Odor suppressing composition, consumer product, petrochemical composition, odor suppression method, and malodor suppressant

By identifying key malodor components and using olfactory receptor antagonists, the odor control composition effectively suppresses malodors from petroleum products, addressing volatility and performance issues in existing technologies.

JP2025181406APending Publication Date: 2025-12-11TAKASAGO INTERNATIONAL CORP
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Patent Information

Application Number
JP2024089375
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-05-31
Publication Date
2025-12-11

AI Technical Summary

Technical Problem

Existing odor control methods for petroleum-based products like asphalt, cutting oil, gasoline, and diesel are inadequate due to volatility issues, poor deodorizing performance, high substrate requirements, and lack of understanding of malodor components, leading to insufficient masking and increased costs.

Method used

Identifying key malodor components such as thiophenes and phenols using sniffing gas chromatography and gas chromatography mass spectrometry, and using olfactory receptor antagonists like OR4S2, OR5P3, OR8H1, and OR10G4 to suppress malodor responses, with specific fragrance components to inhibit receptor activation.

Benefits of technology

Provides effective and sustained odor control by suppressing malodors generated from heated petroleum products, reducing the need for large substrates and lowering operational costs while maintaining fragrance efficacy.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

To provide an odor suppressing composition having superior effectiveness in suppressing malodors typified by petroleum products or the like.SOLUTION: An odor suppressing composition contains an aromatic component that suppresses the response of an olfactory receptor polypeptide to a malodor-causing substance, wherein the olfactory receptor polypeptide has at least one amino acid sequence (A) selected from SEQ ID NO:2, SEQ ID NO:4, SEQ ID NO:6, and SEQ ID NO:8, and an amino acid sequence (B) having 80% or more identity with the amino acid sequence (A), and exhibits responsiveness to the malodor-causing substance.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to odor control compositions, consumer products, petrochemical compositions, methods for odor control, and malodor control agents. [Background technology]

[0002] In recent years, with the diversification of consumer preferences and living environments, an increasing number of people are becoming sensitive to odors and unpleasant smells around them. Unpleasant odors in living spaces include those from petroleum- and crude oil-based products, specifically, asphalt, cutting oil, gasoline, kerosene, and diesel, which are released when heated. Asphalt, in particular, is used in living spaces for road paving and repair, and more and more unpleasant odors are being emitted from asphalt manufacturing plants and during asphalt construction, causing unpleasant odors that cannot be prevented by residents and facilities in the vicinity, creating a growing need for odor control measures. Petroleum (crude oil) is primarily composed of hydrocarbons, and contains a wide range of hydrocarbons, from those with 1 to 4 carbon atoms that are gaseous at room temperature, to those with up to about 50 carbon atoms that are liquid at room temperature, and also contains sulfur compounds, nitrogen compounds, metals, and other compounds, resulting in a very complex composition. Crude oil can be fractionally distilled and refined to produce products such as natural gas, naphtha (gasoline), kerosene, diesel, lubricating oil, and asphalt, but the reality is that there are many unknowns about the odorous components in these products.

[0003] Several proposals have been made to suppress the odor caused by asphalt. For example, Patent Document 1 describes a method of masking (blocking) the odor by mixing a liquid fragrance additive containing a fragrance or the like into asphalt to suppress the odor. Patent Document 2 describes an asphalt deodorizing composition comprising a fragrance that is stable even at high temperatures (boiling point of 200°C or higher at normal pressure) and a fragrance-retaining substrate such as silica gel. Patent Document 3 proposes a method of effectively reducing the unpleasant odor of asphalt by blending specific fragrance components such as dihydromyrcenol or allyl amyl glycolate. Patent Document 4 also proposes a method of suppressing the thermal decomposition and oxidative degradation of asphalt using an antioxidant with a melting point of 60 to 200°C.

[0004] On the other hand, as a selective deodorization technology for malodors, the possibility of a deodorization method based on an antagonism mechanism in which olfactory receptors that respond to specific odorants are searched for and their activation is inhibited with a specific substance has become clear. For example, Patent Document 5 discloses OR2W1, OR5P3, OR5K1, and OR8H1 as olfactory receptors that respond to skatole or indole, which are malodor-causing substances, and describes that the skatole odor can be suppressed by inhibiting the response of these olfactory receptors. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Laid-Open No. 2003-342908 [Patent Document 2] Japanese Patent Application Laid-Open No. 2007-137922 [Patent Document 3] Japanese Patent Application Publication No. 2019-162346 [Patent Document 4] Japanese Patent Publication No. 2020-199237 [Patent Document 5] Japanese Patent Application Laid-Open No. 2016-187557 Summary of the Invention [Problem to be solved by the invention]

[0006] However, the liquid fragrance additive described in Patent Document 1 is highly volatile, and when added to asphalt heated to a high temperature of 100°C or higher, the fragrance components volatilize in a short period of time, often resulting in the deodorizing or masking effect not being sufficiently sustained. Therefore, there are many challenges in obtaining a sufficiently sustained masking effect by adding a fragrance additive to asphalt in advance and then heating it.

[0007] The asphalt deodorizing composition described in Patent Document 2 uses a fragrance with a boiling point of 200°C or higher at normal pressure, which means that the masking effect lasts even at high temperatures, but it is poorly volatile and may not be able to sufficiently deodorize or mask the odor of asphalt. Furthermore, the asphalt deodorizing composition described in Patent Document 2 has a limit to the amount of fragrance that can be held in a holding substrate such as silica gel, so it is necessary to use a large amount of holding substrate, which makes it less convenient to handle and raises concerns about increased manufacturing and operating costs, as well as a decrease in the performance of asphalt.

[0008] Furthermore, there are concerns that there are limits to the asphalt odor masking and deodorizing effects of the two specific aroma components described in Patent Document 3. While the antioxidant described in Patent Document 4 is expected to be effective against deterioration odors caused by radical decomposition, there are issues with resolving asphalt odors caused by deterioration and decomposition without oxidation, and the malodor itself that occurs when heated at high temperatures.

[0009] Furthermore, none of the conventional technologies disclosed in Patent Documents 1 to 4 clarified the odorous components that cause the asphalt odor, and there was a need for a fundamental technology to combat asphalt odor that would clarify the cause of the odor.

[0010] Furthermore, many aspects of the key components of malodor derived from petroleum, such as asphalt, remain unknown. If these key components of malodor can be identified, it is possible to anticipate the possibility of a new deodorizing method based on the antagonism mechanism described in Patent Document 5.

