CN102633832B - Method for preparing high-purity phosphatidylcholine - Google Patents
Method for preparing high-purity phosphatidylcholine Download PDFInfo
- Publication number
- CN102633832B CN102633832B CN201110035326.4A CN201110035326A CN102633832B CN 102633832 B CN102633832 B CN 102633832B CN 201110035326 A CN201110035326 A CN 201110035326A CN 102633832 B CN102633832 B CN 102633832B
- Authority
- CN
- China
- Prior art keywords
- content
- phosphatidylcholine
- column chromatography
- kilograms
- alcohol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Abstract
The invention relates to a method for preparing high-purity phosphatidylcholine, and is characterized in that the method comprises the following steps of: an alcohol treatment step, wherein crude phospholipids are used as raw materials, low carbon alcohol and water are used as mixed solvents, an alcohol soluble product is separated by extraction separation; a silicagel column chromatography step, wherein the product obtained in the previous step is subject to silicagel column chromatography, ethanol is used for gradient elution, and the product solution is collected; a drying step, wherein the product solution is subject to vacuum concentration and freeze drying to obtain the high-purity phosphatidylcholine. The method of the invention adopts a single elution solvent, which allows the production process to be nontoxic, free of pollution, and free of three wastes. The separated fillers can be recycled, which saves labor and time, and cause no harmful solvent introduction; the raw materials are not limited within certain sources, and can be derived from phospholipids of various plants and animals.
Description
Technical field
The present invention relates to a kind of method preparing lecithin in high purity.
Background technology
Phosphatide is prevalent in vegeto-animal protoplasma and microbial film, has important adjustment function to the eubolism of biomembranous physiologically active and body, and it has good emulsifying and oxidation-resistance simultaneously, is widely used in food, medicine, the fields such as makeup.Phosphatidylcholine (phosphatidylcholine is called for short PC) is wherein important phosphatide.
Yelkin TTS is the main component forming human body cell film, is one of Life Base material keeping cell normal function, has important regulating effect to the eubolism of human body.Keep elasticity and the perviousness of heart and cerebrovascular wall, vessel softening, increase the content of high-density lipoprotein (HDL), prevent blood pool; Make nerves reaction sharp, improve memory, prevent forgetful and senile dementia; Can prevention of liver disease and diabetes-alleviating; Can damaging cells be promoted, improve immunity of organisms.The shortage of Yelkin TTS causes the one of the main reasons of modern civilization diseases.
Have hydrophilic group and hydrophobic group in lecithin molecules structure, this bipolar character makes Yelkin TTS show excellent surfactivity simultaneously, belongs to application phosphatic type amphoterics more widely, has emulsification; thickening, stable, dispersion; solubilising, wetting, the functions such as lubrication; food can be widely used in, feed, medicine; makeup, coating, ink; weaving, leather, the industrial and agricultural production such as petroleum product and plant protection.High purity lecithin refers to the lecithin products that PC content is greater than 90%.Because high purity lecithin purity is high, free from extraneous odour, emulsifying capacity is strong, and interpolation that not only in the food industry can be relatively large uses, and also can make healthcare products, pharmaceuticals etc.Especially pharmaceutically, can be used as intravenous liposome, as the carrier of active ingredient, reduce toxicity, increase drug effect.The phosphatidylcholine of high-content has the effect of prevention hepatitis and fatty liver simultaneously, reduces cholesterol, the effect of preventing cardiovascular disease.
