention rate (%) of the hair after 10 washes after treatment, the more the improvement in the moisture retention of the hair is maintained.

[0152] (Evaluation results of Example 1-1, Examples 3-4, and Comparative Example 1) Table 2 and FIG. 6 show the evaluation results for the hair compositions of Example 1-1, Examples 3 and 4, and Comparative Example 1.

[0153] [Table 2]

[0154] The results shown in Table 2 and Figure 6 indicate that the hair compositions of Example 1-1 and Examples 3 and 4 had higher hair moisture retention (%) immediately after treatment and after 10 washes compared to the hair composition of Comparative Example 1 (purified water only). Therefore, it can be seen that the hair compositions of Examples 1-1, 3, and 4, which contain any of modified peptides 1, 3, and 4 (modified peptides with molecular weights ranging from 3,000 to 55,000 and having specific side chain groups), have excellent hair moisturizing properties immediately after treatment and after 10 washes compared to the hair composition of Example 4. Furthermore, the hair compositions of Example 1-1 and Example 3 had higher hair moisture retention (%) immediately after treatment and after 10 washes compared to the hair composition of Example 4. These results show that the hair compositions of Examples 1-1 and 3 have molecular weights ranging from 3,500 to 30,000, and contain either modified peptide 1 or 3 with a specific side chain group, and therefore have superior hair moisturizing properties immediately after treatment and after 10 washes after treatment.

[0155] Furthermore, the results shown in Table 2 show that the hair compositions of Example 1-1 and Example 3 showed a lower decrease in hair moisture retention (%) after 10 washes following treatment than the hair composition of Example 4. These results indicate that the hair compositions of Example 1-1 and Example 3 are able to maintain improved hair moisture retention for a longer period of time.

[0156] (Evaluation of Hair Compositions of Examples 1-2 and Comparative Examples 1 and 2) The hair compositions of Examples 1-2 and Comparative Examples 1-2 were used to evaluate the moisturizing properties (3) shown below.

[0157] (Evaluation of Moisture Retention (3)) Several 0.1g hair strands were prepared from hair (of a woman in her 40s) that had been dyed with an oxidative hair dye.

[0158] 100 g of the hair composition of Example 1-2 was placed in a 100 mL beaker so that the concentration of modified peptide 1 was 0.00003% by mass, and two hair bundles were placed therein and immersed for 1 hour. A 0.00003% by mass aqueous solution of L-arginine (the hair composition of Comparative Example 2) prepared by a conventional method was placed in a beaker, and two hair bundles were placed therein and immersed for 1 hour. One hair bundle was placed in a 100 mL beaker containing 100 g of each of the hair compositions of Comparative Example 1, and immersed for 1 hour. Each hair bundle immersed in Example 1-2 and Comparative Examples 1-2 was then removed and dried with a hair dryer. This hair bundle was designated as the hair bundle immediately after treatment. Furthermore, the remaining hair bundle immersed in Example 1-2 and Comparative Example 2 was removed separately from the hair bundle immediately after treatment, washed with a 5% by mass aqueous solution of sodium laureth sulfate, rinsed with running water, and dried with a hair dryer. This hair bundle was further wetted with water, washed with a 5% by mass aqueous solution of sodium laureth sulfate, rinsed, and dried a total of 9 times. The hair bundle that had undergone this washing operation was designated as the hair bundle that had been washed 10 times after treatment.

[0159] Next, using the hair bundles immediately after treatment and the hair bundles washed 10 times after treatment, the moisture retention rate (%) of the hair immediately after treatment and the moisture retention rate (%) of the hair after 10 washes after treatment were calculated using the same method as in Evaluation of moisture retention (2).

[0160] (Evaluation results of Examples 1-2 and Comparative Examples 1-2) Table 3 and Figure 7 show the evaluation results for the hair compositions of Examples 1 and 2 and Comparative Examples 1 and 2. Note that for the hair composition of Comparative Example 1, the moisture retention rate (%) of the hair after 10 washes after treatment was not evaluated, and therefore is indicated by a diagonal line.