[0011] An object of the present invention is to provide an odor-controlling composition that is effective in controlling malodors such as those caused by petroleum products. [Means for solving the problem]

[0012] The inventors have used sniffing gas chromatography and gas chromatography mass spectrometry to identify petroleum-derived thiophenes and / or phenols as key malodor components, and have succeeded in identifying the olfactory receptors that respond to these malodor components. Further investigations by the inventors have revealed that by using these olfactory receptors, it is possible to evaluate and select components that can suppress malodors, particularly those generated when heated, in products such as asphalt, cutting oil, gasoline, kerosene, and diesel, due to the masking effect of olfactory receptor antagonists. In other words, we found that a group of candidate antagonist compounds that suppress the response of one or more of the receptors OR4S2, OR5P3, OR8H1, and OR10G4 have an excellent inhibitory effect on the unpleasant odors caused by heating of asphalt, cutting oil, gasoline, kerosene, diesel, etc.

[0013] The present invention has been made in consideration of the above circumstances, and includes the following aspects.

[0014] A composition for controlling odors, comprising an aromatic component that suppresses the response of olfactory receptor polypeptides to malodor-causing substances, A composition for odor suppression, wherein the olfactory receptor polypeptide has at least one of an amino acid sequence (A) selected from SEQ ID NO: 2, SEQ ID NO: 4, SEQ ID NO: 6, and SEQ ID NO: 8, and an amino acid sequence (B) having 80% or more identity to the amino acid sequence (A), and is responsive to the malodor-causing substance.

[0015] An odor suppressant comprising at least one fragrance component selected from Group A below. Group A: citronellyl nitrile, gamma methyl ionone, 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthyl)ethan-1-one, [3aR-(3aα,5aβ,9aα,9bβ)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, 1-((1R,6S)-(2,2,6-trimethylcyclohexyl)hexan-3-ol), (1R,6S)-ethyl 2,2,6-Trimethylcyclohexanecarboxylate, (R)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-[1-(3,3-dimethylcyclohexyl)ethoxy]-2-methylpropyl propionate, geranyl acetate, geranyl tiglate, 5-cyclohexadecenone, L-muscone, phenethyl salicylate, 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol, 8-mercapto-p-menthan-3-one, 5-isopropenyl-2-methyl-2-vinyloxolane, lime oil, patchouli oil, vetiver oil, peppermint oil, cornmint oil, rosemary oil, grapefruit oil [Effects of the Invention]

[0016] According to the present invention, it is possible to provide an odor control composition and an odor control agent which are excellent in the effect of suppressing malodors typified by petroleum products and the like. [Brief explanation of the drawings]

[0017] [Figure 1] FIG. 1 shows the results of measuring the response of an olfactory receptor (OR4S2) to 2-methylbenzothiophene. [Figure 2] FIG. 2 shows the results of measuring the response of the olfactory receptor (OR5P3) to 2-methylbenzothiophene. [Figure 3] FIG. 3 shows the results of measuring the response of the olfactory receptor (OR8H1) to 2-methylbenzothiophene. [Figure 4] FIG. 4 shows the results of measuring the response of an olfactory receptor (OR10G4) to 2-methylbenzothiophene. [Figure 5] FIG. 5 shows the results of measuring the response of the olfactory receptor (OR5P3) to 3,4-dimethylphenol. [Figure 6] FIG. 6 shows the results of measuring the response of the olfactory receptor (OR8H1) to 3,4-dimethylphenol. [Figure 7] FIG. 7 shows the results of measuring the response of an olfactory receptor (OR10G4) to 3,4-dimethylphenol. [Figure 8] FIG. 8 shows the results of measuring the response of the olfactory receptor (OR4S2) to 3-ethylthiophene. DETAILED DESCRIPTION OF THE INVENTION

[0018] Hereinafter, embodiments of the present invention will be described in detail. In the present invention, deodorizing, deodorizing, masking, and odor suppressing effects refer to chemical deodorizing and / or deodorizing and / or masking effects and / or odor suppressing effects, and sensory deodorizing and / or deodorizing and / or masking effects and / or odor suppressing effects, and it is essential to exhibit at least one of these effects, and it is more desirable to exhibit multiple effects. These multiple effects may be expressed as deodorizing effect, deodorizing effect, masking effect, or odor suppressing effect, but it should be made clear in advance that these are not limited to these effects. In the following explanation, the odor of products such as asphalt, cutting oil, gasoline, kerosene, and diesel when heated may be referred to as "asphalt odor," "asphalt odor," or "unpleasant asphalt odor," taking asphalt as a representative example. Furthermore, in the following explanation, the amino acid sequence consisting of SEQ ID NO: 2 will also be referred to as "OR4S2 (amino acid sequence)", the amino acid sequence consisting of SEQ ID NO: 4 will also be referred to as "OR5P3 (amino acid sequence)", the amino acid sequence consisting of SEQ ID NO: 6 will also be referred to as "OR8H1 (amino acid sequence)", and the amino acid sequence consisting of SEQ ID NO: 8 will also be referred to as "OR10G4 (amino acid sequence)".

[0019] <Screening method for odor-suppressing materials> The screening method for malodor-suppressing materials according to this embodiment (hereinafter also referred to as the present screening method) is characterized by using an olfactory receptor polypeptide that is responsive to malodor-causing substances to screen candidate substances for malodor-suppressing materials from among test substances, and preferably includes all of the following steps (i) to (vii). (i) a step of contacting an olfactory receptor polypeptide that is responsive to a malodor-causing substance with the malodor-causing substance and measuring the response strength of the olfactory receptor polypeptide to the malodor-causing substance, The olfactory receptor polypeptide has at least one of an amino acid sequence (A) selected from SEQ ID NO: 2, SEQ ID NO: 4, SEQ ID NO: 6, and SEQ ID NO: 8, and an amino acid sequence (B) having 80% or more identity with the amino acid sequence (A), and is responsive to a malodor-causing substance. (ii) measuring the response intensity of the olfactory receptor polypeptide used in step (i) in the absence of a malodor-causing substance; (iii) A step of comparing the measurement results in step (i) with the measurement results in step (ii) to calculate a change in response intensity. (iv) measuring the response intensity of the olfactory receptor polypeptide in the same manner as in step (i) using a mixture of the malodor-causing substance and the test substance; (v) measuring the response intensity of the olfactory receptor polypeptide in the same manner as in step (ii) using only the test substance; (vi) A step of comparing the measurement results in step (iv) with the measurement results in step (v) to calculate a change in response intensity. (vii) comparing the change in step (iii) with the change in step (vi), and selecting the test substance that has a reduced change in step (vi) as a candidate substance for the malodor-suppressing material;

[0020] This screening method selects candidate malodor-suppressing materials from among test substances using the responsiveness of the test substance to olfactory receptor polypeptides (hereinafter also referred to as olfactory receptors) as an index. The present inventors focused on asphalt odor as a representative example of petroleum-derived malodors and identified the main causative substances of asphalt odor: 3-ethylthiophene, 2-methylbenzothiophene, and 3,4-dimethylphenol. They then discovered that olfactory receptor polypeptides (OR4S2, OR5P3, OR8H1, and OR10G4) respond to these causative substances. Antagonists that inhibit the responsiveness of any one of these olfactory receptors suppressed the unpleasant odor caused by asphalt odor, thus implicating OR4S2, OR5P3, OR8H1, and OR10G4 as receptors that recognize petroleum-derived malodors. Therefore, by evaluating the responsiveness of test substances to olfactory receptors, candidate substances that can block the binding of malodor-causing substances to olfactory receptors can be selected from the test substances.

