CN104327114A - Preparation method of phosphatidyl serine - Google Patents

Preparation method of phosphatidyl serine Download PDF

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Publication number
CN104327114A
CN104327114A CN201410625594.5A CN201410625594A CN104327114A CN 104327114 A CN104327114 A CN 104327114A CN 201410625594 A CN201410625594 A CN 201410625594A CN 104327114 A CN104327114 A CN 104327114A
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Prior art keywords
phosphatidylserine
preparation
serine
acetone
phosphatidyl serine
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CN201410625594.5A
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Chinese (zh)
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史苏佳
曹栋
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Jiangnan University
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Jiangnan University
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Abstract

The invention relates to a preparation method of phosphatidyl serine, belonging to the technical field of phospholipids. The invention aims to provide a preparation method of phosphatidyl serine. According to the method, the phosphatidyl serine is prepared from serine by using soybean phosphatidic acid as an esterifying agent. The preparation method comprises the following steps: adding 1g of serine and 2-5g of soybean phosphatidic acid into 200mL of dimethyl acetamide (DMAC) solvent, adding 0.05-0.1g of imidazole catalyst, stirring the obtained mixture system to react at 110-120 DEG C for 4-8 hours, and removing the steam from the system; and extracting a desolventized mixture of 80mL of n-hexane and 80mL of water, separating the n-hexane phase, desolventizing, and washing the residue with acetone twice (20mL of acetone each time) to obtain more than 1.5g of phosphatidyl serine product in which the phosphatidyl serine content reaches higher than 52%.

Description

A kind of preparation method of phosphatidylserine
Technical field
A preparation method for phosphatidylserine, belongs to phosphatide technique.
Technical background
Phosphatidylserine has important biological function and industrial application, and phosphatidylserine is the active substance of cytolemma, is especially present in brain cell.Its function mainly improves neurocyte function, regulates the conduction of Nerve impulse, promotes brain memory function, because it has very strong lipotropy, brain can be entered by hemato encephalic barrier rapidly after absorption, play vascular smooth muscle cell of releiving, increase the effect of brain blood supply.Phosphatidylserine is applied also more and more extensive in the preparation of makeup, medicine and liposome simultaneously, is even also applied in material surface process.The source of current phosphatidylserine is separated primarily of soybean phospholipid and obtains, and enters recently also to have to adopt the Baseexchange of Phospholipase D catalyze phospholipid phatidylcholine and Serine to prepare phosphatidylserine.The invention discloses a kind of preparation method of phosphatidylserine, the phosphatidylserine that the method obtains can be used in the preparation of material surface process and liposome, for the phosphatidyl preparation of industrial use opens new way.
Summary of the invention
The object of the present invention is to provide a kind of preparation method of phosphatidylserine.The method take Serine as raw material, with soybean phospholipid acid for esterifying agent, prepares phosphatidylserine.Serine and a certain proportion of soybean phospholipid acid are joined in a certain amount of N,N-DIMETHYLACETAMIDE (DMAC) solvent, add a certain amount of imidazole catalyst, the mixed system obtained was in 110 ~ 120 DEG C of stirring reactions 4 ~ 8 hours, and the water vapor of evaporation is removed from system.Extract with the mixture of 80mL normal hexane and 80mL water after precipitation, be separated normal hexane phase, precipitation, residue uses washing with acetone 2 times again, obtains the phosphatidylserine product that content is more than 52%.
Technical scheme of the present invention: the preparation method that the object of the present invention is to provide a kind of phosphatidylserine.The method take Serine as raw material, with soybean phospholipid acid for esterifying agent, prepares phosphatidylserine.1 gram of Serine and 2 ~ 5 grams of soybean phospholipid acid are joined in 200mL N,N-DIMETHYLACETAMIDE (DMAC) solvent, add 0.05 ~ 0.1 gram of imidazole catalyst, the mixed system obtained was in 110 ~ 120 DEG C of stirring reactions 4 ~ 8 hours, and the water vapor of evaporation is removed from system.Extract with the mixture of 80mL normal hexane and 80mL water after precipitation, be separated normal hexane phase, precipitation, residue uses washing with acetone 2 times again, each 20mL acetone, and obtain more than 1.5 grams phosphatidylserine products, its phosphatidylserine content reaches more than 52%.
Beneficial effect of the present invention: a kind of preparation method of phosphatidylserine, a kind of feasible method is provided for preparing phosphatidylserine, the phosphatidylserine that the method obtains can be used in the preparation of material surface process and liposome, for the phosphatidylserine preparation of industrial use opens new approach.
Embodiment
Embodiment 1
1 gram of Serine and 2 grams of soybean phospholipid acid are joined in 200mL N,N-DIMETHYLACETAMIDE (DMAC) solvent, add 0.1 gram of imidazole catalyst, the mixed system obtained was in 110 DEG C of stirring reactions 8 hours, and the water vapor of evaporation is removed from system.Extract with the mixture of 80mL normal hexane and 80mL water after precipitation, be separated normal hexane phase, precipitation, residue uses washing with acetone 2 times again, each 20mL acetone, obtains 1.58 grams of phosphatidylserine products, and its phosphatidylserine content is 52.1%.
Embodiment 2
1 gram of Serine and 5 grams of soybean phospholipid acid are joined in 200mL N,N-DIMETHYLACETAMIDE (DMAC) solvent, add 0.05 gram of imidazole catalyst, the mixed system obtained was in 120 DEG C of stirring reactions 4 hours, and the water vapor of evaporation is removed from system.Extract with the mixture of 80mL normal hexane and 80mL water after precipitation, be separated normal hexane phase, precipitation, residue uses washing with acetone 2 times again, each 20mL acetone, obtains 1.72 grams of phosphatidylserine products, and its phosphatidylserine content is 56.4%.
Embodiment 3
1 gram of Serine and 3 grams of soybean phospholipid acid are joined in 200mL N,N-DIMETHYLACETAMIDE (DMAC) solvent, add 0.08 gram of imidazole catalyst, the mixed system obtained was in 115 DEG C of stirring reactions 6 hours, and the water vapor of evaporation is removed from system.Extract with the mixture of 80mL normal hexane and 80mL water after precipitation, be separated normal hexane phase, precipitation, residue uses washing with acetone 2 times again, each 20mL acetone, obtains 1.63 grams of phosphatidylserine products, and its phosphatidylserine content is 53.3%.

