Preparation method of water-soluble nervonic acid sugar ester powder

Directly esterified nervous acid and sugar through heterogeneous catalytic technology to produce water-soluble nervous sugar ester powder, solving the problem of biotoxicity caused by insufficient controllability and additives in the prior art, and achieving high efficiency and biocompatibility Preparation of powders is suitable for food and beverages and other fields.

CN119409853APending Publication Date: 2025-02-11YUNNAN PLANT CHEM BIOTECHNOLOGY CO LTD
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Patent Information

Application Number
CN202311318248.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2023-10-12
Publication Date
2025-02-11

AI Technical Summary

Technical Problem

The prior art lacks controllability in improving the water solubility of neuric acid, and additives are often required to be added to the inclusions, which may cause biotoxicity and are difficult to control.

Method used

Using heterogeneous catalytic technology, the neuro acid and sugar are directly esterified through sugar ester grafting reaction to form water-soluble neuro acid sugar ester powder. Without the need for additives, the catalyst can be recycled and dried or sprayed by concentration. Dry and prepare powder.

Benefits of technology

It has achieved efficient preparation of water-soluble nervous ester powder, has good biological activity and biocompatibility, can be directly applied to food and beverage fields, and has improved the bioavailability of nervous acid.

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Abstract

The invention discloses a preparation method of water-soluble nervonic acid sugar ester powder, and belongs to the technical field of production of natural nutritional supplements. In order to improve the controllability of the preparation process of the water-soluble nervonic acid sugar ester powder, the preparation method comprises the following steps: respectively weighing a certain mass of sugar and nervonic acid according to a certain weight ratio; the preparation method comprises the following steps: dissolving sugar in a certain volume of water or an alcohol solution, then adding nervonic acid, uniformly stirring to obtain a mixture, adding a certain amount of a catalyst, carrying out a catalytic reaction under a stirring condition at a certain temperature, filtering an obtained reaction solution, recovering the catalyst, and carrying out concentration drying or spray drying on the obtained filtered reaction solution to obtain nervonic acid. The water-soluble nervonic acid sugar ester powder is obtained. The water-soluble powder with good biological activity, biocompatibility and sugar ester targeting property is prepared by adopting a heterogeneous catalysis technology and taking sugar molecules with good biocompatibility as a sugar ester grafting main body without adding any other auxiliaries, and the water-soluble powder can be directly applied to the fields of foods, beverages and the like.
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Description

Technical Field

[0001] The invention belongs to the technical field of natural nutritional supplement production, and specifically relates to a method for preparing water-soluble nervonic acid glycolipid powder. Background Art

[0002] Nervonic Acid, also known as Selacholeic Acid, has a chemical name of cis-15-Tetracosenic Acid. Nervonic Acid was first discovered in the nervous tissue of mammals, hence the name Nervonic Acid. Nervonic Acid is present in high levels in nervous tissue and brain tissue and is an important component of biological membranes. It is usually used as a marker of medulla (white matter) in cerebrosides. Its various special physiological functions related to biological membranes have received great attention in recent years.

[0003] Neuroacid is a component of white matter, and its deficiency will lead to brain damage. Since it is difficult for the human body to produce it on its own, it can only be supplemented by external intake.

[0004] Sugar esters are a large class of organic compounds generated by the reaction of sugars and fatty acids. They are also widely present in nature as a class of substances with important physiological activity that undertake material and energy transfer on cell membranes. At the same time, this class of substances also has an amphiphilic structure and is an important non-ionic biosurfactant that is non-toxic, odorless, and easily biodegradable. By changing the length of the fatty acid carbon chain that makes up the sugar ester and the number of hydroxyl groups on the sugar group, its hydrophilic-lipophilic balance value can be adjusted. Sugar esters can be decomposed into glucose and fatty acids in the human body, and then digested and absorbed by the human body as nutrients. Sugar esters have important value as a biological functional molecule and chemical raw material.

[0005] Nerve acid is insoluble in water and tends to accumulate in heart and liver tissues, while free nerve acid or simple esters have difficulty crossing the blood-brain barrier to reach the diseased parts of the brain, which seriously affects the bioavailability of nerve acid and the effect of treating brain diseases, and also limits its application in the fields of food and beverage. Therefore, developing a water-soluble and targeted drug can improve the bioavailability of nerve acid.