[0021] As used herein, the term "test substance" refers to, but is not limited to, a compound, composition, or mixture that is the subject of investigation into the malodor suppressing effect. As used herein, the term "malodor control material" refers to, but is not limited to, a compound, composition, or mixture that can control malodors.

[0022] <Process (i)> In step (i), an olfactory receptor polypeptide that is responsive to a malodor-causing substance is contacted with the malodor-causing substance, and the response strength of the olfactory receptor polypeptide to the malodor-causing substance is measured. The olfactory receptor polypeptide used has at least one amino acid sequence (A) selected from OR4S2, OR5P3, OR8H1, and OR10G4, and at least one amino acid sequence (B) that has 80% or more identity with amino acid sequence (A), and is responsive to malodor-causing substances. OR4S2 (Olfactory receptor 4S2) is registered in GenBank as NM_001004059.2, and is a protein consisting of the amino acid sequence (SEQ ID NO: 2) encoded by the DNA of the base sequence shown in SEQ ID NO: 1. OR5P3 (Olfactory receptor 5P3) is registered in GenBank as NM_153445.1, and is a protein consisting of the amino acid sequence (SEQ ID NO: 4) encoded by the DNA of the base sequence shown in SEQ ID NO: 3. OR8H1 (Olfactory receptor 8H1) is registered in GenBank as NM_001005199.1, and is a protein consisting of the amino acid sequence (SEQ ID NO: 6) encoded by DNA having the base sequence shown in SEQ ID NO: 5. OR10G4 (Olfactory receptor 10G4) is registered in GenBank as NM_001004462.1, and is a protein consisting of the amino acid sequence (SEQ ID NO: 8) encoded by DNA having the base sequence shown in SEQ ID NO: 7.

[0023] Since the above-mentioned olfactory receptors selectively respond to odor-causing substances contained in asphalt odor, the screening method of this embodiment using this olfactory receptor group is expected to contribute to the development of odor-suppressing materials.

[0024] The screening method may use an olfactory receptor polypeptide having an amino acid sequence (B) that has 80% or more identity with at least one amino acid sequence (A) selected from OR4S2, OR5P3, OR8H1, and OR10G4. The amino acid sequence (B) has preferably 80% or more identity with the amino acid sequence (A), more preferably 85% or more, even more preferably 90% or more, particularly preferably 95% or more, and most preferably 98% or more. As used herein, the sequence identity of amino acid sequences is calculated using the BLAST search algorithm (publicly available from NCBI).

[0025] In this screening method, the malodor-causing substance preferably includes at least one of compounds represented by the following general formula (1) (phenols) and compounds represented by the following general formula (2) (thiophenes). The following compounds are particularly likely to reproduce the asphalt odor. Therefore, by using the following compounds, the accuracy of screening for malodor-suppressing materials can be improved.

[0026] [ka]

[0027] In formula (1), R 1 ~R 5 R each independently represents a hydrogen atom, a hydroxyl group, or a monovalent hydrocarbon group having 1 to 3 carbon atoms. 1 and R 2 may be bonded to each other to form a benzene ring.

[0028] [ka]

[0029] In formula (2), R 6 ~R 9 R each independently represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 3 carbon atoms. 6 and R 7 may be bonded to each other to form a benzene ring.

[0030] Specific examples of the compound of general formula (1) include, but are not limited to, phenol, o-cresol, m-cresol, p-cresol, 2-ethylphenol, 3-ethylphenol, 4-ethylphenol, 2-vinylphenol, 3-vinylphenol, 4-vinylphenol, 2-propylphenol, 3-propylphenol, 4-propylphenol, 2-isopropylphenol, 3-isopropylphenol, 4-isopropylphenol, 2-isopropenylphenol, 3-isopropenylphenol, 4-isopropenylphenol, 2-allylphenol, 3-allylphenol, chavicol, 2-(1-propenyl)phenol, 3-(1-propenyl)phenol, 4-(1-propenyl)phenol, 2,3-dimethylphenol, and 3,4-dimethylphenol. phenol, 3,5-dimethylphenol, 2,4-dimethylphenol, 2,5-dimethylphenol, 2,6-dimethylphenol, 2,3,4-trimethylphenol, 2,3,5-trimethylphenol, 2,3,6-trimethylphenol, 2,4,5-trimethylphenol, 2,4,6-trimethylphenol, 3,4,5-trimethylphenol, 2,3,4,5-tetramethylphenol, 2,3,4,6-tetramethylphenol, 2,3,5,6-tetramethylphenol, 2,3,4,5,6-pentamethylphenol, 2,3-diethylphenol, 3,4-diethylphenol, 3,5-diethylphenol, 4-diethylphenol, 2,5-diethylphenol, 2,6-diethylphenol, 2,4,6-triethylphenol, 2,3,4,5,6-Pentaethylphenol, 3-methyl-4-isopropylphenol, thymol, 2-isopropyl-4-methylphenol, 4-isopropyl-2-methylphenol, carvacrol, catechol, resorcinol, hydroquinone, 3-methylcatechol, 2-methylresorcinol, 4-methylresorcinol, 5-methylresorcinol, methylhydroquinone, 3-ethylcatechol, 4-ethylcatechol, 2-ethylresorcinol, 4-ethylresorcinol, 5-ethylresorcinol, 2-ethylha Hydroquinone, 3-vinylcatechol, 4-vinylcatechol, 2-vinylresorcinol, 4-vinylresorcinol, 5-vinylresorcinol, 2-vinylhydroquinone, 3-propylcatechol, 4-propylcatechol, 2-propylresorcinol, 4-propylresorcinol, 5-propylresorcinol, 3-isopropylcatechol, 4-isopropylcatechol, 2-isopropylresorcinol, 4-isopropylresorcinol, 2-isopropylhydroquinone, 4-isopropenylcatechol, 2-Isopropenylresorcinol, 5-Isopropenylresorcinol, 3-Allylcatechol, 4-Allylcatechol, 2-Allylresorcinol, 4-Allylresorcinol, 5-Allylresorcinol, 2-Allylhydroquinone, 3-(1-propenyl)catechol, 2-(1-propenyl)resorcinol, 5-(1-propenyl)resorcinol, 2,4-Dimethylresorcinol, 4,5-Dimethylresorcinol, 4,6-Dimethylresorcinol, 2,3-Dimethylhydroquinone, 2,5-Dimethylhydroquinone Examples of the hydroxybenzoates include 1,2,3,4,5-trimethylresorcinol, 2,6-dimethylhydroquinone, 2,4,5-trimethylresorcinol, trimethylhydroquinone, tetramethylhydroquinone, pyrogallol, phloroglucinol, 1,2,3,4,5-pentahydroxybenzene, hexahydroxybenzene, 1-naphthol, 2-methyl-1-naphthol, 4-methyl-1-naphthol, 1,2-dihydroxynaphthalene, 1,3-dihydroxynaphthalene, 1,4-dihydroxynaphthalene, and 2-methyl-1,4-dihydroxynaphthalene.