[0161] [Table 3]

[0162] 7, the hair composition of Example 1-2 had higher hair moisture retention (%) immediately after treatment and after 10 washes compared to the hair composition of Comparative Example 1 (purified water only) and the hair composition of Comparative Example 2 (L-arginine aqueous solution). Therefore, it can be seen that the hair composition of Example 1-2, which contains modified peptide 1 (a modified peptide having a molecular weight ranging from 3,000 to 55,000 and having a specific side chain group), has excellent hair moisturizing properties immediately after treatment and after 10 washes.

[0163] Furthermore, from the results shown in Table 3, the hair composition of Example 1-2 had a lower decrease in hair moisture retention (%) after 10 washes following treatment than the hair composition of Comparative Example 2. These results demonstrate that the hair composition of Example 1-2 is excellent in maintaining hair moisture.

[0164] (Production of modified peptide 5) Modified peptide 5 was produced according to the following reduction / hydrolysis step (2) and modification step (2).

[0165] [Reduction and hydrolysis step (2)] Merino wool was washed with a neutral detergent and dried, then cut into approximately 5 mm pieces. 30.0 parts by mass of this wool, 50 parts by mass of thiolactic acid, and 500 parts by mass of water were mixed, and then 800 parts by mass of a 1 mol / L aqueous sodium hydroxide solution was added to prepare a mixed solution with a total volume of 1,350 parts by mass and a pH of 13. This mixed solution was stirred at 85°C for 2 hours, and then cooled with ice water until the liquid temperature reached room temperature.

[0166] [Denaturation step (2)] While stirring the mixture after the reduction and hydrolysis step, 213.6 parts by mass of a 3.5% by mass aqueous solution of hydrogen peroxide was added to the mixture over a period of approximately 60 minutes. Then, with continuous stirring, approximately 120 parts by mass of a 10% by mass aqueous solution of acetic acid was added to the mixture over a period of approximately 85 minutes. The pH of the mixture after the addition of acetic acid was 7. An aqueous solution of modified peptide 5 was then obtained by acid precipitation.

[0167] The molecular weight distribution of the denatured peptide 5 obtained above was confirmed. This confirmation was carried out using the same SDS-PAGE method as used to confirm the molecular weight distribution of the denatured peptides 1 to 4 described above. By SDS-PAGE, the band of the denatured peptide 5 was confirmed as a broad band over the molecular weight range of 3,500 to 30,000 (see Figure 8).

[0168] Based on the above-mentioned production method and the results of confirmation by SDS-PAGE, it was found that the molecular weight of modified peptide 5 is distributed within the range of 3,000 to 55,000, and has a side chain group having a unit selected from the structure represented by the following formula (2) and / or a salt of the structure represented by the following formula (2).

[0169] (Prescription example) Hair compositions containing the modified peptides 1 to 5 produced above (prescription examples 1 to 24) are shown below.

[0170] A hair shampoo and hair treatment kit may also be prepared by combining the hair shampoo of either Formulation Example 1 or Formulation Example 2 with one selected from the rinse-off hair treatments of Formulation Examples 3 to 7. Furthermore, the above kit may also be combined with one or more selected from the leave-in hair treatments of Formulation Examples 8 and 9 and the hair oil of Formulation Example 10 to form another kit. Furthermore, the hair compositions of Formulation Examples 3 to 11 may be used as one component of a multi-component hair treatment, a hair treatment for pre-treatment of a permanent wave agent, a hair treatment for post-treatment of a permanent wave agent, a hair treatment for pre-treatment of a hair straightener, a hair treatment for post-treatment of a hair straightener, a hair treatment for pre-treatment of hair coloring, a hair treatment for post-treatment of hair coloring, a hair treatment for pre-treatment of bleaching, or a hair treatment for post-treatment of bleaching.

[0171] (Prescription example 1) Hair shampoo Sodium polyoxyethylene lauryl ether sulfate 5% by mass Triethanolamine lauryl sulfate 4% by mass Sodium polyoxyethylene lauryl ether acetate 2% by mass Sodium lauroylmethyl-β-alanine 0.9% by mass Lauryl amidopropyl betaine 4% by mass Coconut oil fatty acid diethanolamide 3% by mass Coconut oil fatty acid monoethanolamide 0.1% by mass 1,3-butylene glycol 0.2% by mass Polyquaternium-10 0.4% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Chelating agent 0.3% by mass Preservatives 0.3% by mass Antioxidant 0.1% by mass Fragrance 0.2% by mass Purified water 79% by mass