[0006] At present, there are only a few research reports on the research and development of water-soluble nervonic acid at home and abroad. The invention patent with publication number CN108420055A and invention name is a water-soluble nervonic acid inclusion compound and its preparation method, which discloses a preparation method of a water-soluble nervonic acid / dextrin inclusion compound; the invention patent with publication number CN114948882A and invention name is a method for preparing a water-soluble composite micropowder of nervonic acid with acid environment response, which discloses a method of encapsulating nervonic acid with chitosan to improve water solubility. However, these methods that use the physical inclusion principle to improve the water solubility of nervonic acid all have an inevitable problem. The preparation of the inclusion compound requires the addition of multiple additives, which makes the components in the inclusion compound complex, and some of the additive components are prone to cause biological toxicity. In addition, the stability of the inclusion compound is not easy to control, and it is easy to precipitate nervonic acid in an aqueous solution environment to produce solid precipitates. Summary of the invention

[0007] The problem to be solved by the present invention is to improve the controllability of the preparation process of water-soluble nervonic acid glycolate powder, and a preparation method of water-soluble nervonic acid glycolate powder is proposed.

[0008] To achieve the above object, the present invention is implemented through the following technical solutions:

[0009] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0010] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0011] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0012] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0013] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0014] S5. Concentrate and dry or spray-dry the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder.

[0015] Furthermore, the sugar in step S1 is one of sucrose, glucose, fructose, maltose, alpha-cyclodextrin, beta-cyclodextrin, beta-hydroxypropyl cyclodextrin or maltodextrin.

[0016] Furthermore, in step S1, the weight ratio of nervonic acid to sugar is 1:1 to 1:10.

[0017] Furthermore, the alcohol solution in step S2 is one of ethanol, isopropanol or tert-butanol.

[0018] Furthermore, in step S2, the concentration of sugar in the mixture is 0.1-0.5 g / mL.

[0019] Furthermore, in step S3, the catalyst is a water-soluble lipase catalyst or an immobilized enzyme of a water-soluble lipase catalyst, the amount of the catalyst used is 0.01-0.1 mol%, the catalytic reaction temperature is 0-120° C., and the catalytic reaction time is 12-78 h.

[0020] Furthermore, the catalytic reaction time in step S3 is 36 to 48 hours, and the catalytic reaction temperature is 60 to 90°C.

[0021] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 80-95°C.

[0022] Beneficial effects of the present invention:

[0023] The preparation method of a water-soluble neuraminic acid sugar ester powder described in the present invention adopts heterogeneous catalysis technology, takes sugar molecules with good biocompatibility as the sugar ester grafting main body, and directly undergoes esterification reaction with neuraminic acid without adding any other auxiliary agents. The reaction by-product is only water, and the catalyst can be recovered by filtration and reused repeatedly. Thereafter, through efficient and simple concentration drying or spray drying, a water-soluble powder with good biological activity, biocompatibility and sugar ester targeting is prepared, which can be directly used in the fields of food and beverage. DETAILED DESCRIPTION

[0024] In order to make the purpose, technical solution and advantages of the present invention more clearly understood, the present invention is further described in detail below in conjunction with specific embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not used to limit the present invention, that is, the specific embodiments described are only part of the embodiments of the present invention, rather than all the specific embodiments. The present invention may also have other embodiments.

[0025] Therefore, the following detailed description of the specific embodiments of the present invention is not intended to limit the scope of the invention claimed, but merely represents the selected specific embodiments of the present invention. Based on the specific embodiments of the present invention, all other specific embodiments obtained by those skilled in the art without creative work are within the scope of protection of the present invention.

[0026] In order to further understand the content, features and effects of the present invention, the following specific embodiments are described in detail as follows:

[0027] Embodiment 1:

[0028] Dissolve 10 grams of alpha-cyclodextrin in 100 milliliters of tert-butyl alcohol, then add 1 gram of nervonic acid to the above solution, use mechanical stirring to evenly disperse the nervonic acid in the solution system, then add 0.1 grams of immobilized lipase model Novozym435, heat to 60°C, stir evenly for 48 hours, and the reaction solution gradually becomes transparent. Stop stirring at this time, filter and recover the solid catalytic enzyme. After the filtrate is vacuum concentrated, collect the white solid powder to obtain a total of 10.8 grams of product.