The raw material of the highly purified natural phosphatidyl choline of current preparation is mainly derived from animal and plant.The former is yolk and animal tissues mainly, and the latter is some vegetable oil materials, as soybean, vegetable seed.The quality extracting high purity lecithin from yolk is better, but cost is high.And the phosphatide in vegetable oil material is a kind of fatty accompaniment, the stripping along with the extraction of grease, is separated with grease as oil foot in the aquation operation of oil and fat refining.These oil foots as processed not in time, very easily cooperating microorganisms and cause environmental pollution.Oil foot first through dehydration, obtains concentrated phosphatide, i.e. the raw phospholipid of plant origin.The raw phospholipid of plant origin, except containing except phosphatidylcholine, also contains glyceryl ester, single glyceric acid three ester, two glycerates, glyceric acid three ester (referring to oils here), peptide class, amino acid, stearin, phosphatidyl inositide, phosphatidylethanolamine, and carbohydrate.General acquisition lecithin in high purity is is starting raw material with such raw phospholipid.The first step of general purifying phosphatide is with acetone deoiling (U.S.Pat.No.3,268,335), then second step is with extraction using alcohol (U.S.Pat.No.2,724,649), 3rd step is that the phosphatide being dissolved in ethanolic moiety carries out adsorption chromatography, is no more than 35 DEG C.Apply acetone method separating oil time, create acetone derivatives, as mesityl oxide, Pyranton, sym.-diisopropylideneacetone etc. other material produce.Not only the smell is awful for these by products, and be poisonous.Further, also bad impact can be caused with the superoxide produced during acetone deoiling to Human Physiology.In addition, there is potential safety hazard in a large amount of uses of industrial production acetone.
When purifying phosphatidylcholine, remove the difficult problem that lyso-phosphatidylcholine is also production injection stage phosphatidylcholine always.Lyso-phosphatidylcholine (lysophosphatidylcholine), being a kind of compound that Yelkin TTS is generated by phospholipase A hydrolysis, having strong hemolytic action, mainly by destroying cytolemma, causing haemolysis.The existence of lyso-phosphatidylcholine in injection liquid, causes patient to occur the sign of haemolysis, threat to life.
High purity phosphorus phosphatidylcholine technology of preparing mainly contains: acetylation method, the inorganic salt precipitator method, super-critical fluid extraction, membrane separation process, tlc (TCL), high performance liquid chromatography (HPLC), column chromatography etc.The inorganic salt precipitator method and acetylation method can only obtain Phosphorylcholine, and owing to adding reaction reagent, the technical difficulty of aftertreatment strengthens; Comparatively conventional in supercritical fluid method is supercritical CO 2, and its molten oily ability is comparatively strong and to dissolve the ability of phosphatide more weak, be only suitable for preparing mixed phosphatide product and the fractional separation that is not suitable for phosphatide, and cost of equipment costly; The cost of equipment of membrane separation process is also higher, and the single component fractional separation realizing phosphatide also also exists certain difficulty; Tlc (TCL) and high performance liquid chromatography (HPLC) all can obtain that purity is high, the measured single phospholipid products of matter, but the treatment capacity of HPLC method is little, and equipment and maintenance cost higher, and tlc not easily changes developping agent, and aftertreatment is more loaded down with trivial details;
These methods are not enough to remove harmful lyso-phosphatidylcholine, simultaneously raw materials used, general by removing grease with acetone, the content of phosphatidylcholine just can be made to reach more than 90%, waste time and energy, lyso-phosphatidylcholine in the product produced and the by product of acetone can not get effective control, are difficult to meet the basic demand as injection stage phosphatide.
In addition, part is prepared in the technique of lecithin in high purity, uses toxic reagent, as CN1709895A, uses ethyl acetate, and silica gel needs activation, operates very loaded down with trivial details.
Summary of the invention
In order to solve the problems of the prior art, the invention provides a kind of method preparing lecithin in high purity, this preparation method adopts plant concentrated phosphatide to be raw material, alcohol water is solvent, solve continuous extraction in suitability for industrialized production, be continuously separated, the key technical problem such as continuous chromatography separation, solve the difficult problem that phosphatidylcholine content is low, the phosphatide of phosphatidylcholine content more than 90% can be produced, solve phosphatidylcholine as the high problem of detrimental impurity content in injection stage phospholipid prod simultaneously.This Technology produces the phospholipid prod of phosphatidylcholine content more than 90%, and low lyso-phosphatidylcholine, the phospholipid prod of low phosphatidylethanolamine.Present device is simple, does not introduce toxic reagent, and separating effect is desirable, easy and simple to handle, can reach and work continuously, be convenient to expand the scale of production.And this method is easy to extension, be prepare lecithin in high purity most one of method having development potentiality.
