SE501460C2 - Förfarande för framställning av högrenad fosfatidylinositol - Google Patents

Förfarande för framställning av högrenad fosfatidylinositol

Info

Publication number: SE501460C2
Authority: SE; Sweden
Prior art keywords: phosphatase; acid; mixture; phospholipase; phosphatidylinositol
Prior art date: 1989-08-30

Application number

SE9002674A

Other languages

English (en)

Swedish (sv)

Other versions

SE9002674L (sv

SE9002674D0 (sv

Inventor

Shoichi Shimizu

Tsuneo Yamane

Dongxiu Li

Lekh Raj Juneja

Original Assignee

Nisshin Oil Mills Ltd

Priority date (The priority date 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 date listed.)

1989-08-30

Filing date

1990-08-16

Publication date

1995-02-20

1990-08-16 Application filed by Nisshin Oil Mills Ltd filed Critical Nisshin Oil Mills Ltd

1990-08-16 Publication of SE9002674D0 publication Critical patent/SE9002674D0/xx

1991-03-01 Publication of SE9002674L publication Critical patent/SE9002674L/

1995-02-20 Publication of SE501460C2 publication Critical patent/SE501460C2/sv

Links

238000000034 method Methods 0.000 title claims abstract description 46
150000003905 phosphatidylinositols Chemical class 0.000 title claims abstract description 36
238000002360 preparation method Methods 0.000 title claims description 4
150000003904 phospholipids Chemical class 0.000 claims abstract description 55
102000011420 Phospholipase D Human genes 0.000 claims abstract description 33
108090000553 Phospholipase D Proteins 0.000 claims abstract description 33
102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 claims abstract description 19
108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 claims abstract description 19
239000000203 mixture Substances 0.000 claims description 27
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 27
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 26
102000013563 Acid Phosphatase Human genes 0.000 claims description 26
108010051457 Acid Phosphatase Proteins 0.000 claims description 26
GZCWLCBFPRFLKL-UHFFFAOYSA-N 1-prop-2-ynoxypropan-2-ol Chemical compound CC(O)COCC#C GZCWLCBFPRFLKL-UHFFFAOYSA-N 0.000 claims description 24
102000002260 Alkaline Phosphatase Human genes 0.000 claims description 22
108020004774 Alkaline Phosphatase Proteins 0.000 claims description 22
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 16
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 14
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
244000005700 microbiome Species 0.000 claims description 12
PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 claims description 11
230000007062 hydrolysis Effects 0.000 claims description 10
238000006460 hydrolysis reaction Methods 0.000 claims description 10
210000004185 liver Anatomy 0.000 claims description 9
210000000813 small intestine Anatomy 0.000 claims description 9
240000007124 Brassica oleracea Species 0.000 claims description 7
235000003899 Brassica oleracea var acephala Nutrition 0.000 claims description 7
235000011301 Brassica oleracea var capitata Nutrition 0.000 claims description 7
235000001169 Brassica oleracea var oleracea Nutrition 0.000 claims description 7
102000004190 Enzymes Human genes 0.000 claims description 7
108090000790 Enzymes Proteins 0.000 claims description 7
102000015439 Phospholipases Human genes 0.000 claims description 7
108010064785 Phospholipases Proteins 0.000 claims description 7
241000283690 Bos taurus Species 0.000 claims description 6
244000061456 Solanum tuberosum Species 0.000 claims description 6
235000002595 Solanum tuberosum Nutrition 0.000 claims description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 6
210000003734 kidney Anatomy 0.000 claims description 6
235000012015 potatoes Nutrition 0.000 claims description 6
238000005194 fractionation Methods 0.000 claims description 5
235000013336 milk Nutrition 0.000 claims description 5
210000004080 milk Anatomy 0.000 claims description 5
239000008267 milk Substances 0.000 claims description 5
210000002826 placenta Anatomy 0.000 claims description 5
244000068988 Glycine max Species 0.000 claims description 4
235000010469 Glycine max Nutrition 0.000 claims description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 4
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 4
240000007594 Oryza sativa Species 0.000 claims description 4
235000007164 Oryza sativa Nutrition 0.000 claims description 4
239000012190 activator Substances 0.000 claims description 4
KXGVEGMKQFWNSR-UHFFFAOYSA-N deoxycholic acid Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 KXGVEGMKQFWNSR-UHFFFAOYSA-N 0.000 claims description 4