[0029] Take 5 grams of the water-soluble nervonic acid glycolipid powder prepared in Example 1 and dissolve it in 100 milliliters of water. The solution is colorless and transparent.

[0030] Take 20 ml of the above water-soluble nervonic acid glycolipid solution, put it into 4 bottles respectively, divide it into two groups, 2 bottles in each group, store them separately, and observe after 30 days.

[0031] The first group was sealed and placed at room temperature (25-35°C). The solution was colorless and transparent, without turbidity, no flocculent precipitation, and no stratification.

[0032] The second group was sealed and refrigerated at 2-4°C. The solution was colorless and transparent, without turbidity, no flocculent precipitation, and no stratification.

[0033] Embodiment 2:

[0034] Dissolve 100 grams of alpha-cyclodextrin in 1000 milliliters of tert-butyl alcohol, then add 20 grams of nervonic acid to the above solution, use mechanical stirring to evenly disperse the nervonic acid in the solution system, then add 0.5 grams of immobilized lipase model Novozym435, heat to 90°C, stir evenly for 48 hours, and the reaction solution gradually becomes transparent. Stop stirring at this time, filter and recover the solid catalytic enzyme. The filtrate is concentrated and spray-dried, and the white solid powder is collected to obtain a total of 117 grams of product.

[0035] Take 5 grams of the water-soluble nervonic acid glycolipid powder prepared in Example 2 and dissolve it in 100 milliliters of water. The solution is colorless and transparent.

[0036] Take 20 ml of the above water-soluble nervonic acid glycolipid solution, put it into 4 bottles respectively, divide it into two groups, 2 bottles in each group, store them separately, and observe after 30 days.

[0037] The first group was sealed and placed at room temperature (25-35°C). The solution was colorless and transparent, without turbidity, no flocculent precipitation, and no stratification.

[0038] The first group was sealed and refrigerated at 2-4°C. The solution was colorless and transparent, without turbidity, precipitation of flocs, and stratification.

[0039] Embodiment 3:

[0040] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0041] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0042] Further, the sugar in step S1 is one of sucrose, glucose, fructose, maltose, alpha-cyclodextrin, beta-cyclodextrin, beta-hydroxypropyl cyclodextrin or maltodextrin;

[0043] Further, in step S1, the weight ratio of nervonic acid to sugar is 1:1 to 1:10;

[0044] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0045] Furthermore, the alcohol solution in step S2 is one of ethanol, isopropanol or tert-butanol;

[0046] Further, in step S2, the concentration of sugar in the mixture is 0.1 to 0.5 g / mL;

[0047] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0048] Furthermore, in step S3, the catalyst is a water-soluble lipase catalyst or an immobilized enzyme of a water-soluble lipase catalyst, the amount of the catalyst used is 0.01 to 0.1 mol%, the catalytic reaction temperature is 0 to 120° C., and the catalytic reaction time is 12 to 78 h;

[0049] Preferably, the catalytic reaction time in step S3 is 36 to 48 hours, and the catalytic reaction temperature is 60 to 90° C.;

[0050] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0051] S5. Concentrating and drying or spray drying the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder;

[0052] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 80-95°C.

[0053] Embodiment 4:

[0054] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0055] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0056] Further, the sugar in step S1 is maltodextrin;

[0057] Further, in step S1, the weight ratio of nervonic acid to sugar is 1:5;

[0058] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0059] Further, the alcohol solution in step S2 is isopropanol;

[0060] Further, in step S2, the concentration of sugar in the mixture is 0.2 g / mL;

[0061] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0062] Furthermore, in step S3, the catalyst is a water-soluble lipase catalyst, the amount of the catalyst used is 0.02 mol%, the catalytic reaction time is 48 h, and the catalytic reaction temperature is 80° C.;

[0063] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0064] S5. Concentrating and drying or spray drying the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder;

[0065] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 90°C.