The preparation method of lecithin in high purity of the present invention comprises following technological process:
Alcohol treatment step: with plant concentrated phosphatide for raw material, alcohol and water is mixed solvent, through extracting and separating, isolates alcohol soluble product;
Silica gel column chromatography step: carry out silica gel column chromatography to back products therefrom, uses alcohol gradient elution, collects reaction mixture;
Drying step: vacuum concentration is carried out, lyophilize to silica gel column chromatography products therefrom solution, obtains high purity lecithin product.
Alumina column chromatography treatment step can be added further in preparation method's technological process of lecithin in high purity of the present invention, this treatment step before being placed on silica gel column chromatography is: by alumina column chromatography method absorption alcohol soluble product, use alcohol and water gradient elution, collect reaction mixture; Then silica gel column chromatography, collects high-content phosphatidylcholine solution, carries out vacuum concentration further, lyophilize, obtain high purity lecithin product.
This treatment step after being placed on silica gel column chromatography is: the reaction mixture collected with alumina column chromatography method adsorption silica gel column chromatography, uses alcohol and water gradient elution, collects reaction mixture; Carry out vacuum concentration further, lyophilize, obtain high purity lecithin product.
According to method of the present invention, wherein, the purity of described phosphatidylcholine is more than 90%.
According to method of the present invention, wherein, the purity of described phosphatidylcholine is more than 95%.
According to method of the present invention, wherein, the purity of described phosphatidylcholine is more than 98%.
According to method of the present invention, wherein, the determining alcohol of described gradient elution is between 40%-100%.In one embodiment of the invention, take silica gel as sorbent material, adopt 60%, the ethanol of 85%, 95% is while 90.0% at the content that improve phosphatidylcholine, eliminate oil, lyso-phosphatidylcholine (content is 5%), phosphatidylethanolamine (content is 5%), makes these foreign matter contents reduce; In another embodiment of the present invention, adopt 40%, 80%, the methanol-eluted fractions alumina column of 100%, coordinates silica gel column chromatography, is while 96.7% at the content that improve phosphatidylcholine, eliminate oil, lyso-phosphatidylcholine (content is 0.1%), phosphatidylethanolamine (content is 0.2%), makes these foreign matter contents reduce.
According to method of the present invention, wherein, the described raw material containing phosphatidylcholine is selected from the group comprising soybean lecithin, Ovum Gallus domesticus Flavus lecithin, rapeseed oil phospholipid composition, as concentrated soybean lecithin, Powdered Soy Lecithin, decolouring phosphatide, Sunflower Receptacle phosphatide, rapeseed oil phospholipid, peanut phosphatide.
According to method of the present invention, wherein, described alcohol comprises methyl alcohol, ethanol, propyl alcohol, Virahol, propyl carbinol, the group of isopropylcarbinol.
According to method of the present invention, wherein, described alcohol is methyl alcohol, the group of ethanol and Virahol composition.
According to method of the present invention, wherein, the lysophospholipid content in described lecithin in high purity product is below 3%.
According to method of the present invention, wherein, the thanomin content in described lecithin in high purity product is below 5%.
According to method of the present invention, wherein, the alumina column chromatography method in described pre-treatment step and the silica gel column chromatography in chromatographic step exchange.
