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Production method for lysophosphatidyl choline

A technology of phosphatidylcholine and a production method, which are applied in the directions of edible phospholipid compositions, chemical instruments and methods, compounds of elements of Group 5/15 of the periodic table, etc., can solve the problem of difficulty in obtaining lysophosphatidylcholine and high production costs. , the problem of high price of phospholipase, to achieve the effect of easy product purification, low production cost and simple processing method

Inactive Publication Date: 2017-06-09
HARBIN UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the high price of phospholipase, the cost of industrial production is relatively high
In addition, since the selected phosphatidylcholine often contains different ester groups, it is difficult to obtain lysophosphatidylcholine containing a single ester group.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0017] (2) Preparation of crude lysophosphatidylcholine: under stirring, place the glycerophosphocholine-dibutyltin oxide complex obtained in step (1) in an organic solvent, add triethylamine, fat acid chloride, stirred at 50-85°C for 0.5-3 hours, after the reaction, cooled to room temperature, added distilled water, stirred for 0.5 hours, filtered, and the filtrate was concentrated under reduced pressure to obtain crude lysophosphatidylcholine; the glycerophosphocholine The ratio of the substance amount of the alkali-dibutyltin oxide complex to the fatty acid chloride is 1:1.0~1:1.1, and the ratio of the substance amount of the fatty acid chloride to triethylamine is 1:1.0~1:1.1 , the consumption of the organic solvent is 100-250 milliliters / gram glycerophosphocholine-dibutyltin oxide complex, and the consumption of the described distilled water is 5-10 milliliters / gram glycerophosphorylcholine-dibutyltin oxide Complexes;

[0018] (3) Recrystallization of the crude lysophosp...

Embodiment 1

[0023] Preparation of stearoyl lysolecithin (1-stearoyl-sn-glycero-3-phosphorylcholine):

[0024] (1) Preparation of glycerophosphocholine-dibutyltin oxide complex: Dissolve 30 grams (0.11mol) of glycerophosphocholine in 500 ml of absolute ethanol, add 24.9 grams (0.1mol) of dibutyltin oxide , heated to reflux for 0.5 hours, cooled to room temperature, filtered, washed the filter cake with anhydrous isopropanol until there was no glycerophosphocholine in the filtrate, and vacuum-dried the filter cake at 60°C to obtain 50.6 g of white glycerophosphocholine-dibutyl tin oxide complexes.

[0025] (2) Under stirring, put 25.3 g (0.05 mol) of glycerol phosphorylcholine-dibutyltin oxide complex in 3000 ml of tetrahydrofuran, add 6 g (0.059 mol) of triethylamine, 16 g (0.053 mol) Stearoyl chloride was stirred at 50° C. for 3 hours. After the reaction, cooled to room temperature, 200 ml of distilled water was added, stirred for 0.5 hour, filtered, and the filtrate was concentrated und...

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Abstract

The invention provides a production method for lysophosphatidyl choline. By taking glycerol phosphocholine as a raw material, the lysophosphatidyl choline containing single ester group can be obtained by tin complexing and o-acylation; therefore, the production cost is low. The production method for the lysophosphatidyl choline, provided by the invention, has the advantages of short process route, simple treatment method and easy product purification.

Description

technical field [0001] The invention relates to a synthetic production method of lysophosphatidylcholine, in particular to a production method for synthesizing lysophosphatidylcholine containing a single ester group from glycerophosphocholine. Background technique [0002] Lysophosphatidylcholine is the product obtained by removing a fatty acyl group from phosphatidylcholine. Phosphatidylcholine (also known as lecithin) is widely found in animals and plants, and it is more abundant in the brain, adrenal gland and cells of animals. Compared with phosphatidylcholine, lysophosphatidylcholine has a larger HLB value (hydrophilic-lipophilic balance value), which not only retains lipophilicity, but also increases its hydrophilicity due to the reduction of non-polar groups. Wetting ability, emulsifying ability and emulsifying ability are all better than phosphatidylcholine. Lysophosphatidylcholine plays an important role in improving the texture of bakery products. Lysophosphatid...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/10
CPCC07F9/10
Inventor 丁为民李东颖陈延辉谈东升张洪雨巩昊欣
Owner HARBIN UNIV OF SCI & TECH
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