[0031] From the viewpoint of excellent reproducibility of asphalt odor, in formula (1), R 1 ~R 5 At least one, more preferably at least two, of the above groups is a monovalent hydrocarbon group having 1 to 3 carbon atoms, and the remainder is preferably a hydrogen atom or a hydroxyl group. The monovalent hydrocarbon group having 1 to 3 carbon atoms is preferably an alkyl group having 1 to 3 carbon atoms, more preferably a methyl group, an ethyl group, an n-propyl group, or an iso-propyl group, and particularly preferably a methyl group.

[0032] Compounds of formula (1) that are particularly effective in reproducing the odor of asphalt are 2,3-dimethylphenol, 3,4-dimethylphenol, and 3,5-dimethylphenol.

[0033] Specific examples of the compound of general formula (2) include thiophene, 2-methylthiophene, 3-methylthiophene, 2-vinylthiophene, 3-vinylthiophene, 2-ethylthiophene, 3-ethylthiophene, 2-propylthiophene, 3-propylthiophene, 2-allylthiophene, 3-allylthiophene, 2-(1-propenyl)thiophene, 2-isopropylthiophene, 3-isopropylthiophene, 2-isopropenylthiophene, 3-isopropenylthiophene, 2,3-dimethylthiophene, 2,4 -Dimethylthiophene, 2,5-dimethylthiophene, 3,4-dimethylthiophene, 2,3-diethylthiophene, 2,4-diethylthiophene, 2,5-diethylthiophene, 3,4-diethylthiophene, 2,3-divinylthiophene, 2,4-divinylthiophene, 2,5-divinylthiophene, 3,4-divinylthiophene, 2,5-dipropylthiophene, 3,4-dipropylthiophene, 2,5-diisopropylthiophene, 2-methyl-5-propylthiophene, 2-methyl-5-allylthiophene , 2-methyl-5-isopropylthiophene, 2-ethyl-3-methylthiophene, 2-ethyl-4-methylthiophene, 2-ethyl-5-methylthiophene, 2-ethyl-3-propylthiophene, 2-ethyl-5-propylthiophene, 3-ethyl-2-methylthiophene, 3-ethyl-4-methylthiophene, 4-ethyl-2-methylthiophene, 2-vinyl-3-methylthiophene, 2-vinyl-4-methylthiophene, 2-vinyl-5-methylthiophene, 2-vinyl-5-propylthiophene, 3-vinyl 2-methylthiophene, 2,3,4-trimethylthiophene, 2,3,5-trimethylthiophene, 2,3,5-triethylthiophene, 2-ethyl-3,5-dimethylthiophene, 3-ethyl-2,5-dimethylthiophene, 5-ethyl-2,3-dimethylthiophene, 2,3,4,5-tetramethylthiophene, 2,3,4,5-tetrapropylthiophene, benzothiophene, 2-methylbenzothiophene, 3-methylbenzothiophene, 2-ethylbenzothiophene, 3-ethylbenzothiophene, 2,Examples of the benzothiophene include 3-dimethylbenzothiophene, 2-vinylbenzothiophene, 3-vinylbenzothiophene, 2-propylbenzothiophene, 2-(1-propenyl)benzothiophene, 3-(1-propenyl)benzothiophene, 2-allylbenzothiophene, 3-allylbenzothiophene, 3-propenylbenzothiophene, 2-isopropylbenzothiophene, 3-isopropylbenzothiophene, 2-isopropenylbenzothiophene, 3-isopropenylbenzothiophene, 2,3-dimethylbenzothiophene, 3,5-dimethylbenzothiophene, 2,3-diethylbenzothiophene, 3-methyl-2-propylbenzothiophene, 3-ethyl-2-methylbenzothiophene, and 3-vinyl-2-methylbenzothiophene.

[0034] From the viewpoint of excellent reproducibility of asphalt odor, in formula (2), R 6 ~R 9 At least one of R is preferably a monovalent hydrocarbon group having 1 to 3 carbon atoms, and the remainder is a hydrogen atom, or 8 or R 9 is preferably a monovalent hydrocarbon group having 1 to 3 carbon atoms, and R 6 and R 7 and preferably bond to each other to form a benzene ring. As the monovalent hydrocarbon group having 1 to 3 carbon atoms, an alkyl group having 1 to 3 carbon atoms is preferred, a methyl group, an ethyl group, an n-propyl group, or an isopropyl group is more preferred, and a methyl group or an ethyl group is particularly preferred.

[0035] In particular, the compounds of formula (2) that are remarkably effective in reproducing the asphalt odor are 2-ethylthiophene, 3-ethylthiophene, 2-methylbenzothiophene, and 3-methylbenzothiophene.

[0036] The asphalt odor composition according to this embodiment may contain at least one of the compound represented by the general formula (1) and the compound represented by formula (2), or may contain both compounds, but it is preferable to contain both compounds from the viewpoint of asphalt odor reproducibility.

[0037] When the asphalt odor composition according to this embodiment contains both compounds, the molar ratio of the compound represented by formula (1) to the compound represented by formula (2) is preferably 95:5 to 5:95, more preferably 70:30 to 30:70.

[0038] In step (i), the method for contacting the olfactory receptor with the malodor-causing substance is not particularly limited. For example, the olfactory receptor may be contacted with the malodor-causing substance on cells isolated from an organism expressing the olfactory receptor, or the olfactory receptor may be contacted with the malodor-causing substance on cells artificially expressing the olfactory receptor by genetic manipulation. The contact time between the olfactory receptor and the malodor-causing substance cannot be generalized because it depends on the concentration of the malodor-causing substance, but it is usually 2 to 4 hours in the reporter gene assay method described below, and a few seconds to a few minutes in the calcium imaging method. Cells in which olfactory receptors are artificially expressed through genetic manipulation can be produced by transforming cells with a vector incorporating a gene encoding the olfactory receptor.

[0039] In step (i), the method for measuring the response strength of an olfactory receptor polypeptide to a malodor-causing substance is not particularly limited, and any method used in the art can be used. For example, it is known that when an aroma compound binds to an olfactory receptor, it activates intracellular G protein, which then activates adenylate cyclase, converting ATP to cyclic AMP (cAMP), thereby increasing the amount of cAMP in the cell. Therefore, the response strength of the olfactory receptor can be measured by measuring the amount of cAMP. Methods for measuring the amount of cAMP include ELISA and reporter gene assays. Among these, it is preferable to measure the response strength of the olfactory receptor using a reporter gene assay using a luminescent substance such as luciferase.