The preparation method of high purity lecithin provided by the invention, proposes one from concentrated phosphatide, with extraction using alcohol, the new technology route that silica gel column chromatography organically combines, whole processing step only uses alcohol and water, at acquisition high purity PC product simultaneously, ensure that low LPC, the PE content of this product.Whole operating process adopts single solvent alcoholic solution, makes production process nontoxic, nuisanceless, without the three wastes.Separating filler can recycle, time saving and energy saving, entering without hazardous solvent, and raw material is not confined to certain source, the phosphatide of various plants of can originating and animal.
According to lecithin in high purity product prepared by the aforesaid method of the present invention, wherein, described product contains phosphatidylcholine 90-100%, phosphatidylethanolamine 0-5%, lyso-phosphatidylcholine 0-5%.Further, according to lecithin in high purity product prepared by the aforesaid method of the present invention, wherein, described product contains phosphatidylcholine 90-100%, phosphatidylethanolamine 0-3%, lyso-phosphatidylcholine 0-3% and other type phosphatide, as phosphatidyl-4 alcohol ester, phosphatidylserine, and phosphatidic acid.
The invention provides high-content Yelkin TTS at medicine, healthcare products, the application of cosmetic industry, particularly as the application of injection stage phosphatide.
The aluminum oxide that the present invention uses comprises neutral alumina, alkali alumina, acidic alumina, and size range is 30-200 order; The silica gel size range that the present invention uses is 30-700 order; The rate of load condensate (per-cent of absorption liquid) of aluminum oxide and silica gel is 5-30%.Column chromatography service temperature of the present invention is 20-70 degree Celsius.
Embodiment
Embodiment 1
The thick beans concentrated liquid phosphatide of 25.63 kilograms stirs with 128 kilogram of 95% methyl alcohol at 35 DEG C, extract, room temperature state cold analysis is separated, isolate supernatant liquor, repetitive operation 2 times, merge second extraction supernatant liquor, (reduced vacuum concentrates, high performance liquid chromatography detection level: phosphatidylcholine content is 44.2%, the content of phosphatidylethanolamine is 15.2%, the content of oil is 12.3%, the content of lyso-phosphatidylcholine is 10%), carry out alumina column chromatography (salic 40 kilograms), 80% methanol-eluted fractions, thin-layer chromatography detects (TLC), collect the flow point being rich in Yelkin TTS, product is carried out silica gel column chromatography (containing 40 kilograms, silica gel), with 70%, 85%, the methanol elution gradient of 100%.TLC analytical procedure is monitored, identical merges containing single phosphatidylcholine spot stream part, vacuum concentration, lyophilize, the product obtained 2.41 kilograms, phosphatidylcholine (being called for short PC) content 97.5%, lyso-phosphatidylcholine (being called for short LPC) is 0.8%, phosphatidylethanolamine (being called for short PE) is 0.25%, and the content of oil is 0, phosphatidic acid content 1.45%.
Embodiment 2
The thick Ovum Gallus domesticus Flavus lecithin of 16.8 kilograms stirs at 35 degrees Celsius of 95% Virahols with 170 kilograms, extract, room temperature state cold analysis is separated, isolate supernatant liquor, repetitive operation 2 times, (reduced vacuum concentrates to merge second extraction supernatant liquor, phosphatidylcholine content is: 43.2%, phosphatidylethanolamine content 14.3%, the content 10.0% of oil, the content of lyso-phosphatidylcholine is: 15%) product is carried out alumina column absorption, the Virahol gradient elution of 40%, 80%, 100%, TLC analytical procedure is monitored, and collects the flow point being rich in Yelkin TTS.Product is added silica gel column chromatography absorption, 80% Virahol wash-out.Thin-layer chromatography detects (TLC), and identical merges containing single phosphatidylcholine spot stream part, vacuum concentration, lyophilize, the product 2.31Kg obtained, PC content 96.7%, LPC is 0.1%, PE is 0.2%, and the content of oil is 0, and the phosphatidyl-4 alcohol ester composition of 3%.
