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Natural L-alpha-glycerophosphocholine (GPC) and preparation method thereof

A glycerol phosphatidylcholine, a natural technology, applied in the direction of phosphorus organic compounds, can solve the problems of difficult separation and removal, complicated separation process of toxic mercury salts, and low total yield

Inactive Publication Date: 2012-06-27
NORTHWEST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The scheme disclosed in CN101544667A is to first make glycidol p-toluenesulfonate from glycidol, and then condense with phosphorylcholine tetraethylammonium salt to prepare GPC, which avoids the defect that the raw material glycidol is difficult to purify, but the reaction process is more complicated , the overall yield is lower
The scheme disclosed in US2864848 uses water-soluble mercury salts as catalysts to hydrolyze phospholipid emulsions under boiling conditions, the product yield is low, the process of separating toxic mercury salts is complicated, and there are problems in product safety
Literature [Chem.Phys.lipid.4.104(1970)] reported the technique of using tetrabutylammonium hydroxide as a transesterification catalyst. Although it is milder than mercury salt, it still has certain toxicity and is not easy to be separated and removed from the product. , had to use cadmium chloride to crystallize and separate the product, which aggravated the food safety of the product, so it was limited to chemical synthesis applications
JP02101086A discloses a method for preparing GPC and other phospholipid deacyls by catalyzing transesterification with metal sodium or sodium alkoxide in alcohol solution, but due to the danger of elemental sodium and sodium alkoxide, there are also problems in industrial production

Method used

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  • Natural L-alpha-glycerophosphocholine (GPC) and preparation method thereof

Examples

Experimental program
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Effect test

preparation example Construction

[0028] The preparation method of natural L-alpha-glycerophosphatidylcholine of the present invention specifically comprises the steps:

[0029] 1) Add the formulated amount of lecithin into the three-necked flask with condensing reflux, and dissolve it with the formulated amount of low-carbon alcohol, then place the three-necked flask in a collector-type constant temperature heating magnetic stirrer and heat it to 20 ° C ~ 100 ° C .

[0030] 2) After the temperature of the reaction liquid is constant, add the catalyst in the formula amount and stir for 2h-15h.

[0031] 3) Carry out the vacuum rotary evaporation of the mixed liquid after the reaction in step 2), the evaporation temperature is 40°C-60°C, the purpose is to remove the unreacted lower alcohol and catalyst therein. Dissolve the product obtained by vacuum rotary evaporation with 1-2 times the volume of low-carbon alcohol, and then use 2-10 times the volume of non-polar solvent for precipitation. After the precipitat...

Embodiment 1

[0038] Add 2g of soybean lecithin with a phosphatidylcholine content of 90% to a three-neck flask with reflux, dissolve it with 20mL of anhydrous methanol, heat it to 60°C in a constant temperature water bath, and then add 0.01mol of low boiling point (boiling point is 30 ~ 90 ℃) catalyst, stirred and reacted for 6 hours.

[0039] After the reaction, use a vacuum rotary evaporator to evaporate the reacted mixed solution at 60°C; dissolve the oily precipitate at the bottom of the container with 5 mL of anhydrous methanol, and add 20 mL of ether for precipitation. Discard the upper part after the precipitation is complete. Clear liquid, then dissolved with methanol and precipitated with ether three times to obtain the colorless oily product L-α-glycerol phosphatidylcholine, and vacuum-dried the obtained colorless oily product in the presence of phosphorus pentoxide , and finally get the GPC. Low-carbon alcohols and catalysts obtained by vacuum rotary evaporation can be recovere...

Embodiment 2

[0045] The difference between this example and Example 1 is that a nonionic organic amine with a high boiling point (90-220° C.) is selected as a catalyst in the reaction stage. After the reaction was completed, the temperature for vacuum rotary evaporation was 40°C.

[0046] Under the condition that the various conditions of this embodiment are constant, the types of catalysts used are different, and the yields of GPC are also different. The specific results are shown in Table 2.

[0047] The yield of GPC under table 2 high boiling point catalyst

[0048] catalyst type

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Abstract

The invention discloses a natural L-alpha-glycerophosphocholine (GPC) and a preparation method thereof. The natural GPC is prepared from the following raw materials in parts by mass: 1 part of lecithin, 5-20 parts of low carbon alcohol and 0.1-0.4 part of catalyst. The preparation method comprises the following steps: adding lecithin into a three-neck flask with condensation reflux, dissolving the lecithin in low carbon alcohol, and heating in a heat-collection isothermal-heating magnetic stirrer to 20-100 DEG C; proportionally adding a catalyst, and stirring to react for 2-15 hours; evaporating the mixed solution after reaction; and dissolving the product in low carbon alcohol, and precipitating with a nonpolar solvent, thereby obtaining the natural phospholipid deacylated substance mainly comprising GPC or GPE. The invention has the advantages of mild reaction conditions, short reaction time and high product purity; the nonionic organic amine catalyst, especially low-boiling amine, is easy to separate and is nontoxic, so that the production technique is easy to process, thereby simplifying the preparation technique and ensuring the safety of the product used in functional food additives, health products medicines.

Description

technical field [0001] The invention relates to the fields of medicine, health products and functional food industries, in particular to a natural L-alpha-glycerol phosphatidylcholine and a preparation method thereof. Background technique [0002] L-α-glycerophosphatidylcholine (L-α-glycerophosphocholine, hereinafter referred to as GPC) is an important phospholipid precursor and neurotransmitter naturally occurring in the human body, and it is also a unique cell protection agent that can support the cell membrane fluidity and integrity. Years of experimental research and clinical application have shown that GPC and other natural phospholipid deacylated substances (such as GPE, GPS) can not only improve people's memory and cognitive ability, but also have a significant effect on brain circulation decline and Alzheimer's disease, and can also resist Muscle atrophy, blood vessel protection, etc., so it can be widely used in medicine, health care products and functional food in...

Claims

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Application Information

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IPC IPC(8): C07F9/09
Inventor 张小里李红亚张甜甜豆坤坤赵彬侠
Owner NORTHWEST UNIV
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