[0040] In a preferred embodiment, in step (i), the N-terminal 20 amino acid residues of bovine rhodopsin may be incorporated into the N-terminus of the olfactory receptor polypeptide. By incorporating the N-terminal 20 amino acid residues of bovine rhodopsin into the olfactory receptor polypeptide, the expression of the olfactory receptor on the cell membrane can be promoted. Bovine rhodopsin is registered in GenBank as NM_001014890. Bovine rhodopsin is a protein consisting of an amino acid sequence (SEQ ID NO: 10) encoded by the DNA from the 1st to 1047th positions of the base sequence shown in SEQ ID NO: 9. In addition, instead of bovine rhodopsin, a protein may be used that contains an amino acid sequence that is preferably 80% or more, more preferably 85% or more, even more preferably 90% or more, particularly preferably 95% or more, and most preferably 98% or more identical to the amino acid sequence shown in SEQ ID NO: 10, and that can promote cell membrane expression of olfactory receptors. It should be noted that amino acid residues of other proteins, not limited to bovine rhodopsin, may be used as long as they can promote the expression of olfactory receptors on the cell membrane.

[0041] <Process (ii)> In step (ii), the response intensity of the olfactory receptor polypeptide used in step (i) is measured in the absence of a malodor-causing substance. The response intensity of the olfactory receptor polypeptide can be measured using a method similar to that described in step (i), except that the olfactory receptor is not contacted with the malodor-causing substance. For example, the response of the olfactory receptor may be measured on cells isolated from an organism expressing the olfactory receptor, or on cells in which the olfactory receptor has been artificially expressed by genetic manipulation. In order to properly compare the measurement results in steps (i) and (ii), it is preferable that the measurement conditions in steps (i) and (ii) are the same, except for the presence or absence of contact with the malodor-causing substance.

[0042] <Step (iii)> In step (iii), the measurement results in steps (i) and (ii) are compared to calculate the change in response intensity. The change in response intensity may be evaluated using, for example, the fold increase value, which is calculated by dividing the measurement result in step (i) by the measurement result in step (ii). For example, when measuring the response intensity of an olfactory receptor by a reporter gene assay method using a luminescent substance such as luciferase, the malodor-causing substance can be used at a concentration that results in a fold increase value of preferably 2 or more, more preferably 4 or more, and even more preferably 10 or more.

[0043] <Process (iv)> In step (iv), the response intensity of the olfactory receptor polypeptide is measured in the same manner as in step (i) using a mixture of the malodor-causing substance and the test substance.

[0044] <Process (v)> In step (v), the response intensity of the olfactory receptor polypeptide is measured using the test substance alone in the same manner as in step (ii).

[0045] <Process (vi)> In step (vi), the measurement results in step (iv) and step (v) are compared to calculate the change in response intensity.

[0046] <Process (vii)> In step (vii), the change value in step (iii) is compared with the change value in step (vi), and a test substance that reduces the change value in step (vi) is selected as a candidate for a malodor-suppressing material. A test substance that reduces the change value of the response intensity in step (iv) can be evaluated as a candidate for a malodor-suppressing material.

[0047] As described above, candidate substances for malodor-suppressing materials can be screened from among test substances. This screening method makes it possible to select candidate substances for malodor-suppressing materials from among a large number of test substances without problems such as olfactory fatigue and individual differences that arise from sensory evaluations based on the human sense of smell. The selected test substances can be used as candidate substances for malodor-suppressing materials. Based on the selected test substances, modifications can be made as necessary to develop novel compounds with optimal odors. Furthermore, the selected test substances can be blended with other fragrance materials to develop fragrance materials that can suppress malodors and have optimal odors. Use of the screening method of the present invention can contribute to the development of new fragrance materials for malodor-suppressing materials.

[0048] <Odor suppressant> The malodor suppressant of this embodiment comprises at least one aroma component selected from the following Group A. The aroma components shown in the following Group A are candidate substances for malodor suppression materials selected by the above-mentioned screening method. Therefore, the malodor suppressant of this embodiment can effectively suppress malodors that are generated when at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel is heated. Group A: citronellyl nitrile, gamma methyl ionone, 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthyl)ethan-1-one (ORBITONE (registered trademark of Takasago International Corporation)), [3aR-(3aα,5aβ,9aα,9bβ)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (AMBROXAN (registered trademark of Kao Corporation)), 1-((1R,6S)-(2,2,6-trimethylcyclohexyl)hexan-3-ol (DEXTRAMBER (registered trademark of Takasago International Corporation)), (1R,6S)-ethyl 2,2,6-trimethylcyclohexanecarboxylate (THESARON (registered trademark of Takasago International Corporation)), (R)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol (HINDINOL (registered trademark of Takasago International Corporation)), 2-[1-(3,3-dimethylcyclohexyl)ethoxy]-2-methylpropyl propionate (HELVETOLIDE (registered trademark of Firmenich)), acetic acid Geranyl, geranyl tiglate, 5-cyclohexadecenone (AMBRETONE (registered trademark of Takasago International Corporation)), L-muscone, phenethyl salicylate, 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol (TIMBEROL (registered trademark of Symrise Co., Ltd.)), 8-mercapto-p-menthan-3-one (RINGONOL (registered trademark of Takasago International Corporation)), 5-isopropenyl-2-methyl-2-vinyloxolane (LIME OXIDE), lime oil, patchouli oil, vetiver oil, peppermint oil, cornmint oil, rosemary oil, grapefruit oil

[0049] Among the above ingredients, citronellyl nitrile, 8-mercapto-p-menthan-3-one (RINGONOL, registered trademark of Takasago International Corporation), lime oil, patchouli oil, and vetiver oil are particularly suitable as malodor inhibitors.

[0050] <Odor Control Composition> The odor-controlling composition according to this embodiment contains an aroma component that inhibits the response of olfactory receptor polypeptides to malodor-causing substances.

[0051] The olfactory receptor polypeptide is the same as the olfactory receptor polypeptide used in the screening method of this embodiment. That is, the olfactory receptor polypeptide has at least one of an amino acid sequence (A) selected from OR4S2, OR5P3, OR8H1, and OR10G4, and an amino acid sequence (B) having 80% or more identity to the amino acid sequence (A), and is an olfactory receptor polypeptide that is responsive to the malodor-causing substance. Preferred aspects of the olfactory receptor polypeptide are the same as the olfactory receptor polypeptide used in the screening method of this embodiment.

[0052] The malodor caused by a malodor-causing substance is preferably an odor generated when at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel is heated. The malodor-causing substance is preferably the same as the malodor-causing substance used in the screening method according to the present embodiment, i.e., it preferably includes at least one of the compounds represented by the general formula (1) (phenols) and the compounds represented by the general formula (2) (thiophenes). Preferred aspects of the compounds of formula (1) and formula (2) are the same as the compounds of formula (1) and formula (2) in the screening method according to the present embodiment. It is particularly preferable that the malodor-causing substance contains at least one compound selected from 3-ethylthiophene, 2-methylbenzothiophene, 3,4-dimethylphenol, and 3,5-dimethylphenol, from the viewpoint of reproducing the asphalt odor of the malodor-causing substance.