[0066] Embodiment 5:

[0067] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0068] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0069] Further, the sugar in step S1 is beta-cyclodextrin;

[0070] Further, in step S1, the weight ratio of nervonic acid to sugar is 1:10;

[0071] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0072] Further, the alcohol solution in step S2 is ethanol;

[0073] Further, in step S2, the concentration of sugar in the mixture is 0.5 g / mL;

[0074] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0075] Furthermore, in step S3, the catalyst is a water-soluble lipase catalyst, the amount of the catalyst used is 0.05 mol%, the catalytic reaction time is 36 h, and the catalytic reaction temperature is 90° C.;

[0076] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0077] S5. Concentrating and drying or spray drying the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder;

[0078] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 90°C.

[0079] Embodiment 6:

[0080] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0081] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0082] Further, the sugar in step S1 is beta-hydroxypropyl cyclodextrin;

[0083] Further, in step S1, the weight ratio of nervonic acid to sugar is 1:1;

[0084] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0085] Further, the alcohol solution in step S2 is isopropanol;

[0086] Further, in step S2, the concentration of sugar in the mixture is 0.1 g / mL;

[0087] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0088] Furthermore, in step S3, the catalyst is an immobilized enzyme of a water-soluble lipase catalyst, the amount of the catalyst used is 0.05 mol%, the catalytic reaction time is 36 h, and the catalytic reaction temperature is 70° C.;

[0089] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0090] S5. Concentrating and drying or spray drying the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder;

[0091] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 85°C.

[0092] Embodiment 7:

[0093] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0094] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0095] Further, the sugar in step S1 is sucrose;

[0096] Further, in step S1, the weight ratio of nervonic acid to sugar is 1:10;

[0097] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0098] Further, the alcohol solution in step S2 is ethanol;

[0099] Further, in step S2, the concentration of sugar in the mixture is 0.5 g / mL;

[0100] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0101] Furthermore, in step S3, the catalyst is an immobilized enzyme of a water-soluble lipase catalyst, the amount of the catalyst used is 0.1 mol%, the catalytic reaction time is 48 h, and the catalytic reaction temperature is 90° C.;

[0102] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0103] S5. Concentrating and drying or spray drying the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder;

[0104] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 95°C.

[0105] Embodiment 8:

[0106] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0107] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0108] Further, the sugar in step S1 is glucose;

[0109] Further, in step S1, the weight ratio of nervonic acid to sugar is 1:6;

[0110] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0111] Further, the alcohol solution in step S2 is tert-butyl alcohol;

[0112] Further, in step S2, the concentration of sugar in the mixture is 0.3 g / mL;

[0113] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0114] Furthermore, in step S3, the catalyst is an immobilized enzyme of a water-soluble lipase catalyst, the amount of the catalyst used is 0.05 mol%, the catalytic reaction time is 40 h, and the catalytic reaction temperature is 80° C.;

[0115] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0116] S5. Concentrating and drying or spray drying the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder;

[0117] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 85°C.

[0118] Embodiment 9:

[0119] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0120] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0121] Further, the sugar in step S1 is fructose;

[0122] Further, in step S1, the weight ratio of nervonic acid to sugar is 1:5;

[0123] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0124] Further, the alcohol solution in step S2 is isopropanol;

[0125] Further, in step S2, the concentration of sugar in the mixture is 0.2 g / mL;

[0126] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0127] Furthermore, in step S3, the catalyst is an immobilized enzyme of a water-soluble lipase catalyst, the amount of the catalyst used is 0.02 mol%, the catalytic reaction time is 48 h, and the catalytic reaction temperature is 80° C.;

[0128] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0129] S5. Concentrating and drying or spray drying the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder;

[0130] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 90°C.

[0131] Embodiment 10:

[0132] A method for preparing a water-soluble nervonic acid glycolipid powder comprises the following steps:

[0133] S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio;

[0134] Further, the sugar in step S1 is beta-cyclodextrin;

[0135] Further, in step S1, the weight ratio of nervonic acid to sugar is 1:10;

[0136] S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use;

[0137] Further, the alcohol solution in step S2 is ethanol;

[0138] Further, in step S2, the concentration of sugar in the mixture is 0.1 g / mL;

[0139] S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use;

[0140] Furthermore, in step S3, the catalyst is a water-soluble lipase catalyst, the amount of the catalyst used is 0.02 mol%, the catalytic reaction time is 48 h, and the catalytic reaction temperature is 80° C.;

[0141] S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use;

[0142] S5. Concentrating and drying or spray drying the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder;

[0143] Furthermore, the temperature of the concentrated drying or spray drying in step S5 is 80°C.