Embodiment 3
6.38 kilograms of powdered soybean Yelkin TTS (derive from commercially available, phosphatidylcholine content 53.2%, the content 15% of phosphatidylethanolamine, the content of lyso-phosphatidylcholine is 8%, and the content of oil is 0) be dissolved in 25 liters of industrial alcohols, directly carry out adding alumina column chromatography (containing 30 kilograms, 100-200 object aluminum oxide), then 40% is used, 70%, the ethanol gradient elution of 90%, TLC analytical procedure is monitored, and collects the flow point being rich in Yelkin TTS.Product is added silica gel column chromatography absorption (containing 10 kilograms of 200-300 order silica gel), amalgamation liquid is carried out silica gel column chromatography, with ethanol: water (70: 30) mixed solvent gradient elution.Thin-layer chromatography detects (TLC), and identical merges containing single phosphatidylcholine spot stream part, vacuum concentration, lyophilize, the product obtained 2.55 kilograms, and PC content 98.5%, LPC is 0.8%, PE is 0.7%, and the content of oil is 0.
Embodiment 4
The thick Ovum Gallus domesticus Flavus lecithin of 16.8 kilograms stirs with 170 kilogram of 95% ethanol at 35 degrees Celsius, extract, room temperature state cold analysis is separated, isolate supernatant liquor, repetitive operation 2 times, (reduced vacuum concentrates to merge second extraction supernatant liquor, phosphatidylcholine content 43.2%, phosphatidylethanolamine content 14.3%, the content 10.0% of oil, the content of lyso-phosphatidylcholine is: 9%) add alumina column chromatography (containing 100-200 object neutral alumina 20 kilograms), use 100% ethanol elution, TLC analytical procedure is monitored, and collects the flow point being rich in Yelkin TTS.Product is carried out silica gel column chromatography (containing 8 kilograms of 60-100 order silica gel), with 80%, the ethanol gradient elution of 95%.Thin-layer chromatography detects (TLC), and identical merges containing single phosphatidylcholine spot stream part, and vacuum concentration, lyophilize, the product obtained 2.16 kilograms, PC content 98%, LPC is 1%, PE is 1%.
Embodiment 5
The thick beans concentrated liquid phosphatide of 25.63 kilograms stirs with 128 kilogram of 95% ethanol at 35 degrees Celsius, extract, room temperature state cold analysis is separated, isolate supernatant liquor, repetitive operation 2 times, merge second extraction supernatant liquor, reduced vacuum concentrates, enriched material high performance liquid chromatography detection level: phosphatidylcholine content is 44.2%, the content of phosphatidylethanolamine is 15.2%, the content of oil is 12.3%, the content of lyso-phosphatidylcholine is 8%, carry out alumina column chromatography (containing 25 kilograms, 30-60 object aluminum oxide), 50%, 75%, 90% ethanol elution, thin-layer chromatography detects (TLC), collect the flow point being rich in Yelkin TTS.Product is added silica gel column chromatography (containing 15 kilograms of 60-100 order silica gel), with 50%, the ethanol gradient elution of 80%, 100%.TLC analytical procedure is monitored, identical merges containing single phosphatidylcholine spot stream part, vacuum concentration, lyophilize, the product obtained 2.41 kilograms, PC content 93.5%, LPC is 0.8%, PE is 0.25%, and the content of oil is 0, with the capable composition of other phosphatide as phosphatidyl-4 alcohol ester, phosphatidylserine, and phosphatidic acid 5.45%.
