CN86106277A - 类可啉的分离方法 - Google Patents

类可啉的分离方法 Download PDF

Info

Publication number: CN86106277A
Authority: CN; China
Prior art keywords: water; corrinoid; miscible; contain; vitamin
Prior art date: 1985-09-16
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.): Pending

Application number

CN198686106277A

Other languages

English (en)

Chinese (zh)

Inventor

凯利门

杰克塞

西莫诺维

斯泰福考

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Richter Gedeon Vegyeszeti Gyar Nyrt

Original Assignee

Richter Gedeon Vegyeszeti Gyar RT

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.)

1985-09-16

Filing date

1986-09-15

Publication date

1987-06-03

1986-09-15 Application filed by Richter Gedeon Vegyeszeti Gyar RT filed Critical Richter Gedeon Vegyeszeti Gyar RT

1987-06-03 Publication of CN86106277A publication Critical patent/CN86106277A/zh

Status Pending legal-status Critical Current

Links

238000000926 separation method Methods 0.000 title claims abstract description 7
238000000034 method Methods 0.000 claims abstract description 59
102000002262 Thromboplastin Human genes 0.000 claims abstract description 43
108010000499 Thromboplastin Proteins 0.000 claims abstract description 42
238000001179 sorption measurement Methods 0.000 claims abstract description 13
238000010828 elution Methods 0.000 claims abstract description 5
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 87
LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 claims description 56
229940011671 vitamin b6 Drugs 0.000 claims description 56
239000000243 solution Substances 0.000 claims description 53
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 50
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 49
239000007864 aqueous solution Substances 0.000 claims description 19
-1 sulfurous acid ion Chemical class 0.000 claims description 14
239000002594 sorbent Substances 0.000 claims description 12
239000011877 solvent mixture Substances 0.000 claims description 11
150000002500 ions Chemical class 0.000 claims description 10
150000001875 compounds Chemical class 0.000 claims description 9
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims description 6
150000008040 ionic compounds Chemical class 0.000 claims description 6
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 5
DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 claims description 5
235000010259 potassium hydrogen sulphite Nutrition 0.000 claims description 5
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
229910052700 potassium Inorganic materials 0.000 claims description 4
239000011591 potassium Substances 0.000 claims description 4
KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 claims description 3
125000001931 aliphatic group Chemical group 0.000 claims 2
239000003960 organic solvent Substances 0.000 claims 2
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 claims 1
229910052708 sodium Inorganic materials 0.000 claims 1
239000011734 sodium Substances 0.000 claims 1
235000015424 sodium Nutrition 0.000 claims 1
239000003463 adsorbent Substances 0.000 abstract description 8
FDJOLVPMNUYSCM-WZHZPDAFSA-L cobalt(3+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+3].N#[C-].N([C@@H]([C@]1(C)[N-]\C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C(\C)/C1=N/C([C@H]([C@@]1(CC(N)=O)C)CCC(N)=O)=C\C1=N\C([C@H](C1(C)C)CCC(N)=O)=C/1C)[C@@H]2CC(N)=O)=C\1[C@]2(C)CCC(=O)NC[C@@H](C)OP([O-])(=O)O[C@H]1[C@@H](O)[C@@H](N2C3=CC(C)=C(C)C=C3N=C2)O[C@@H]1CO FDJOLVPMNUYSCM-WZHZPDAFSA-L 0.000 abstract 1
239000011715 vitamin B12 Substances 0.000 abstract 1
238000000855 fermentation Methods 0.000 description 34
230000004151 fermentation Effects 0.000 description 34
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 27
229920005989 resin Polymers 0.000 description 24
239000011347 resin Substances 0.000 description 24
239000000203 mixture Substances 0.000 description 20
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 12
239000000126 substance Substances 0.000 description 10
239000012141 concentrate Substances 0.000 description 9
239000000654 additive Substances 0.000 description 8
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 8
238000002360 preparation method Methods 0.000 description 8
239000000047 product Substances 0.000 description 8
238000005406 washing Methods 0.000 description 8
XQRJFEVDQXEIAX-JFYQDRLCSA-M cobinamide Chemical compound [Co]N([C@@H]1[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@H](O)C)\C2=C(C)/C([C@H](C\2(C)C)CCC(N)=O)=N/C/2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O XQRJFEVDQXEIAX-JFYQDRLCSA-M 0.000 description 7
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 7
238000000746 purification Methods 0.000 description 7
230000029087 digestion Effects 0.000 description 6
238000010521 absorption reaction Methods 0.000 description 5
125000004093 cyano group Chemical group *C#N 0.000 description 5
238000001704 evaporation Methods 0.000 description 5
230000008020 evaporation Effects 0.000 description 5
239000000463 material Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000002253 acid Substances 0.000 description 4
239000000908 ammonium hydroxide Substances 0.000 description 4
230000001580 bacterial effect Effects 0.000 description 4
229920001429 chelating resin Polymers 0.000 description 4