[0144] It should be noted that relational terms such as "first" and "second" are used only to distinguish one entity or operation from another entity or operation, and do not necessarily require or imply any such actual relationship or order between these entities or operations. Moreover, the terms "include", "comprise" or any other variants thereof are intended to cover non-exclusive inclusion, so that a process, method, article or device including a series of elements includes not only those elements, but also other elements not explicitly listed, or also includes elements inherent to such process, method, article or device. In the absence of further restrictions, the elements defined by the sentence "comprise a ..." do not exclude the existence of other identical elements in the process, method, article or device including the elements.

[0145] Although the present application has been described above with reference to specific embodiments, various modifications may be made thereto and parts thereof may be replaced with equivalents without departing from the scope of the present application. In particular, as long as there is no structural conflict, the various features in the specific embodiments disclosed in the present application may be used in combination with each other in any manner, and the fact that these combinations are not exhaustively described in this specification is only for the sake of omitting space and saving resources. Therefore, the present application is not limited to the specific embodiments disclosed herein, but includes all technical solutions falling within the scope of the claims.

Claims

1. A method for preparing a water-soluble nervonic acid glycolipid powder, characterized in that: The steps include: S1. Weigh a certain mass of sugar and nervonic acid respectively according to a certain weight ratio; S2. dissolving the sugar weighed in step S1 in a certain volume of water or alcohol solution, and then adding the nervonic acid weighed in step S1, stirring evenly to obtain a mixture for standby use; S3. Add a certain amount of catalyst to the mixture obtained in step S2, and carry out a catalytic reaction under stirring conditions at a certain temperature to obtain a reaction solution for standby use; S4. The reaction solution obtained in step S3 is filtered to recover the catalyst to obtain a filtered reaction solution for standby use; S5. Concentrate and dry or spray-dry the filtered reaction solution obtained in step S4 to obtain a water-soluble nervonic acid glycolipid powder.

2. The method for preparing a water-soluble nervonic acid glycolipid powder according to claim 1, characterized in that: The sugar in step S1 is one of sucrose, glucose, fructose, maltose, alpha-cyclodextrin, beta-cyclodextrin, beta-hydroxypropylcyclodextrin or maltodextrin.

3. A method for preparing a water-soluble nervonic acid glycolipid powder according to claim 1 or 2, characterized in that: The weight ratio of nervonic acid to sugar in step S1 is 1:1 to 1:

10.

4. The method for preparing a water-soluble nervonic acid glycolipid powder according to claim 3, characterized in that: The alcohol solution in step S2 is one of ethanol, isopropanol or tert-butanol.

5. The method for preparing a water-soluble nervonic acid glycolipid powder according to claim 4, characterized in that: In step S2, the concentration of sugar in the mixture is 0.1-0.5 g / mL.

6. The method for preparing a water-soluble nervonic acid glycolipid powder according to claim 5, characterized in that: In step S3, the catalyst is a water-soluble lipase catalyst or an immobilized enzyme of a water-soluble lipase catalyst, the amount of the catalyst used is 0.01-0.1 mol%, the catalytic reaction temperature is 0-120° C., and the catalytic reaction time is 12-78 h.

7. The method for preparing a water-soluble nervonic acid glycolipid powder according to claim 6, characterized in that: The catalytic reaction time in step S3 is 36 to 48 hours, and the catalytic reaction temperature is 60 to 90°C.

8. The method for preparing a water-soluble nervonic acid glycolipid powder according to claim 7, characterized in that: The temperature of the concentrated drying or spray drying in step S5 is 80 to 95°C.

Citation Information

Patent Citations

  • Water-soluble nervonic acid inclusion compound and preparation method thereof

    CN108420055A

  • Preparation method of nervonic acid water-soluble composite micro powder with acid environment response

    CN114948882A