Embodiment 6
The thick beans concentrated liquid phosphatide of 21.61 kilograms stirs with 108 kilogram of 95% ethanol at 35 degrees Celsius, extract, room temperature state cold analysis is separated, isolate supernatant liquor, repetitive operation 2 times, merge second extraction supernatant liquor, (reduced vacuum concentrates, high performance liquid chromatography detection level: phosphatidylcholine content is 44.2%, the content of phosphatidylethanolamine is 15.2%, the content of oil is 12.3%, the content of lyso-phosphatidylcholine is 10%), carry out alumina column chromatography (containing 18 kilograms, 100-200 order aluminum oxide), 60%, 80%, 100% ethanol elution, thin-layer chromatography detects (TLC), collect the flow point being rich in Yelkin TTS.Product is added silica gel column chromatography (containing 12 kilograms of 200-300 order silica gel), with 65%, the ethanol gradient elution of 80%, 100%.TLC analytical procedure is monitored, identical merges containing single phosphatidylcholine spot stream part, vacuum concentration, lyophilize, the product obtained 2.41 kilograms, PC content 95.5%, LPC is 1%, PE is 0.25%, and the content of oil is 0, with other phosphatide composition as phosphatidyl-4 alcohol ester, phosphatidylserine, and phosphatidic acid.
Embodiment 7
The rapeseed oil phospholipid of 15.36 kilograms stirs with 155 kilogram of 95% ethanol at 35 degrees Celsius, extract, room temperature state cold analysis is separated, isolate supernatant liquor, repetitive operation 2 times, merge second extraction supernatant liquor, (reduced vacuum concentrates, phosphatidylcholine content 40.2%, the content 15% of phosphatidylethanolamine, the content of oil is 14%, the content 8% of lyso-phosphatidylcholine), carry out silica gel column chromatography (100-200 order), 70%, 90% ethanol elution, thin-layer chromatography detects (TLC), collects the flow point being rich in Yelkin TTS.Product is added alumina column chromatography (containing 20 kilograms, 30-60 order aluminum oxide), with 70%, the ethanol gradient elution of 90%.TLC analytical procedure is monitored, identical merges containing single phosphatidylcholine spot stream part, vacuum concentration, lyophilize, the product obtained 2.41 kilograms, PC content 90.5%, LPC is 3%, PE is 5.0%, and the content of oil is 0, with other phosphatide composition as phosphatidyl-4 alcohol ester, phosphatidylserine, and phosphatidic acid.
Embodiment 8
The thick beans concentrated liquid phosphatide of 21.61 kilograms stirs with 108 kilogram of 95% ethanol at 35 degrees Celsius, extract, room temperature state cold analysis is separated, isolate supernatant liquor, repetitive operation 2 times, merge second extraction supernatant liquor, (reduced vacuum concentrates, high performance liquid chromatography detection level: phosphatidylcholine content is 44.2%, the content of phosphatidylethanolamine is 15.2%, the content of oil is 12.3%, the content of lyso-phosphatidylcholine is 10%), carry out silica gel column chromatography (containing 8 kilograms, 300-400 object silica gel), with 60%, 85%, the ethanol gradient elution of 95%.TLC analytical procedure is monitored, and identical merges containing single phosphatidylcholine spot stream part, and vacuum concentration, lyophilize, the product obtained 2.51 kilograms, PC content 90.0%, LPC is 5%, PE is 5%.