[0172] (Prescription example 2) Hair shampoo Sodium polyoxyethylene lauryl ether sulfate (2E.O.) 8% by mass Sodium polyoxyethylene lauryl ether acetate (3E.O.) 4% by mass Sodium lauroyl aspartate 1% by mass Sodium cocoyl isethionate 0.5% by mass Isostearic acid amidopropyl dimethylaminoacetic acid betaine 3% by mass POE(60) tetraoleate sorbitol 0.3% by mass Coconut oil fatty acid N-methylethanolamide 2% by mass PCA isostearate PEG-40 hydrogenated castor oil 1% by mass POE(7) coconut oil fatty acid glycerin 1% by mass Polyquaternium-10 0.6% by mass Propylene glycol 1% by mass PPG-17 2% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Fragrance 0.3% by mass Purified water 74.8% by mass

[0173] (Formulation example 3) Rinse-off hair treatment Cetyltrimethylammonium bromide 2% by mass Alkyltrimethylammonium chloride 3% by mass Ethanol 0.8% by mass Isopropanol 0.7% by mass Cetyl alcohol 5% by mass Stearyl alcohol 2% by mass Glycerin 4% by mass Polyoxyethylene stearyl ether (20E.O.) 0.5% by mass Cetyl 2-ethylhexanoate 1% by mass Dipentaerythritol fatty acid ester 0.8% by mass Squalane 0.3% by mass Highly polymerized dimethicone 0.3% by mass Dimethylsiloxane 0.2% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Chelating agent 0.3% by mass Preservatives 0.2% by mass Fragrance 0.3% by mass Purified water 78.1% by mass

[0174] (Formulation example 4) Rinse-off hair treatment Behenyltrimethylammonium chloride 1% by mass Quaternium-91 1% by mass Myristate PPG-3 benzyl ether 0.5% by mass Isononyl isononanoate 0.3% by mass Rosehip oil 0.5% by mass Macadamia nut fatty acid ethyl ester 0.5% by mass Cetyl palmitate 0.4% by mass Stearyl alcohol 2% by mass Isopropanol 0.3% by mass Glycerin 0.1% by mass Candelilla wax 0.1% by mass Cetearamidoethyldiethonium Hydrolyzed Rice Protein 0.1% by mass Pyridoxine hydrochloride 0.1% by mass Calcium pantothenate 0.1% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Lactic acid 0.1% by mass Fragrance 0.3% by mass Purified water 92.1% by mass

[0175] (Formulation example 5) Rinse-off hair treatment Hydrolyzed keratin 1% by mass Sodium dilauramidoglutamide lysine 0.4% by mass Polyoxyethylene coconut oil fatty acid sorbitan (20E.O.) 2% by mass 1,3-butylene glycol 5% by mass Diethoxyethyl succinate 0.05% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Lactic acid 0.1% by mass Preservatives 0.4% by mass Fragrance 0.2% by mass Purified water 90.35% by mass

[0176] (Formulation example 6) Rinse-off hair treatment Cationic guar gum 0.5% by mass Hydroxypropyl starch phosphate 5% by mass Cetyl alcohol 3% by mass Stearyl alcohol 0.8% by mass Cetyltrimethylammonium chloride 0.8% by mass Cetyltrimethylammonium bromide 1% by mass Stearyltrimethylammonium chloride 1% by mass Isopropanol 0.2% by mass Ethanol 0.4% by mass Isononyl isononanoate 0.5% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Preservatives 0.1% by mass Fragrance 0.2% by mass Purified water 86% by mass

[0177] (Formulation Example 7) Rinse-off hair treatment Cetyl alcohol 5% by mass Behenyltrimethylammonium chloride 3% by mass Behentrimonium methosulfate 0.1% by mass Isoalkyl (C10-40) amidopropyl ethyldimonium ethosulfate 0.1% by mass 1,3-butylene glycol 3% by mass Isopropanol 0.7% by mass Castor oil 3% by mass Jojoba oil 3% by mass Shea butter 0.5% by mass Amodimethicone 3% by mass Aminopropyl phenyl trimethicone 3% by mass Methylphenylpolysiloxane 2% by mass Polypropylsilsesquioxane 0.3% by mass Phenylpropyldimethylsiloxysilicate 0.9% by mass Dimethicone 4% by mass (Hydrolyzed silk / PG-propylmethylsilanediol) crosspolymer 0.2% by mass Hydrolyzed protein 0.2% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Preservatives 0.3% by mass Lactic acid 0.2% by mass Fragrance 0.4% by mass Purified water 66.9% by mass

