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Preparation method of 2-arachidonic acid monoglyceride

A technology of tetraenoic acid glycerol and arachidonic acid, applied in the direction of fermentation and the like, can solve the problems of lack of specificity, unsatisfactory high purity, restrictions, etc., and achieve high purity, reduced production cost, and high transesterification rate. Effect

Pending Publication Date: 2021-11-26
JIANGNAN UNIV
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  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0004] Despite the simple chemical structure of 2-AG, access is still limited because the chemical methods for preparing it are rather inefficient; on the one hand, acylglycerols at the sn-2 position exhibit a high degree of Isomerization tendency (acid, alkali and heat promote the migration of acyl groups), causing difficulties in the synthesis, separation, storage, etc. of its high-purity products
On the other hand, a problem specific to 2-AG is that the arachidonic moiety exhibits a marked susceptibility to autoxidation that affects the integrity of the natural olefinic system, thus limiting the number of available procedures for its preparation; chemical catalysis is currently the The method mainly produces monoglycerides with saturated fatty acids, which has the advantages of low cost and short time, but it is easy to cause oil oxidation at high temperature, and it is not specific, which obviously does not meet the requirements for the preparation of high-purity 2-AG

Method used

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  • Preparation method of 2-arachidonic acid monoglyceride
  • Preparation method of 2-arachidonic acid monoglyceride
  • Preparation method of 2-arachidonic acid monoglyceride

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Experimental program
Comparison scheme
Effect test

Embodiment 1～5

[0030] Embodiment 1~5 is the embodiment that is rich in arachidonic acid triglyceride prepared for transesterification:

Embodiment 1

[0031] Embodiment 1: (select the different kinds of enzymes to compare)

[0032] Add 15mmol ethyl arachidonic acid and 4mmol glycerin to a 25mL Erlenmeyer flask, then add lipase, the amount of enzyme added (relative to the mass fraction of fatty acid ethyl ester) is 10%, and the system is mixed evenly, and the Enzyme-catalyzed reaction under pressure, magnetic stirring at 220r / min for 6h; after the reaction, centrifuge at 4000r / min to get the supernatant, remove the lipase, and get the lipid composition in the reaction crude product by HPLC-RID detection, calculate the glycerol The yield of triester, the result is shown in Table 1.

[0033] Table 1. The effect of different enzyme types on the yield of triglyceride in the enzymatic reaction

[0034]

Embodiment 2

[0035] Embodiment 2: (different molar ratios of substrates are compared)

[0036] Add 15mmol ethyl arachidonic acid and a certain amount of glycerin to a 25mL Erlenmeyer flask, the ratio of ethyl arachidonic acid and glycerol is 3:0.5~3:1, then add Lipozyme 435 lipase (from Candida antarctica), the enzyme The addition amount (relative to the mass fraction of fatty acid ethyl ester) was 10%. After the system was mixed uniformly, the enzymatic reaction was carried out at 55°C and 200Pa pressure, and the reaction was carried out by magnetic stirring at 220r / min for 6h. After the reaction, the supernatant was centrifuged at a speed of 4000r / min to remove lipase, and the lipid composition in the reaction crude product was obtained by HPLC-RID detection, and the yield of triglyceride was calculated. The results are shown in Table 2.

[0037] Table 2. Effects of different substrate molar ratios on triglyceride yield in enzymatic reactions

[0038]

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Abstract

The invention discloses a preparation method of 2-arachidonic acid monoglyceride, and belongs to the field of preparation methods of monoglyceride. The preparation method comprises the following steps of: mixing grease with rich arachidonic acid at sn-2 site and ethanol in a molar ratio of 1: 20 to 1: 100 at a reaction temperature of 20 to 50 DEG C; adding lipase into the mixture for enzymatic alcoholysis reaction, wherein the water activity of the alcoholysis reaction system is 0.1 to 0.50; reacting for 1 to 10 hours by magnetic stirring to obtain a crude product; and further purifying. The preparation method of 2-arachidonic acid monoglyceride provided by the invention is green, environmentally friendly, short in time and efficient, and the obtained sn-2 site arachidonic acid monoglyceride is high in purity and high in yield.

Description

technical field [0001] The invention relates to the field of preparation methods of monoglycerides, in particular to a preparation method of 2-arachidonic acid monoglycerides. Background technique [0002] Monoacylglycerols (MAGs) is a class of compounds containing both hydrophilic groups and hydrophobic groups. It is a non-ionic emulsifier and is widely used in food, medicine and related industries. Every year, the global MAGs emulsifier The yield of MAGs is about 150,000 to 190,000 tons. The physicochemical and nutritional properties of MAGs are related to their fatty acid composition and the distribution of acylation positions of fatty acids on the glycerol backbone. MAGs containing long-chain polyunsaturated fatty acids (common such as EPA and DHA) mostly have similar physiological activities. In addition, 2-monoacylglycerols (2-MAGs) are compared with 1-monoacylglycerols (1 -monoacylglycerols, 1-MAGs), can be directly absorbed by the human body to exert its physiologic...

Claims

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Application Information

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IPC IPC(8): C12P7/64
CPCC12P7/6454C12P7/6472
Inventor 王小三王笑寒赵昕辰黄卓能
Owner JIANGNAN UNIV
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