Claims (1)
1. prepare a method for lecithin in high purity, it is characterized in that, described method comprises:
Alcohol treatment step: with the thick yolk ovum raw phospholipid of 16.8 kilograms for raw material, stir with 170 kilogram of 95% ethanol at 35 degrees Celsius, extract, room temperature state cold analysis is separated, isolate supernatant liquor, repetitive operation 2 times, merges second extraction supernatant liquor, and reduced vacuum concentrates, phosphatidylcholine content 43.2%, phosphatidylethanolamine content 14.3%, the content 10.0% of oil, the content of lyso-phosphatidylcholine is 9%;
Chromatographic step: with the product after the process of alumina column chromatography method absorption alcohol, wherein, add containing 100-200 object neutral alumina 20 kilograms, use 100% ethanol elution in described alumina column, TLC analytical procedure is monitored, and collects the flow point being rich in Yelkin TTS; Silica gel column chromatography is carried out to the reaction mixture that described alumina column chromatography is collected, wherein, containing 8 kilograms of 60-100 order silica gel in described silicagel column, with 80%, the ethanol gradient elution of 95%, thin-layer chromatography detects (TLC), and identical merges containing single phosphatidylcholine spot stream part, collects reaction mixture;
Drying step: carry out vacuum concentration to products therefrom solution, lyophilize, obtains lecithin in high purity 2.16 kilograms.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110035326.4A CN102633832B (en) | 2011-02-09 | 2011-02-09 | Method for preparing high-purity phosphatidylcholine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110035326.4A CN102633832B (en) | 2011-02-09 | 2011-02-09 | Method for preparing high-purity phosphatidylcholine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102633832A CN102633832A (en) | 2012-08-15 |
| CN102633832B true CN102633832B (en) | 2015-07-22 |
Family
ID=46618424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110035326.4A Active CN102633832B (en) | 2011-02-09 | 2011-02-09 | Method for preparing high-purity phosphatidylcholine |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102633832B (en) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102924506A (en) * | 2012-11-20 | 2013-02-13 | 江南大学 | Preparation method of high-purity lecithin |
| CN103131736B (en) * | 2013-02-25 | 2015-08-05 | 上海艾韦特医药科技有限公司 | The preparations and applicatio of high purity lyso-phosphatidylcholine |
| WO2014154683A1 (en) * | 2013-03-26 | 2014-10-02 | Lipid Therapeutics Gmbh | Pharmaceutical formulation comprising phosphatidylcholine for the treatment of ulcerative colitis |
| CN103613612B (en) * | 2013-11-29 | 2016-04-27 | 翁源广业清怡食品科技有限公司 | A kind of preparation method of lecithin in high purity |
| CN104059949B (en) * | 2014-05-30 | 2017-02-15 | 广东省食品工业研究所 | Preparation method of phosphatidyl serine |
| CN104230982A (en) * | 2014-10-09 | 2014-12-24 | 陕西源邦生物技术有限公司 | Method for extracting high-content phosphatidylcholine from soybean powder phospholipids |
| CN105566381A (en) * | 2015-12-29 | 2016-05-11 | 成都普思生物科技股份有限公司 | Preparation method for phosphatidylcholine for injection |
| CN107056835A (en) * | 2017-05-12 | 2017-08-18 | 苏州富士莱医药股份有限公司 | A kind of preparation method of lecithin in high purity |
| CN107333894A (en) * | 2017-06-12 | 2017-11-10 | 芜湖福民生物药业股份有限公司 | Yoghourt containing phosphatidyl choline and preparation method thereof |
| CN107325125B (en) * | 2017-06-20 | 2019-06-04 | 山东中阳生物科技有限公司 | Soybean oil residue prepare hydrated phospholipids method and its hydrated phospholipids obtained |
| CN107459531A (en) * | 2017-07-13 | 2017-12-12 | 浙江省农业科学院 | The extraction of egg yolk lecithin and quality fidelity method |
| CN108997413A (en) * | 2018-07-19 | 2018-12-14 | 芜湖福民生物药业股份有限公司 | The preparation method of glycerolphosphocholine |
| CN108794523A (en) * | 2018-07-19 | 2018-11-13 | 芜湖福民生物药业股份有限公司 | The method of Purifing of Glycerol phosphatidyl choline |
| CN108969768A (en) * | 2018-08-25 | 2018-12-11 | 江苏曼氏生物科技股份有限公司 | A kind of medicinal clear soy phosphatide and preparation method thereof |