[0178] (Formulation example 8) Leave-in hair treatment Polyoxyethylene lauryl ether (2E.O.) 1% by mass Polyoxyethylene lauryl ether (9E.O.) 1% by mass Polyoxyethylene cetyl ether (150E.O.) 1% by mass PEG-11 methyl ether dimethicone 0.5% by mass Dimethicone 25.6% by mass Highly polymerized dimethicone 4.3% by mass Amodimethicone 0.9% by mass (Dimethicone / vinyl dimethicone) crosspolymer 0.2% by mass Hydroxyethyl cellulose 0.4% by mass Tamarind seed gum 1% by mass Stearyltrimethylammonium chloride 1% by mass Dipropylene glycol 2% by mass Ethanol 1% by mass Denatured peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Lactic acid 0.3% by mass Methyl parahydroxybenzoate 0.3% by mass Fragrance 0.4% by mass Purified water 58.6% by mass

[0179] (Formulation Example 9) Leave-in hair treatment Cetyl alcohol 3% by mass Stearyltrimethylammonium chloride 0.6% by mass Behenyltrimethylammonium methyl sulfate 0.5% by mass Distearyldimethylammonium chloride 0.6% by mass Dimethicone (dynamic viscosity 1.5mm 2 / s) 10% by mass Isododecane 10% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass PEG-9 polydimethylsiloxyethyl dimethicone 0.1% by mass Highly polymerized dimethicone 2% by mass Highly polymerized dimethiconol 2% by mass Alkyl benzoate (C12-15) 5% by mass Isopropanol 0.3% by mass Phenoxyethanol 0.4% by mass Fragrance 0.2% by mass Purified water 64.8% by mass

[0180] (Formulation Example 10) Hair Oil Highly polymerized dimethicone 3% by mass Highly polymerized dimethiconol 1% by mass Dimethicone 87.35% by mass Isopropyl palmitate 1.5% by mass Alkyl benzoate (C12-C15) 0.6% by mass Diisostearyl malate 0.2% by mass Rice bran oil 0.3% by mass Isostearyl alcohol 0.3% by mass Squalane 1.5% by mass Light liquid isoparaffin 3% by mass PEG-10 dimethicone 0.1% by mass Modified peptide 1 0.01% by mass Modified peptide 2 0.01% by mass Modified peptide 3 0.01% by mass Denatured peptide 4 0.01% by mass Denatured peptide 5 0.01% by mass PEG-9 polydimethylsiloxyethyl dimethicone 0.3% by mass Fragrance 0.3% by mass Purified water 0.5% by mass

[0181] (Formulation Example 11) Liquid hair composition 1,3-butylene glycol 3% by mass Polyoxyethylene hydrogenated castor oil (60E.O.) 0.1% by mass Lauryl dimethylaminoacetic acid betaine 0.2% by mass Ethanol 5% by mass Fragrance 0.2% by mass Citric acid 0.1% by mass Cetylpyridinium chloride 0.3% by mass Modified peptide 1 0.01% by mass Modified peptide 2 0.01% by mass Modified peptide 3 0.01% by mass Denatured peptide 4 0.01% by mass Denatured peptide 5 0.01% by mass Methylisothiazoline 0.005% by mass Diethoxyethyl succinate 5% by mass Purified water 86.045% by mass