ASARMUCNOOHMLO-WLORSUFZSA-L cobalt(2+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2s)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+2].[N-]([C@@H]1[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@H](C)OP([O-])(=O)O[C@H]3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)\C2=C(C)/C([C@H](C\2(C)C)CCC(N)=O)=N/C/2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O ASARMUCNOOHMLO-WLORSUFZSA-L 0.000 description 4
239000013078 crystal Substances 0.000 description 4
238000005243 fluidization Methods 0.000 description 4
239000012535 impurity Substances 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
238000005119 centrifugation Methods 0.000 description 3
238000007599 discharging Methods 0.000 description 3
239000007788 liquid Substances 0.000 description 3
244000005700 microbiome Species 0.000 description 3
239000001301 oxygen Substances 0.000 description 3
229910052760 oxygen Inorganic materials 0.000 description 3
NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 3
229910000105 potassium hydride Inorganic materials 0.000 description 3
230000008929 regeneration Effects 0.000 description 3
238000011069 regeneration method Methods 0.000 description 3
101100313763 Arabidopsis thaliana TIM22-2 gene Proteins 0.000 description 2
241000894006 Bacteria Species 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
241000186660 Lactobacillus Species 0.000 description 2
241001282153 Scopelogadus mizolepis Species 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
238000002425 crystallisation Methods 0.000 description 2
230000008025 crystallization Effects 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
239000000284 extract Substances 0.000 description 2
239000012530 fluid Substances 0.000 description 2
238000011010 flushing procedure Methods 0.000 description 2
229940039696 lactobacillus Drugs 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
150000002825 nitriles Chemical class 0.000 description 2
239000002773 nucleotide Substances 0.000 description 2
125000003729 nucleotide group Chemical group 0.000 description 2
239000012071 phase Substances 0.000 description 2
238000001556 precipitation Methods 0.000 description 2
230000003068 static effect Effects 0.000 description 2
MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
LJUQGASMPRMWIW-UHFFFAOYSA-N 5,6-dimethylbenzimidazole Chemical compound C1=C(C)C(C)=CC2=C1NC=N2 LJUQGASMPRMWIW-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
241000186031 Corynebacteriaceae Species 0.000 description 1
241000186216 Corynebacterium Species 0.000 description 1
241000287828 Gallus gallus Species 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
206010020751 Hypersensitivity Diseases 0.000 description 1
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
239000005844 Thymol Substances 0.000 description 1
238000013019 agitation Methods 0.000 description 1
239000003513 alkali Substances 0.000 description 1
208000026935 allergic disease Diseases 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
ICAIHGOJRDCMHE-UHFFFAOYSA-O ammonium cyanide Chemical compound [NH4+].N#[C-] ICAIHGOJRDCMHE-UHFFFAOYSA-O 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000002585 base Substances 0.000 description 1
230000003570 biosynthesizing effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000002026 chloroform extract Substances 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
238000004140 cleaning Methods 0.000 description 1
239000000470 constituent Substances 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
230000002939 deleterious effect Effects 0.000 description 1
230000008021 deposition Effects 0.000 description 1
230000001079 digestive effect Effects 0.000 description 1
BDUPRNVPXOHWIL-UHFFFAOYSA-N dimethyl sulfite Chemical compound COS(=O)OC BDUPRNVPXOHWIL-UHFFFAOYSA-N 0.000 description 1
238000010494 dissociation reaction Methods 0.000 description 1
230000005593 dissociations Effects 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000000835 fiber Substances 0.000 description 1
238000011049 filling Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
230000009610 hypersensitivity Effects 0.000 description 1
230000003834 intracellular effect Effects 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
239000006210 lotion Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
238000004810 partition chromatography Methods 0.000 description 1
239000000276 potassium ferrocyanide Substances 0.000 description 1
239000012264 purified product Substances 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
230000002000 scavenging effect Effects 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical class [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
229940001584 sodium metabisulfite Drugs 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
239000001117 sulphuric acid Substances 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
XOGGUFAVLNCTRS-UHFFFAOYSA-N tetrapotassium;iron(2+);hexacyanide Chemical compound [K+].[K+].[K+].[K+].[Fe+2].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] XOGGUFAVLNCTRS-UHFFFAOYSA-N 0.000 description 1
229960000790 thymol Drugs 0.000 description 1
239000002351 wastewater Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H23/00—Compounds containing boron, silicon or a metal, e.g. chelates or vitamin B12
- 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
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/26—Preparation of nitrogen-containing carbohydrates
- C12P19/28—N-glycosides
- C12P19/42—Cobalamins, i.e. vitamin B12, LLD factor

