Method for preparing glycerophosphorylcholine (GPC) by phospholipase-catalyzed hydrolysis

Abstract

The invention discloses a method for preparing GPC by phospholipase-catalyzed hydrolysis and belongs to the technical field of lipid development and application. The method comprises the following steps: preparing GPC by using powdered phospholipid, alcohol soluble phospholipids, high-purity PC as raw materials and by phospholipase-catalyzed hydrolysis of phosphorylcholine (PC) in a water phase; and decolorizing by using active carbon to obtain GPC aqueous solution, converting into an alcohol phase, purifying by using a cation resin adsorption resolution and anion adsorption process to obtain high-purity GPC aqueous solution, performing rotating evaporation at a low temperature and under reduced pressure to obtain colorless transparent L-alpha-GPC solution, wherein the chemical purity of the obtained GPC is 98.8 percent, the optical purity ee of the obtained GPC is 99 percent, and the melting point (mp) of the obtained GPC is 142 to 143 DEG C (C is equal to 2.6, the H2O content is 14 percent and the pH value is 5.8). The invention provides a new thought and a new preparation method for preparing GPC and provides new application of phospholipase in lipid science.

Description

technical field [0001] The invention discloses a method for preparing glycerophosphocholine (GPC) by hydrolyzing phospholipase, which relates to the fields of food chemistry, fine chemistry, organic chemistry and medicinal chemistry. Background technique [0002] L-α-Glycerophosphorylcholine (L-α-Glycerophosphorylcholine, L-α-GPC) is a naturally occurring water-soluble phospholipid metabolite in the body, and its atomic structure is shown below. It can cross the blood-brain barrier, is the choline source for the synthesis of acetylcholine and phosphatidylcholine, and is an important neurotransmitter and phospholipid precursor. [0003] [0004] in: means H, means C, means P, means O, means N. [0005] L-α-GPC has important medicinal value and can be injected intravenously or orally. Studies have found that it can protect liver tissue from the penetration of fatty acids produced by toxic carbon tetrachloride and high-fat protein foods. . L-α-GPC can enter the ...

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Problems solved by technology

U.S. Patent No. 2864848 directly prepares L-α-GPC by lecithin hydrolysis method, utilizes mercuric chloride to precipitate by-products in the form of mercury salts to purify L-α-GPC, and excess mercury ions pass through H 2 S and BaCO 3 Remove, this method efficiency is relatively low, and the obtained L-α-GPC not only contains unreacted lecithin, but also remains a large amount of toxic mercury ions

Brockerhoff and Yukowski used tetrabutylammonium hydroxide as a catalyst to hydrolyze lecithin to obtain a relatively pure product, but the catalyst needs to be removed and the product recrystallized and purified. The whole process is relatively complicated and costly, and is not suitable for commercial scale production.

Cubero Robles and Roels prepared L-α-GPC with alcoholyzed egg yolk phospholipids, purified and extracted with chloroform and methanol (2:1, volume ratio), obtained a precipitate by rotary evaporation, and extracted with ether to obtain L-α-GPC and The mixture of L-α-GPE is then purified with a silica gel column, which is also polluted by silicic acid during the purification, and needs to be recrystallized for extraction. This method is cumbersome, with limited processing capacity and high cost, which is severely limited. commercial scale

[0007] The invention provides a method for preparing glycerophosphorylcholine (L-α-GPC) by hydrolysis with phospholipase, which solves the problems of low conversion rate, difficult purification, insufficient purity of the product and problems encountered in the process of preparing L-α-GPC. conundrum

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