[0182] (Formulation Example 12) Oxidative hair dye [Oxidative hair dye 1st agent] 2,2'-[(4-aminophenyl)imino]bisethanol sulfate 3.8% by mass Paraaminophenol 0.4% by mass Resorcinol 0.7% by mass Meta-aminophenol 0.7% by mass Stearyltrimethylammonium chloride 1% by mass Cetostearyl alcohol 7% by mass Polyoxyethylene cetyl ether 2% by mass Polyoxyethylene stearyl ether 1% by mass Lipophilic glyceryl monostearate 1% by mass Paraffin 2% by mass Rice bran oil 3% by mass Polyquaternium-10 0.1% by mass Propylene glycol 0.5% by mass Isopropanol 0.3% by mass L-ascorbic acid 0.2% by mass Sodium sulfite 0.2% by mass Chelating agent 0.9% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Ammonia water: Amount to adjust pH to 9-10 Purified water Amount to make the total 100% by mass [Oxidative hair dye second agent] Hydrogen peroxide 6% by mass Cetyltrimethylammonium chloride 1% by mass Polyoxyethylene cetyl ether (30E.O.) 1% by mass Polyoxyethylene stearyl ether (2E.O.) 1% by mass Polyoxypropylene stearyl ether 1% by mass Cetyl alcohol 1% by mass Stearyl alcohol 2% by mass Liquid paraffin 1% by mass Beeswax 1% by mass Lanolin fatty acid cholesteryl 0.1% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Phenoxyethanol 1% by mass Purified water 83.4% by mass

[0183] (Formulation Example 13) Acidic hair dye Polyvinylpyrrolidone 1% by mass Black No. 401 0.02% by mass Lactic acid 3.6% by mass Benzyl alcohol 7% by mass Ethanol 9% by mass (Hydroxyethyl acrylate / Sodium acroyldimethyltaurate) copolymer 3% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Purified water 78.88% by mass

[0184] (Formulation Example 14) Hair dye HC blue 16 0.05% by mass Basic Yellow 87 0.05% by mass Basic Red 51 0.05% by mass Stearyltrimethylammonium chloride 1% by mass Polyoxyethylene cetyl ether (40E.O.) 3% by mass Polyoxyethylene behenyl ether (10E.O.) 1% by mass Cetostearyl alcohol 7% by mass Paraffin 1% by mass Liquid paraffin 4% by mass Cetyl palmitate 2% by mass Benzyl alcohol 1% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Disodium edetate 0.1% by mass Fragrance 0.3% by mass Purified water 78.95% by mass

[0185] (Formulation Example 15) Permanent wave agent [First agent] Ammonium thioglycolate 5% by mass Pentetic acid 5Na 0.3% by mass Succinylglycyrrhetinic acid disodium 0.01% by mass Monoethanolamine 1% by mass Ammonium bicarbonate 0.5% by mass Glycerin 1% by mass Hydroxyethyl cellulose 0.1% by mass Polyquaternium-10 0.1% by mass Polyquaternium-22 0.1% by mass Amodimethicone 0.5% by mass Hydrolyzed keratin (wool) 0.5% by mass Hydroxypropyltrimonium hydrolyzed keratin (wool) 0.5% by mass Hydrolyzed silk 0.1% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Sodium cocoamphoacetate 0.5% by mass Cetyltrimethylammonium chloride 0.5% by mass Sodium cocoyl glutamate 0.5% by mass Lanolin fatty acid cholesteryl 0.1% by mass PEG-30 lanolin 0.2% by mass Fragrance 0.1% by mass Ammonia water: Amount to adjust pH to 8.5 Purified water Amount to make up 100% by mass [Second agent] Sodium bromate 8% by mass Sodium edetate 0.1% by mass Sodium monohydrogen phosphate 1% by mass Phosphoric acid 0.07% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Purified water 90.33% by mass

[0186] (Formulation Example 16) Hair straightener [First agent] Polyquaternium-10 0.1% by mass Amodimethicone emulsion 0.6% by mass Amodimethicone 0.1% by mass Highly polymerized dimethicone 0.3% by mass Cetostearyl alcohol 3% by mass Stearyltrimethylammonium chloride 2% by mass Dicetyl phosphate 1% by mass Polyoxyethylene cetyl ether phosphate 1% by mass Polyoxyethylene stearyl ether 0.3% by mass Polyoxypropylene stearyl ether 1% by mass Soft lanolin fatty acid cholesteryl 0.2% by mass Isopropyl palmitate 1% by mass Dipropylene glycol 0.5% by mass Isopropanol 0.4% by mass Ethanol 0.1% by mass Ammonium thioglycolate 2% by mass Monoethanolamine thioglycolate 2% by mass Diammonium dithiodiglycolate 1% by mass Monoethanolamine 2% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Chelating agent 1% by mass Fragrance 0.2% by mass Purified water 79.7% by mass [Second agent] Hydrogen peroxide 1.4% by mass Cetostearyl alcohol 2% by mass Polyoxyethylene cetyl ether 2% by mass Hydroxyethanediphosphonic acid 0.2% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Disodium hydrogen phosphate - amount to adjust pH to 3.3 Purified water Amount to make the total 100% by mass