[0053] The odor-suppressing composition according to this embodiment preferably contains the malodor-suppressing agent according to this embodiment as an aroma component that suppresses the response of olfactory receptor polypeptides to malodor-causing substances. That is, the odor-suppressing composition according to this embodiment preferably contains at least one aroma component selected from the above-mentioned Group A. The aroma components of Group A are particularly capable of sensorially masking asphalt odor, making it possible to obtain an odor-suppressing composition that is excellent in the effect of suppressing asphalt odor.

[0054] The fragrance components of Group A are known as fragrance components with characteristic fragrances or as faint fragrance components, and since fragrance components can be perceived as having an unpleasant odor, it is desirable to adjust the amount of the fragrance components in the odor-suppressing composition so that the fragrance components have a faint fragrance.

[0055] The amount of the fragrance components in Group A is not particularly limited, but as mentioned above, it is preferable that the odor-controlling composition have a light fragrance. Therefore, for example, the amount in the odor-controlling composition should not exceed 80% by mass, and specifically, it is preferably 10 to 75% by mass, more preferably 15 to 70% by mass, and even more preferably 25 to 65% by mass. Alternatively, it is possible to achieve an even lighter fragrance by increasing the proportion of the light-scented fragrance materials listed in Group A, such as dipropylene glycol, benzyl benzoate, and triethyl citrate.

[0056] The odor-suppressing composition according to this embodiment preferably further contains at least one of the following components (B) and (C): The malodor-suppressing effect can be further enhanced by using specific alcohols and / or rosin acid esters in combination with the olfactory receptor antagonist components of Group A. Component (B) is an alcohol represented by the following general formula (3).

[0057] [ka]

[0058] In the formula, X represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 3 carbon atoms which may have a hydroxyl group, and Y represents a hydrogen atom or a hydroxyl group, provided that when X represents a monovalent hydrocarbon group having 1 to 3 carbon atoms, Y represents a hydroxyl group.

[0059] Component (B) has an amphiphilic structure that combines the hydrophobicity of the p-menthane skeleton with hydroxyl groups, and can effectively suppress asphalt odor, particularly through hydrophobic-hydrophobic packing with asphalt odor components and hydrogen bonding.Furthermore, it is possible to sustain the odor suppression effect by gradually releasing the aroma components of Group A above.

[0060] This component is not particularly limited, but specific examples include menthol, menthoxypropanediol, p-menthane-3,8-diol, menthoxyethanol, menthoxypropanol, etc. As for the alcohols represented by general formula (1), those having multiple hydroxyl groups are particularly suitable in terms of both thermal stability and durability of the deodorizing effect, and specifically, menthoxypropanediol and p-menthane-3,8-diol are particularly preferred.

[0061] There are no particular limitations on the amount of this component added, but it is preferably 0.1 to 50 mass %, more preferably 0.5 to 40 mass %, and even more preferably 1.0 to 30 mass % in the odor-controlling composition.

[0062] Component (C) is a C1-C8 alkyl or C1-C8 alkenyl polyalcohol ester compound of at least one type of rosin selected from rosin, polymerized rosin, disproportionated rosin, and hydrogenated rosin. The number of repeating units of the polyalcohol ester is preferably 1-6. Component (C) has a characteristic amphiphilic structure similar to that of component (B) and contributes to the suppression of asphalt odor and the sustained release of the aromatic components of group A. Therefore, by including component (C) in the odor suppression composition, it is possible to sustain the asphalt odor suppression effect.

[0063] This component is not particularly limited, but specific examples include hydrogenated methyl rosinate, hydrogenated rosin glycerin ester, and hydrogenated pentaerythrityl rosinate. These are odorless components with excellent thermal stability and are effective in masking the asphalt odor generated at high temperatures. In particular, hydrogenated methyl rosinate is more preferably used in terms of compatibility with other deodorizing fragrance components and cost.

[0064] There are no particular limitations on the amount of this component added, but it is preferably 1 to 90% by mass, more preferably 5 to 85% by mass, and even more preferably 10 to 80% by mass of the odor-controlling composition.

[0065] The odor-controlling composition according to this embodiment may contain optional ingredients other than the fragrance components of Group A, component (B), and component (C). Examples of optional ingredients include fragrance components other than those of Group A, such as various synthetic fragrances, natural fragrances, natural essential oils, and plant extracts commonly used in this field. Examples include, but are not limited to, the natural essential oils, natural fragrances, and synthetic fragrances described in "Japan Patent Office Gazette, Collection of Well-Known and Commonly Used Techniques (Fragrances) Part I: General Fragrances," pp. 23-250, published January 29, 1999, and "Japan Patent Office Gazette, Collection of Well-Known and Commonly Used Techniques (Fragrances) Part III: Fragrances for Cosmetics," pp. 48-62, published June 15, 2001."

[0066] (Other additives that can be used in combination) The odor-controlling composition according to the present invention can be mixed with any additives depending on the purpose and application. For example, it can be impregnated into a solid component such as silica gel or zeolite. It can also be dissolved or diluted in a polyhydric alcohol such as ester oil or polyethylene glycol, or a surfactant such as polyglyceryl ester.

[0067] <Method for suppressing odor, consumer product made from petrochemical raw materials, petrochemical composition> The malodor inhibitor and odor-inhibiting composition according to the present embodiment can chemically and / or sensorily suppress malodors, particularly odors generated when at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel is heated. Methods for suppressing malodors using the malodor inhibitor or odor-inhibiting composition include, for example, adding the malodor inhibitor or odor-inhibiting composition to a product containing at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel, or adding the composition to the manufacturing space for a product containing at least one selected from heated asphalt, cutting oil, gasoline, kerosene, and diesel. Furthermore, the heating temperature for asphalt, etc., is typically 150 to 200°C, and in some cases up to 280°C, due to the tendency for malodors to be generated. The consumer product made from the petrochemical feedstock according to this embodiment or the petrochemical composition according to this embodiment contains the odor-suppressing composition according to this embodiment and at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel, and the content of the odor-suppressing composition is preferably 0.0001 to 5.0 mass%. The petrochemical composition preferably contains at least one selected from asphalt, cutting oil, gasoline, kerosene, diesel, synthetic rubber, synthetic plastic, synthetic fiber, synthetic paint, and synthetic surfactant.

[0068] As stated above, the present specification discloses the following: [1] A composition for controlling odors, comprising an aromatic component that suppresses the response of olfactory receptor polypeptides to malodor-causing substances, A composition for odor suppression, wherein the olfactory receptor polypeptide has at least one of an amino acid sequence (A) selected from SEQ ID NO: 2, SEQ ID NO: 4, SEQ ID NO: 6, and SEQ ID NO: 8, and an amino acid sequence (B) having 80% or more identity to the amino acid sequence (A), and is responsive to the malodor-causing substance. [2] The odor-suppressing composition according to [1], wherein the malodor-causing substance comprises at least one of a compound represented by the following general formula (1) and a compound represented by the following general formula (2):

[0069] [ka]

[0070] (In formula (1), R 1 ~R 5 R each independently represents a hydrogen atom, a hydroxyl group, or a monovalent hydrocarbon group having 1 to 3 carbon atoms. 1 and R 2 may be bonded to each other to form a benzene ring.