235000009566 rice Nutrition 0.000 claims description 4
150000003839 salts Chemical class 0.000 claims description 4
210000000582 semen Anatomy 0.000 claims description 4
241000187362 Actinomadura Species 0.000 claims description 3
235000017060 Arachis glabrata Nutrition 0.000 claims description 3
244000105624 Arachis hypogaea Species 0.000 claims description 3
235000010777 Arachis hypogaea Nutrition 0.000 claims description 3
235000018262 Arachis monticola Nutrition 0.000 claims description 3
240000002791 Brassica napus Species 0.000 claims description 3
235000004977 Brassica sinapistrum Nutrition 0.000 claims description 3
241000195493 Cryptophyta Species 0.000 claims description 3
235000002767 Daucus carota Nutrition 0.000 claims description 3
244000000626 Daucus carota Species 0.000 claims description 3
244000020551 Helianthus annuus Species 0.000 claims description 3
235000003222 Helianthus annuus Nutrition 0.000 claims description 3
244000017020 Ipomoea batatas Species 0.000 claims description 3
235000002678 Ipomoea batatas Nutrition 0.000 claims description 3
244000000231 Sesamum indicum Species 0.000 claims description 3
235000003434 Sesamum indicum Nutrition 0.000 claims description 3
235000009337 Spinacia oleracea Nutrition 0.000 claims description 3
244000300264 Spinacia oleracea Species 0.000 claims description 3
241000187747 Streptomyces Species 0.000 claims description 3
241000282887 Suidae Species 0.000 claims description 3
235000021307 Triticum Nutrition 0.000 claims description 3
210000004556 brain Anatomy 0.000 claims description 3
239000006172 buffering agent Substances 0.000 claims description 3
244000309464 bull Species 0.000 claims description 3
210000001589 microsome Anatomy 0.000 claims description 3
239000003960 organic solvent Substances 0.000 claims description 3
235000020232 peanut Nutrition 0.000 claims description 3
210000002307 prostate Anatomy 0.000 claims description 3
BHQCQFFYRZLCQQ-UHFFFAOYSA-N (3alpha,5alpha,7alpha,12alpha)-3,7,12-trihydroxy-cholan-24-oic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 BHQCQFFYRZLCQQ-UHFFFAOYSA-N 0.000 claims description 2
UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 2
239000004380 Cholic acid Substances 0.000 claims description 2
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical group [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 2
239000003945 anionic surfactant Substances 0.000 claims description 2
239000001110 calcium chloride Substances 0.000 claims description 2
229910001628 calcium chloride Inorganic materials 0.000 claims description 2
235000019416 cholic acid Nutrition 0.000 claims description 2
BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 claims description 2
229960002471 cholic acid Drugs 0.000 claims description 2
KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 claims description 2
229960003964 deoxycholic acid Drugs 0.000 claims description 2
229910001629 magnesium chloride Inorganic materials 0.000 claims description 2
229910052943 magnesium sulfate Inorganic materials 0.000 claims description 2
235000019341 magnesium sulphate Nutrition 0.000 claims description 2
235000019333 sodium laurylsulphate Nutrition 0.000 claims description 2
241000700159 Rattus Species 0.000 claims 4
ZIIUUSVHCHPIQD-UHFFFAOYSA-N 2,4,6-trimethyl-N-[3-(trifluoromethyl)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)NC1=CC=CC(C(F)(F)F)=C1 ZIIUUSVHCHPIQD-UHFFFAOYSA-N 0.000 claims 3
229920000742 Cotton Polymers 0.000 claims 2
241000219146 Gossypium Species 0.000 claims 2
241000187708 Micromonospora Species 0.000 claims 2
241000203622 Nocardiopsis Species 0.000 claims 2
241000209140 Triticum Species 0.000 claims 2
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
239000003513 alkali Substances 0.000 abstract description 5
230000002378 acidificating effect Effects 0.000 abstract description 2
239000011541 reaction mixture Substances 0.000 abstract description 2
238000006243 chemical reaction Methods 0.000 description 14
239000002904 solvent Substances 0.000 description 14
239000007795 chemical reaction product Substances 0.000 description 10
239000007787 solid Substances 0.000 description 9
239000002244 precipitate Substances 0.000 description 8
239000000243 solution Substances 0.000 description 8
239000000047 product Substances 0.000 description 6
238000011084 recovery Methods 0.000 description 6
239000000872 buffer Substances 0.000 description 5
238000003756 stirring Methods 0.000 description 5
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 4
JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 description 4