[0187] (Formulation example 17) Acid heat treatment Cetyl alcohol 2% by mass Stearyl alcohol 1% by mass Behenyl alcohol 1% by mass Polyoxyethylene hydrogenated castor oil (100E.O.) 0.3% by mass Polyoxyethylene oleyl ether (2E.O.) 1% by mass Polyoxyethylene cetyl ether (20E.O.) 0.3% by mass Glyceryl stearate 1% by mass Stearyl stearate 0.2% by mass Stearyltrimethylammonium chloride 2% by mass Quaternium-33 0.5% by mass Di(2-ethylhexyl) sebacate 0.7% by mass Propylene glycol 0.6% by mass 1,3-butylene glycol 1% by mass Isopropanol 1% by mass Acetyl glucosamine 1% by mass Dimethicone 1% by mass Highly polymerized dimethicone 0.1% by mass Glyoxylic acid 5% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Phenoxyethanol 0.5% by mass Fragrance 0.3% by mass Sodium hydroxide to adjust the pH to 2 Purified water Amount to make the total 100% by mass

[0188] (Prescription Example 18) Hair wax Microcrystalline wax 10% by mass Candelilla wax 4% by mass Hydroxystearic acid 5% by mass Hydrogenated rapeseed oil 1% by mass Diethylhexyl succinate 10% by mass Glyceryl stearate 3% by mass POE(10) cetyl ether 4% by mass POE (5.5) cetyl ether 3% by mass Glycerin 1.5% by mass Polyethylene glycol (average molecular weight 2 million) 0.1% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Sodium hydroxide 0.1% by mass Phenoxyethanol 0.5% by mass Fragrance 0.3% by mass Purified water 57% by mass

[0189] (Prescription Example 19) Hair wax Candelilla wax 10% by mass Hydroxystearic acid 4% by mass Hydrogenated rapeseed oil 1% by mass 2-Ethylhexanoic acid alkyl (C14-18) 8% by mass Glyceryl stearate 3% by mass POE(7) cetyl ether 3% by mass 1,3-butylene glycol 2% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Potassium hydroxide 0.5% by mass Polyurethane-14 acrylate copolymer AMP 1% by mass Ethanol 1% by mass Phenoxyethanol 1% by mass Fragrance 0.3% by mass Purified water 64.7% by mass

[0190] (Prescription Example 20) Hair cream Cetyl alcohol 4% by mass Shea butter 3% by mass Diethylhexyl succinate 10% by mass Glyceryl stearate 1% by mass POE (5.5) cetyl ether 0.5% by mass Dipropylene glycol 2% by mass Polyquaternium-10 0.04% by mass Sodium hyaluronate 0.01% by mass Highly polymerized dimethicone (degree of polymerization 3330) 0.6% by mass Dimethicone 3.4% by mass Stearyltrimethylammonium chloride 0.3% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Isopropanol 0.05% by mass Phenoxyethanol 1% by mass Fragrance 0.3% by mass Purified water 73.3% by mass

[0191] (Prescription Example 21) Hair cream Stearic acid 3.5% by mass Cetyl alcohol 1% by mass 2-amino-2-methyl-1-propanol 0.8% by mass Candelilla wax 10% by mass Microcrystalline wax 3% by mass Dimethicone 5% by mass Cetyl octanoate 2% by mass Carbomer 0.3% by mass Seteth-6 1.5% by mass Seteth-20 3.5% by mass Acrylic resin alkanolamine 1% by mass 1,3-butylene glycol 2% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Purified water 65.9% by mass

[0192] (Formulation Example 22) Solid hair styling agent Sunflower seed wax 5% by weight Rice bran oil 34.8% by mass Liquid paraffin 30% by mass Polyoxyethylene glyceryl triisostearate (20E.O.) 3% by mass Purified water 19.5% by mass Beeswax 5% by mass Silicon dioxide 1% by mass Ascorbyl tetra-2-hexyldecanoate 0.3% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Phenoxyethanol 0.2% by mass d-δ-tocopherol 0.1% by mass Fragrance 0.6% by mass