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Wood Science & Technology (AREA)
Biochemistry (AREA)
Genetics & Genomics (AREA)
General Health & Medical Sciences (AREA)
Biotechnology (AREA)
Molecular Biology (AREA)
Zoology (AREA)
Chemical Kinetics & Catalysis (AREA)
Bioinformatics & Cheminformatics (AREA)
General Engineering & Computer Science (AREA)
Microbiology (AREA)
General Chemical & Material Sciences (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)

CN198686106277A 1985-09-16 1986-09-15 类可啉的分离方法 Pending CN86106277A (zh)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
HU347085A HU193812B (en)	1985-09-16	1985-09-16	Process for separating corrinoides
HU3470/85		1985-09-16

Publications (1)

Publication Number	Publication Date
CN86106277A true CN86106277A (zh)	1987-06-03

Family

ID=10964151

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CN198686106277A Pending CN86106277A (zh)	1985-09-16	1986-09-15	类可啉的分离方法

Country Status (8)

Country	Link
JP (1)	JPS6296490A (fr)
CN (1)	CN86106277A (fr)
BE (1)	BE905410A (fr)
DE (1)	DE3629985A1 (fr)
ES (1)	ES2001685A6 (fr)
FR (1)	FR2587362B1 (fr)
GB (1)	GB2180538B (fr)
HU (1)	HU193812B (fr)

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CH339323A (de) *	1954-02-27	1959-06-30	Aschaffenburger Zellstoffwerke	Verfahren zur Reinigung von Vitaminen der B12-Gruppe unter Verwendung von Montmorillonit
GB1291149A (en) *	1970-10-23	1972-09-27	Moslovsky T I Pischevoi Promy	Method of isolating vitamin b12 from fermentation broth
US4383110A (en) *	1980-11-29	1983-05-10	Nippon Oil Company, Ltd.	Process for purifying and separating vitamin B12
US4544633A (en) *	1982-02-26	1985-10-01	Nippon Oil Company, Ltd.	Process for producing vitamin B12 by the fermentation technique, and vitamin B12 -producing microorganism
JPS5995298A (ja) *	1982-11-22	1984-06-01	Nippon Oil Co Ltd	ビタミンｂ↓１↓２の精製分離方法
EP0109859A3 (fr) *	1982-11-22	1985-09-11	Nippon Oil Co. Ltd.	Procédé de purification et de séparation de la vitamine B12
HU188425B (en) *	1983-02-11	1986-04-28	Richter Gedeon Vegyeszeti Gyar Rt,Hu	Process for the treatment of fermantation liquors containing vitamine b down 12 and other corrinoids and for preparing vitamine b down 12 concentrates
JPS6016597A (ja) *	1983-07-08	1985-01-28	Kureha Chem Ind Co Ltd	ビタミンｂ１２の生産方法
HU192245B (en) *	1983-10-04	1987-05-28	Richter Gedeon Vegyeszet	Process for transforming corrinoids produced by microorganisms to cyano-corrinoids

1985
- 1985-09-16 HU HU347085A patent/HU193812B/hu not_active IP Right Cessation
1986
- 1986-09-03 DE DE19863629985 patent/DE3629985A1/de not_active Withdrawn
- 1986-09-10 BE BE07217145A patent/BE905410A/fr not_active IP Right Cessation
- 1986-09-12 FR FR8612773A patent/FR2587362B1/fr not_active Expired - Lifetime
- 1986-09-15 CN CN198686106277A patent/CN86106277A/zh active Pending
- 1986-09-15 ES ES8601907A patent/ES2001685A6/es not_active Expired
- 1986-09-16 JP JP21605786A patent/JPS6296490A/ja active Pending
- 1986-09-16 GB GB8622276A patent/GB2180538B/en not_active Expired

Also Published As

Publication number	Publication date
BE905410A (fr)	1986-12-31
HU193812B (en)	1987-12-28
FR2587362A1 (fr)	1987-03-20
GB2180538B (en)	1989-08-23
HUT41046A (en)	1987-03-30
DE3629985A1 (de)	1987-03-26
FR2587362B1 (fr)	1990-01-12
GB2180538A (en)	1987-04-01
ES2001685A6 (es)	1988-06-01
JPS6296490A (ja)	1987-05-02
GB8622276D0 (en)	1986-10-22

Legal Events

Date	Code	Title
1987-06-03	C06	Publication
1987-06-03	PB01	Publication
1989-01-11	C10	Entry into substantive examination
1989-01-11	SE01	Entry into force of request for substantive examination
1992-05-27	C01	Deemed withdrawal of patent application (patent law 1993)
1992-05-27	WD01	Invention patent application deemed withdrawn after publication

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EP0151470B1 (fr)	1989-06-07	Procédé d'obtention d'acide citrique
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HU197917B (en)	1989-06-28	Process for cleaning glycosides with anthracyclinone skeleton by selective adsorption on resins
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