[0071] [ka]

[0072] (In formula (2), R 6 ~R 9 R each independently represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 3 carbon atoms. 6 and R 7 may be bonded to each other to form a benzene ring. [3] The odor suppressing composition according to [1] or [2], wherein the malodor caused by the malodor-causing substance is an odor generated when at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel is heated. [4] The odor suppressing composition according to any one of [1] to [3], wherein the malodor-causing substance includes at least one compound selected from 3-ethylthiophene, 2-methylbenzothiophene, 3,5-dimethylphenol, and 3,4-dimethylphenol. [5] The odor-controlling composition according to any one of [1] to [4], wherein the fragrance component contains at least one fragrance component selected from Group A below: Group A: citronellyl nitrile, gamma methyl ionone, 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthyl)ethan-1-one, [3aR-(3aα,5aβ,9aα,9bβ)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, 1-((1R,6S)-(2,2,6-trimethylcyclohexyl)hexan-3-ol), (1R,6S)-ethyl 2,2,6-Trimethylcyclohexanecarboxylate, (R)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-[1-(3,3-dimethylcyclohexyl)ethoxy]-2-methylpropyl propionate, geranyl acetate, geranyl tiglate, 5-cyclohexadecenone, L-muscone, phenethyl salicylate, 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol, 8-mercapto-p-menthan-3-one, 5-isopropenyl-2-methyl-2-vinyloxolane, lime oil, patchouli oil, vetiver oil, peppermint oil, cornmint oil, rosemary oil, grapefruit oil [6] The odor-controlling composition according to any one of [1] to [5], further comprising at least one of the following components (B) and (C): Component (B): Alcohols represented by the following general formula (3):

[0073] [ka]

[0074] (In the formula, X represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 3 carbon atoms which may have a hydroxyl group, and Y represents a hydrogen atom or a hydroxyl group. However, when X represents a monovalent hydrocarbon group having 1 to 3 carbon atoms, Y represents a hydroxyl group.) Ingredients (C): C1-C8 alkyl or C1-C8 alkenyl polyalcohol ester compounds of at least one type of rosin selected from rosin, polymerized rosin, disproportionated rosin, and hydrogenated rosin [7] An odor-suppressing composition according to any one of [1] to [6], At least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel, A consumer product or petrochemical composition made from petrochemical raw materials, wherein the content of the odor control composition is 0.0001 to 5.0% by mass. [8] A method for suppressing odors generated when at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel is heated, using the odor-suppressing composition according to any one of [1] to [6]. [9] A malodor suppressant comprising at least one fragrance component selected from the following Group A: Group A: citronellyl nitrile, gamma methyl ionone, 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthyl)ethan-1-one, [3aR-(3aα,5aβ,9aα,9bβ)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, 1-((1R,6S)-(2,2,6-trimethylcyclohexyl)hexan-3-ol), (1R,6S)-ethyl 2,2,6-Trimethylcyclohexanecarboxylate, (R)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-[1-(3,3-dimethylcyclohexyl)ethoxy]-2-methylpropyl propionate, geranyl acetate, geranyl tiglate, 5-cyclohexadecenone, L-muscone, phenethyl salicylate, 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol, 8-mercapto-p-menthan-3-one, 5-isopropenyl-2-methyl-2-vinyloxolane, lime oil, patchouli oil, vetiver oil, peppermint oil, cornmint oil, rosemary oil, grapefruit oil [Example]

[0075] The present invention will be described in more detail below using examples, but the present invention is not limited to these.

[0076] <Test Example 1: Confirmation of responsiveness of olfactory receptor peptides to substances causing malodors> (1) Cloning of olfactory receptor genes The base sequences of the human olfactory receptor genes OR4S2, OR5P3, OR8H1, and OR10G4, shown in SEQ ID NOs: 2, 4, 6, and 8, were obtained by PCR cloning from Human Genomic DNA: Female (Promega). A gene encoding the N-terminal 20 amino acid residues of bovine rhodopsin (DNA consisting of the base sequence shown in SEQ ID NO: 9) was inserted into the pME18S vector, and each of the obtained human olfactory receptor genes was inserted downstream to obtain human olfactory receptor gene expression vectors. (2) Expression of olfactory receptor genes in HEK293T cells A gene solution (per well) was prepared by dissolving 0.05 μg of the human olfactory receptor gene expression vector, 0.01 μg of the RTP1S vector, 0.01 μg of the firefly luciferase vector pGL4.29 (Promega) containing a cAMP response element promoter, and 0.005 μg of the Renilla luciferase vector pGL4.74 (Promega) containing a thymidine kinase promoter in 10 μL of Opti-MEM I (Gibco). HEK293T cells were seeded in 100 μL aliquots into 96-well plates (Biocoat, Corning) at a cell number that reached confluence after 24 hours. The gene solution was added to each well using the Lipofectamine 3000 lipofection method according to the manufacturer's instructions. The cells were then cultured at 37°C in a 5% CO atmosphere for 24 hours. (3) Luciferase reporter gene assay After removing the culture medium, 50 μL of a sample of aroma compounds prepared in CD293 (Gibco) medium (supplemented with 20 μM L-glutamine) at the concentration required for measurement was added to each well of the 96-well plate, and the plates were stimulated for 3 hours. Luciferase activity was then measured according to the instructions for the Dual-Luciferase Reporter Assay System (Promega). The response strength of the olfactory receptor was expressed as the fold increase value, calculated by dividing the luciferase activity generated by stimulation with the aroma compounds by the luciferase activity generated in a test system without the aroma compounds. (4) Identification of olfactory receptors that respond to odor-causing substances As examples of substances that cause malodors derived from petrochemical products, such as asphalt odor, 2-methylbenzothiophene, 3,4-dimethylphenol, and 3-ethylthiophene were used, and the responses of these substances to various olfactory receptors (OR4S2, OR5P3, OR8H1, and OR10G4) were measured at various concentrations using luciferase reporter gene assays. As a control, responses of cells that do not express olfactory receptors to the malodorous substances (mock tests) were also measured simultaneously. The results are shown in Tables 1 to 8 and Figures 1 to 8, respectively.