[0193] (Formulation Example 23) Hair styling composition for hair foam [Undiluted solution] Myristic acid 3% by mass Myristyl alcohol 1% by mass Beeswax 2% by mass Alkyl ethylhexanoate (C14-18) 1% by mass PEG-60 hydrogenated castor oil 1% by mass Seteth-30 1% by mass Polysorbate 20 0.6% by mass PEG-20 2% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass 2-amino-2-methyl-1-propanol 1% by mass Acrylic resin alkanolamine 1% by mass Purified water 85.9% by mass

[0194] The above concentrate and propellant (LPG) were filled into an aerosol container for hair foam at a mass ratio of concentrate:propellant = 92:8.

[0195] (Formulation Example 24) Non-aerosol hair mist Hydroxypropyl cellulose 0.01% by mass (Alkyl acrylate / diacetone acrylamide) copolymer AMP 1% by mass Propylene glycol 5% by mass Modified peptide 1 0.1% by mass Modified peptide 2 0.1% by mass Modified peptide 3 0.1% by mass Denatured peptide 4 0.1% by mass Denatured peptide 5 0.1% by mass Rose water 5% by mass Ethanol 3% by mass Phenoxyethanol 1% by mass Fragrance 0.3% by mass Purified water 84.19% by mass

Claims

1. A hair composition containing a modified peptide having a molecular weight ranging from 3,000 to 55,000, and having one or more types of side chain groups having units selected from the structures represented by the following formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5). -S-S-(CH ２ ) ｎ -COOH (1) (In formula (1), n ​​is 1 or 2.) -S-S-CH(CH ３ )-COOH (2) -S-S-CH(COOH)-CH ２ -COOH (3) -S-S-CH ２ -CH(NH ２ )-COOH (4) -S-S-CH ２ -CH ２ -NH ２ (5) -S-S-CH ２ -CH(OH)-CH ２ OH (6) -S-S-CH ２ -COO-CH ２ -CH(OH)-CH ２ OH (7)

2. The hair composition according to claim 1, wherein the modified peptide has a molecular weight ranging from 3,000 to 40,000.

3. 3. The hair composition according to claim 1, which is at least one of a hair care composition, a hair styling composition, a hair coloring composition, a permanent wave composition, a straight perm composition, a hair care composition, and a hair growth composition.

4. 3. The hair composition according to claim 1, wherein the main chain of the modified peptide comprises a peptide derived from keratin microfibrils and a peptide derived from the keratin matrix.

5. The hair composition according to claim 1 or 2, wherein the amount of the modified peptide is 0.000001% by mass or more and 10% by mass or less.

6. A moisturizing agent comprising a modified peptide having a molecular weight distributed within the range of 3,000 to 55,000, and having one or more types of side chain groups having units selected from the structures represented by the following formulas (1) to (7) and salts of the structures represented by the following formulas (1) to (5). -S-S-(CH ２ ) ｎ -COOH (1) (In formula (1), n ​​is 1 or 2.) -S-S-CH(CH ３ )-COOH (2) -S-S-CH(COOH)-CH ２ -COOH (3) -S-S-CH ２ -CH(NH ２ )-COOH (4) -S-S-CH ２ -CH ２ -NH ２ (5) -S-S-CH ２ -CH(OH)-CH ２ OH (6) -S-S-CH ２ -COO-CH ２ -CH(OH)-CH ２ OH (7)

7. A hair treatment method using the hair composition according to claim 1 or 2.

8. A method for moisturizing hair using a composition containing the moisturizing agent according to claim 6.

9. a reduction and hydrolysis step of mixing keratin and water with one or more selected from thioglycolic acid or a salt thereof, 3-mercaptopropionic acid or a salt thereof, thiolactic acid or a salt thereof, thiomalic acid or a salt thereof, cysteine ​​or a salt thereof, cysteamine or a salt thereof, thioglycerin, and glyceryl thioglycolate to prepare a keratin mixed solution; a modification step of mixing an oxidizing agent with the keratin mixture after the reduction and hydrolysis steps; Equipped with Methods for producing modified peptides.

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