Claims (4)

1. a preparation method for phosphatidylserine, is characterized in that the method take Serine as raw material, with soybean phospholipid acid for esterifying agent, prepares phosphatidylserine.1 gram of Serine and 2 ~ 5 grams of soybean phospholipid acid are joined in 200mL N,N-DIMETHYLACETAMIDE (DMAC) solvent, add 0.05 ~ 0.1 gram of imidazole catalyst, the mixed system obtained was in 110 ~ 120 DEG C of stirring reactions 4 ~ 8 hours, and the water vapor of evaporation is removed from system.Extract with the mixture of 80mL normal hexane and 80mL water after precipitation, be separated normal hexane phase, precipitation, residue uses washing with acetone 2 times again, each 20mL acetone, and obtain more than 1.5 grams phosphatidylserine products, its phosphatidylserine content reaches more than 52%.
2. the preparation method of a kind of phosphatidylserine according to claim 1, is characterized in that phosphatidic acid used is soybean phospholipid acid, its Serine: phosphatidic acid is 2: 1 ~ 5: 1 (g: g).
3. the preparation method of a kind of phosphatidylserine according to claim 1, is characterized in that Serine: imidazoles is 20: 1 ~ 10: 1 (g: g).
4. the preparation method of a kind of phosphatidylserine according to claim 1, it is characterized in that the reaction times is 4 ~ 8 hours, temperature of reaction is 110 ~ 120 DEG C.
CN201410625594.5A 2014-11-06 2014-11-06 Preparation method of phosphatidyl serine Pending CN104327114A (en)

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Application Number Priority Date Filing Date Title
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107242574A (en) * 2017-06-12 2017-10-13 芜湖福民生物药业股份有限公司 Electuary containing phosphatidylserine and preparation method thereof
CN107259041A (en) * 2017-06-12 2017-10-20 芜湖福民生物药业股份有限公司 Phosphatidylserine pressed candy and preparation method thereof
CN107260748A (en) * 2017-06-14 2017-10-20 芜湖福民生物药业股份有限公司 Traditional Chinese medicine oral liquid and preparation method thereof
CN107334773A (en) * 2017-06-14 2017-11-10 芜湖福民生物药业股份有限公司 Traditional Chinese medicine oral liquid and preparation method thereof
CN107343892A (en) * 2017-06-14 2017-11-14 芜湖福民生物药业股份有限公司 Traditional Chinese medicine oral liquid and preparation method thereof
CN107722051A (en) * 2017-08-24 2018-02-23 南通励成生物工程有限公司 The method for preparing phosphatidylserine salt

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US5965413A (en) * 1995-11-08 1999-10-12 Kabushiki Kaisha Yakult Honsha Process for producing phosphatidylserines having long chain unsaturated fatty acid as side chain
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CN103351403A (en) * 2013-07-24 2013-10-16 华东师范大学 Synthetic method of phosphatidylserine
CN103509047A (en) * 2012-06-22 2014-01-15 上海傲硕生物科技有限公司 Extraction process of phosphatidylcholine with antarctic krill as source and preparation method of phosphatidylserine
CN104059949A (en) * 2014-05-30 2014-09-24 广东省食品工业研究所 Preparation method of phosphatidyl serine

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US20030148477A1 (en) * 2000-08-09 2003-08-07 Masashi Sakai Process for the production of phospholipids
US20070160659A1 (en) * 2003-09-25 2007-07-12 Dorit Platt Stabilized formulations of phosphatidylserine
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CN104059949A (en) * 2014-05-30 2014-09-24 广东省食品工业研究所 Preparation method of phosphatidyl serine

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107242574A (en) * 2017-06-12 2017-10-13 芜湖福民生物药业股份有限公司 Electuary containing phosphatidylserine and preparation method thereof
CN107259041A (en) * 2017-06-12 2017-10-20 芜湖福民生物药业股份有限公司 Phosphatidylserine pressed candy and preparation method thereof
CN107260748A (en) * 2017-06-14 2017-10-20 芜湖福民生物药业股份有限公司 Traditional Chinese medicine oral liquid and preparation method thereof
CN107334773A (en) * 2017-06-14 2017-11-10 芜湖福民生物药业股份有限公司 Traditional Chinese medicine oral liquid and preparation method thereof
CN107343892A (en) * 2017-06-14 2017-11-14 芜湖福民生物药业股份有限公司 Traditional Chinese medicine oral liquid and preparation method thereof
CN107722051A (en) * 2017-08-24 2018-02-23 南通励成生物工程有限公司 The method for preparing phosphatidylserine salt
CN107722051B (en) * 2017-08-24 2020-08-14 南通励成生物工程有限公司 Method for preparing phosphatidylserine salt

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Application publication date: 20150204