239000000470 constituent Substances 0.000 description 4
WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 4
150000008104 phosphatidylethanolamines Chemical class 0.000 description 4
238000004809 thin layer chromatography Methods 0.000 description 4
JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
241000196324 Embryophyta Species 0.000 description 3
241001465754 Metazoa Species 0.000 description 3
239000000654 additive Substances 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
239000004615 ingredient Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
239000000758 substrate Substances 0.000 description 3
ASWBNKHCZGQVJV-HSZRJFAPSA-N 1-hexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP([O-])(=O)OCC[N+](C)(C)C ASWBNKHCZGQVJV-HSZRJFAPSA-N 0.000 description 2
QKNYBSVHEMOAJP-UHFFFAOYSA-N 2-amino-2-(hydroxymethyl)propane-1,3-diol;hydron;chloride Chemical compound Cl.OCC(N)(CO)CO QKNYBSVHEMOAJP-UHFFFAOYSA-N 0.000 description 2
BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 2
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
239000008351 acetate buffer Substances 0.000 description 2
230000000996 additive effect Effects 0.000 description 2
229910001424 calcium ion Inorganic materials 0.000 description 2
238000005119 centrifugation Methods 0.000 description 2
230000006866 deterioration Effects 0.000 description 2
238000000605 extraction Methods 0.000 description 2
238000004128 high performance liquid chromatography Methods 0.000 description 2
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
239000008347 soybean phospholipid Substances 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 description 1
244000020518 Carthamus tinctorius Species 0.000 description 1
235000003255 Carthamus tinctorius Nutrition 0.000 description 1
241000193401 Clostridium acetobutylicum Species 0.000 description 1
241000588724 Escherichia coli Species 0.000 description 1
ZWZWYGMENQVNFU-UHFFFAOYSA-N Glycerophosphorylserin Natural products OC(=O)C(N)COP(O)(=O)OCC(O)CO ZWZWYGMENQVNFU-UHFFFAOYSA-N 0.000 description 1
229930186217 Glycolipid Natural products 0.000 description 1
SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
241000287398 Nemalion vermiculare Species 0.000 description 1
241000169439 Nocar Species 0.000 description 1
102000045595 Phosphoprotein Phosphatases Human genes 0.000 description 1
108700019535 Phosphoprotein Phosphatases Proteins 0.000 description 1
241000206572 Rhodophyta Species 0.000 description 1
241000235346 Schizosaccharomyces Species 0.000 description 1
244000098338 Triticum aestivum Species 0.000 description 1
239000002253 acid Substances 0.000 description 1
125000002252 acyl group Chemical group 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000007853 buffer solution Substances 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 1
238000013375 chromatographic separation Methods 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
235000012343 cottonseed oil Nutrition 0.000 description 1
235000020247 cow milk Nutrition 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000003925 fat Substances 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
125000005456 glyceride group Chemical group 0.000 description 1
CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 description 1
229960000367 inositol Drugs 0.000 description 1
238000004811 liquid chromatography Methods 0.000 description 1
239000012528 membrane Substances 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
239000008363 phosphate buffer Substances 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
230000003248 secreting effect Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
229940083466 soybean lecithin Drugs 0.000 description 1
238000010186 staining Methods 0.000 description 1
235000000346 sugar Nutrition 0.000 description 1
150000008163 sugars Chemical class 0.000 description 1
238000012876 topography Methods 0.000 description 1
210000001835 viscera Anatomy 0.000 description 1
210000004885 white matter Anatomy 0.000 description 1
235000020138 yakult Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6481—Phosphoglycerides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Zoology (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Wood Science & Technology (AREA)
Biotechnology (AREA)
Microbiology (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Oil, Petroleum & Natural Gas (AREA)
Health & Medical Sciences (AREA)
Biochemistry (AREA)
Bioinformatics & Cheminformatics (AREA)
General Engineering & Computer Science (AREA)
General Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