[0077] [Table 1]

[0078] [Table 2]

[0079] [Table 3]

[0080] [Table 4]

[0081] [Table 5]

[0082] [Table 6]

[0083] [Table 7]

[0084] [Table 8]

[0085] OR4S2, OR5P3, OR8H1, and OR10G4 showed concentration-dependent responses to the substances that cause the asphalt odor. Specifically, as shown in Figures 1 to 3, OR4S2, OR5P3, and OR8H1 showed particularly high responses to 2-methylbenzothiophene. As shown in Figures 5 to 7, OR5P3, OR8H1, and OR10G4 showed particularly high responses to 3,4-dimethylphenol. As shown in Figure 8, OR4S2 showed a particularly high response to 3-ethylthiophene. On the other hand, no response was observed in the mock test. These results demonstrate that OR4S2, OR5P3, OR8H1, and OR10G4 specifically respond to various odor-causing substances.

[0086] Example 1: Verification of the response suppression effect of aroma components on olfactory receptors The aroma compounds listed in Table 9 below were used to measure the effect of each olfactory receptor (OR4S2, OR5P3, OR8H1, and OR10G4) that recognizes petroleum-derived odors on suppressing the response to malodors using a luciferase reporter gene assay. For the luciferase reporter gene assay, samples were prepared with and without the aroma compounds mixed with the asphalt odor-causing substance. The normalized response value was calculated as the ratio of the fold increase value in the test with the aroma compounds mixed to the fold increase value in the test without the aroma compounds, where the fold increase value in the test without the aroma compounds was set to 1. In addition, 2-methylbenzothiophene was used as the asphalt odor-causing substance in the tests with OR4S2, OR5P3, and OR8H1, and 3,4-dimethylphenol was used in the test with OR10G4. The results of the response suppression of the olfactory receptor groups by each aroma compound are shown in Table 9 below. The evaluation criteria are as follows: The smaller the normalized response value, the higher the suppression effect. A Normalized response value is 0.3 or less B Normalized response value is greater than 0.3 and less than 0.5 C Normalized response value is greater than 0.5 and less than 0.7

[0087] [Table 9]

[0088] Of the aroma compounds listed in Table 9, those in Group A were shown to have the effect of suppressing the response to malodors of at least one of the olfactory receptor groups OR4S2, OR5P3, OR8H1, and OR10G4. [Sequence List Free Text]

[0089] SEQ ID NO: 1: OR4S2 base sequence SEQ ID NO: 2: Amino acid sequence of OR4S2 SEQ ID NO: 3: OR5P3 base sequence SEQ ID NO: 4: Amino acid sequence of OR5P3 SEQ ID NO: 5: OR8H1 base sequence SEQ ID NO: 6: Amino acid sequence of OR8H1 SEQ ID NO: 7: Nucleotide sequence of OR10G4 SEQ ID NO: 8: Amino acid sequence of OR10G4 SEQ ID NO: 9: Nucleotide sequence of bovine rhodopsin SEQ ID NO: 10: Amino acid sequence of bovine rhodopsin

Claims

1. A composition for controlling odors, comprising an aromatic component that suppresses the response of olfactory receptor polypeptides to malodor-causing substances, A composition for odor suppression, wherein the olfactory receptor polypeptide has at least one of an amino acid sequence (A) selected from SEQ ID NO: 2, SEQ ID NO: 4, SEQ ID NO: 6, and SEQ ID NO: 8, and an amino acid sequence (B) having 80% or more identity to the amino acid sequence (A), and is responsive to the odor-causing substance.

2. 2. The odor-controlling composition according to claim 1, wherein the malodor-causing substance comprises at least one of a compound represented by the following general formula (1) and a compound represented by the following general formula (2): 【Chemistry 1】 (In formula (1), R 1 ~R 5 R each independently represents a hydrogen atom, a hydroxyl group, or a monovalent hydrocarbon group having 1 to 3 carbon atoms. 1 and R 2 may be bonded to each other to form a benzene ring.) 【Chemistry 2】 (In formula (2), R 6 ~R 9 R each independently represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 3 carbon atoms. 6 and R 7 may be bonded to each other to form a benzene ring.)

3. 2. The odor suppressing composition according to claim 1, wherein the malodor caused by the malodor-causing substance is an odor generated when at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel is heated.

4. 2. The odor control composition of claim 1, wherein the malodor-causing substance comprises at least one compound selected from the group consisting of 3-ethylthiophene, 2-methylbenzothiophene, 3,5-dimethylphenol, and 3,4-dimethylphenol.

5. 2. The odor control composition according to claim 1, wherein the fragrance component comprises at least one fragrance component selected from the following Group A: Group A: citronellyl nitrile, gamma methyl ionone, 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthyl)ethan-1-one, [3aR-(3aα,5aβ,9aα,9bβ)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, 1-((1R,6S)-(2,2,6-trimethylcyclohexyl)hexan-3-ol), (1R,6S)-ethyl 2,2,6-Trimethylcyclohexanecarboxylate, (R)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-[1-(3,3-dimethylcyclohexyl)ethoxy]-2-methylpropyl propionate, geranyl acetate, geranyl tiglate, 5-cyclohexadecenone, L-muscone, phenethyl salicylate, 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol, 8-mercapto-p-menthan-3-one, 5-isopropenyl-2-methyl-2-vinyloxolane, lime oil, patchouli oil, vetiver oil, peppermint oil, cornmint oil, rosemary oil, grapefruit oil

6. 2. The odor control composition according to claim 1, further comprising at least one of the following components (B) and (C): Component (B): Alcohols represented by the following general formula (3): 【Transformation 3】 (In the formula, X represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 3 carbon atoms which may have a hydroxyl group, and Y represents a hydrogen atom or a hydroxyl group. However, when X represents a monovalent hydrocarbon group having 1 to 3 carbon atoms, Y represents a hydroxyl group.) Component (C): C1-C8 alkyl or C1-C8 alkenyl polyalcohol ester compounds of at least one type of rosin selected from rosin, polymerized rosin, disproportionated rosin and hydrogenated rosin

7. The odor control composition according to any one of claims 1 to 6, At least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel, A consumer product or petrochemical composition made from petrochemical raw materials, wherein the content of said odor control composition is 0.0001 to 5.0 wt.%.

8. A method for suppressing odors generated when at least one selected from asphalt, cutting oil, gasoline, kerosene, and diesel is heated, using the odor-suppressing composition according to any one of claims 1 to 6.

9. A malodor suppressant comprising at least one fragrance component selected from the following Group A: Group A: citronellyl nitrile, gamma methyl ionone, 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthyl)ethan-1-one, [3aR-(3aα,5aβ,9aα,9bβ)]-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan, 1-((1R,6S)-(2,2,6-trimethylcyclohexyl)hexan-3-ol), (1R,6S)-ethyl 2,2,6-Trimethylcyclohexanecarboxylate, (R)-2-methyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, 2-[1-(3,3-dimethylcyclohexyl)ethoxy]-2-methylpropyl propionate, geranyl acetate, geranyl tiglate, 5-cyclohexadecenone, L-muscone, phenethyl salicylate, 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol, 8-mercapto-p-menthan-3-one, 5-isopropenyl-2-methyl-2-vinyloxolane, lime oil, patchouli oil, vetiver oil, peppermint oil, cornmint oil, rosemary oil, grapefruit oil

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