| CN111039976A (en) * | 2019-12-26 | 2020-04-21 | 江苏汉斯通药业有限公司 | Method for purifying soybean phosphatidylcholine by gradient method |
| CN113616596B (en) * | 2020-05-09 | 2023-05-12 | 南京绿叶制药有限公司 | Paclitaxel liposome pharmaceutical composition and preparation method thereof |
| CN115010750B (en) * | 2022-07-22 | 2023-09-12 | 山东欣康药业有限公司 | Soybean lecithin with high PC (polycarbonate) and PE (polyethylene) ratio and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1626539A (en) * | 2004-08-13 | 2005-06-15 | 河南工业大学 | Method for preparing lecithin in high purity |
-
2011
- 2011-02-09 CN CN201110035326.4A patent/CN102633832B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1626539A (en) * | 2004-08-13 | 2005-06-15 | 河南工业大学 | Method for preparing lecithin in high purity |
Also Published As
| Publication number | Publication date |
|---|---|
| CN102633832A (en) | 2012-08-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102633832B (en) | Method for preparing high-purity phosphatidylcholine | |
| US3652397A (en) | Preparation of phosphatides | |
| US8236978B2 (en) | Process for producing sphingomyelin and plasmalogen-form glycerophospholipid | |
| CN102093410B (en) | Method for separating and purifying L-alpha-glycerophosphorylcholine (L-alpha-GPC) by silica gel column chromatography | |
| Gray | Phosphatidyl-(N-acyl)-ethanolamine: a lipid component of mammalian epidermis | |
| CN106459828A (en) | Method and device for processing an organic oil in steps | |
| JP5013348B2 (en) | How to get sphingolipid | |
| JP2014140383A (en) | Highly purified acid type sophorolipid-containing material and production method thereof | |
| JP2010065167A (en) | Method for preparing plasmalogen-type phospholipid and sphingolipid | |
| CN105296556A (en) | Method for preparing omega-3 fatty acid-rich phospholipid by using algae oil | |
| CN110144369A (en) | A method of preparing high-purity lysophosphatidyl choline | |
| CN103509047B (en) | The extraction process of the phosphatidylcholine of a kind of antarctic krill and the preparation method of Phosphatidylserine | |
| EP2431020B1 (en) | Processes for the separation and purification of phosphatidylserine | |
| JPH0211234B2 (en) | ||
| Prasad et al. | Phospholipids of palash (Butea monosperma), papaya (Carica papaya), jangli badam (Sterculia foetida), coriander (Coriandrum sativum) and carrot (Daucus carota) seeds | |
| CN104531790A (en) | Preparation method of phospholipid DHA | |
| Choo et al. | Phospholipids from palm-pressed fiber | |
| JPH0687751B2 (en) | Method for collecting lysolecithin containing high concentration of lysophosphatidylcholine | |
| CN110760376B (en) | Novel algae oil purification method | |
| JP2012126910A (en) | Sphingolipid derived from fermentation lees | |
| Ramesh et al. | Selective extraction of phospholipids from egg yolk | |
| CN104262388A (en) | Preparation process of high-purity phosphatidylcholine | |
| CN104031950B (en) | It is a kind of to prepare the method rich in the polyunsaturated fatty acid phosphatide of n 3 | |
| JP3531876B2 (en) | Method for obtaining phospholipid composition containing docosahexaenoic acid | |
| JP5041790B2 (en) | Process for producing phosphatidylserine having polyunsaturated fatty acid as a constituent |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| PE01 | Entry into force of the registration of the contract for pledge of patent right | ||
| PE01 | Entry into force of the registration of the contract for pledge of patent right |
Denomination of invention: Method for preparing high-purity phosphatidylcholine Effective date of registration: 20171102 Granted publication date: 20150722 Pledgee: Beijing ustron Tongsheng financing Company limited by guarantee Pledgor: Beijing Gingko Group Biological Technology Co., Ltd. Registration number: 2017990001017 |
|
| PC01 | Cancellation of the registration of the contract for pledge of patent right | ||
| PC01 | Cancellation of the registration of the contract for pledge of patent right |
Date of cancellation: 20190430 Granted publication date: 20150722 Pledgee: Beijing ustron Tongsheng financing Company limited by guarantee Pledgor: Beijing Gingko Group Biological Technology Co., Ltd. Registration number: 2017990001017 |