SE9002674A 1989-08-30 1990-08-16 Förfarande för framställning av högrenad fosfatidylinositol SE501460C2 (sv)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP1223886A JPH0387191A (ja)	1989-08-30	1989-08-30	ホスファチジルイノシトールの製造方法

Publications (3)

Publication Number	Publication Date
SE9002674D0 SE9002674D0 (sv)	1990-08-16
SE9002674L SE9002674L (sv)	1991-03-01
SE501460C2 true SE501460C2 (sv)	1995-02-20

Family

ID=16805252

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SE9002674A SE501460C2 (sv)	1989-08-30	1990-08-16	Förfarande för framställning av högrenad fosfatidylinositol

Country Status (4)

Country	Link
US (1)	US5100787A (ja)
JP (1)	JPH0387191A (ja)
DE (1)	DE4027334A1 (ja)
SE (1)	SE501460C2 (ja)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IT1254991B (it) *	1992-06-24	1995-10-11	Chemi Spa	Procedimento per la preparazione di glicerofosfolipidi
US5462660A (en) *	1994-04-22	1995-10-31	The United States Of America As Represented By The Secretary Of Agriculture	High performance liquid chromatography injection system for the simultaneous concentration and analysis of trace components
CA2491555C (en) *	2002-07-10	2012-09-11	Massachusetts Institute Of Technology	Solid-phase and solution-phase synthesis of glycosylphosphatidylinositol glycans
US6878532B1 (en)	2003-04-28	2005-04-12	Sioux Biochemical, Inc.	Method of producing phosphatidylserine
AU2006270921A1 (en) *	2005-07-19	2007-01-25	Asahi Kasei Pharma Corporation	Novel phospholipid processing agent
US7825270B2 (en) *	2005-12-21	2010-11-02	Nutrimed Biotech	Inositolphospholipids and analogues: phosphatidylinositol products and processes
EP2090302A4 (en) *	2006-11-22	2010-01-20	Asahi Kasei Pharma Corp	DIETETIC SUPPLEMENT, ANTI-FATIGUE AGENT, PHYSICAL ENDURANCE ACTIVATOR, FUNCTIONAL FOOD, OR COSMETIC PRODUCT
JP2011211921A (ja) *	2010-03-31	2011-10-27	Sansho Kk	環状ホスファチジン酸の製造方法
CN102653778A (zh) *	2012-05-08	2012-09-05	广东省微生物研究所	一种磷脂酰肌醇的酶解制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3476770D1 (en) *	1983-04-11	1989-03-23	Meito Sangyo Kk	Production of primary or secondary alcohol derivatives of phospholipids by the enzymatic technique
JPS59187792A (ja) *	1983-04-11	1984-10-24	Meito Sangyo Kk	酵素法リン脂質糖類誘導体の製法
JPS6248390A (ja) *	1985-08-28	1987-03-03	Nisshin Oil Mills Ltd:The	リン脂質の精製法
US4977091A (en) *	1986-11-12	1990-12-11	Gilmanov Murat K	Method for preparing phosphatidylinositol from vegetable matter
JPS63192324A (ja) *	1986-12-19	1988-08-09	ニチアスセラテック株式会社	ロツクウ−ル細粒綿
JPS6416595A (en) *	1987-07-10	1989-01-20	Asahi Denka Kogyo Kk	Enzymatic decomposition of phospholipid

1989
- 1989-08-30 JP JP1223886A patent/JPH0387191A/ja active Pending
1990
- 1990-07-30 US US07/559,047 patent/US5100787A/en not_active Expired - Fee Related
- 1990-08-16 SE SE9002674A patent/SE501460C2/sv unknown
- 1990-08-29 DE DE4027334A patent/DE4027334A1/de not_active Withdrawn

Also Published As

Publication number	Publication date
JPH0387191A (ja)	1991-04-11
SE9002674L (sv)	1991-03-01
DE4027334A1 (de)	1991-03-07
US5100787A (en)	1992-03-31
SE9002674D0 (sv)	1990-08-16

Publication	Publication Date	Title
US5183750A (en)	1993-02-02	Processes for the production of phosphatidic acid
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