DE2241091C3 - - Google Patents

Info

Publication number: DE2241091C3
Authority: DE; Germany
Prior art keywords: enzyme; cephalexin; cells; adca; hours
Prior art date: 1971-08-20
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.): Expired

Application number

DE19722241091

Other languages

German (de)

English (en)

Other versions

DE2241091A1 (de

DE2241091B2 (de

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.)

1971-08-20

Filing date

1972-08-21

Publication date

1976-10-07

1971-08-20 Priority claimed from JP46063715A external-priority patent/JPS5231436B2/ja

1972-01-14 Priority claimed from JP640772A external-priority patent/JPS552958B2/ja

1972-08-21 Application filed filed Critical

1973-03-15 Publication of DE2241091A1 publication Critical patent/DE2241091A1/de

1976-02-05 Publication of DE2241091B2 publication Critical patent/DE2241091B2/de

1976-10-07 Application granted granted Critical

1976-10-07 Publication of DE2241091C3 publication Critical patent/DE2241091C3/de

Status Granted legal-status Critical Current

Links

108090000790 Enzymes Proteins 0.000 claims description 36
102000004190 Enzymes Human genes 0.000 claims description 36
NVIAYEIXYQCDAN-CLZZGJSISA-N 7β-aminodeacetoxycephalosporanic acid Chemical compound S1CC(C)=C(C(O)=O)N2C(=O)[C@@H](N)[C@@H]12 NVIAYEIXYQCDAN-CLZZGJSISA-N 0.000 claims description 30
244000005700 microbiome Species 0.000 claims description 24
241000590020 Achromobacter Species 0.000 claims description 18
238000002360 preparation method Methods 0.000 claims description 13
238000000034 method Methods 0.000 claims description 11
125000004494 ethyl ester group Chemical group 0.000 claims description 7
241000607598 Vibrio Species 0.000 claims description 4
210000004027 cells Anatomy 0.000 description 42
AVGYWQBCYZHHPN-CYJZLJNKSA-N cephalexin monohydrate Chemical compound O.C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=CC=C1 AVGYWQBCYZHHPN-CYJZLJNKSA-N 0.000 description 39
229940106164 Cephalexin Drugs 0.000 description 38
229960003525 cefalexin Drugs 0.000 description 38
229940088598 Enzyme Drugs 0.000 description 34
CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 24
239000000969 carrier Substances 0.000 description 18
239000000243 solution Substances 0.000 description 16
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239000002609 media Substances 0.000 description 14
239000004793 Polystyrene Substances 0.000 description 13
238000005917 acylation reaction Methods 0.000 description 13
WCUXLLCKKVVCTQ-UHFFFAOYSA-M potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 12
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229940041514 Candida albicans extract Drugs 0.000 description 7
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QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
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OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
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BHFLUDRTVIDDOR-MRVPVSSYSA-N methyl (2R)-2-amino-2-phenylacetate Chemical compound COC(=O)[C@H](N)C1=CC=CC=C1 BHFLUDRTVIDDOR-MRVPVSSYSA-N 0.000 description 4
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BFSVOASYOCHEOV-UHFFFAOYSA-N Diethylethanolamine Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 3
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DTHMTBUWTGVEFG-DDWIOCJRSA-N methyl (2R)-2-amino-2-phenylacetate;hydrochloride Chemical compound Cl.COC(=O)[C@H](N)C1=CC=CC=C1 DTHMTBUWTGVEFG-DDWIOCJRSA-N 0.000 description 3
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DTQVDTLACAAQTR-UHFFFAOYSA-N trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
ZGUNAGUHMKGQNY-UHFFFAOYSA-N α-phenylglycine Chemical compound OC(=O)C(N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-UHFFFAOYSA-N 0.000 description 2
IKWLIQXIPRUIDU-ZCFIWIBFSA-N (6R)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound OC(=O)C1=CCS[C@@H]2CC(=O)N12 IKWLIQXIPRUIDU-ZCFIWIBFSA-N 0.000 description 1
FURUSGMMMFSWDW-UHFFFAOYSA-N 2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]acetic acid Chemical class CC(C)(C)OC(=O)NC1=CC=CC=C1CC(O)=O FURUSGMMMFSWDW-UHFFFAOYSA-N 0.000 description 1
KRKNYBCHXYNGOX-UHFFFAOYSA-K 2qpq Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
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241000194107 Bacillus megaterium Species 0.000 description 1
240000008371 Bacillus subtilis Species 0.000 description 1
229940075615 Bacillus subtilis Drugs 0.000 description 1
235000014469 Bacillus subtilis Nutrition 0.000 description 1
229940105657 CATALASE Drugs 0.000 description 1
229960001927 Cetylpyridinium Chloride Drugs 0.000 description 1
YMKDRGPMQRFJGP-UHFFFAOYSA-M Cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 1
GUBGYTABKSRVRQ-CUHNMECISA-N D-Cellobiose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-CUHNMECISA-N 0.000 description 1
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N D-sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
101710034658 DNASE1 Proteins 0.000 description 1
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102000016938 EC 1.11.1.6 Human genes 0.000 description 1
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239000004471 Glycine Substances 0.000 description 1
240000007842 Glycine max Species 0.000 description 1
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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
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JYJIGFIDKWBXDU-MNNPPOADSA-N Inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 description 1
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239000011780 sodium chloride Substances 0.000 description 1
CDMLLMOLWUKNEK-AOHDELFNSA-M sodium;2-[[8-[2-[(6S,8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-6,10,13-trimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethoxy]-8-oxooctanoyl]-methylamino]ethanesulfonate Chemical compound [Na+].C([C@@]12C)=CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)COC(=O)CCCCCCC(=O)N(C)CCS([O-])(=O)=O)CC[C@H]21 CDMLLMOLWUKNEK-AOHDELFNSA-M 0.000 description 1
239000002904 solvent Substances 0.000 description 1
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DE19722241091 1971-08-20 1972-08-21 Verfahren zur herstellung von 7- (d-alpha-aminophenylacetoamido)-desace- toxy-cephalosporansaeure Granted DE2241091B2 (de)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
JP6371571		1971-08-20
JP46063715A JPS5231436B2 (ja)	1971-08-20	1971-08-20
JP640772A JPS552958B2 (ja)	1972-01-14	1972-01-14
JP640772		1972-01-14

Publications (3)

Publication Number	Publication Date
DE2241091A1 DE2241091A1 (de)	1973-03-15
DE2241091B2 DE2241091B2 (de)	1976-02-05
DE2241091C3 true DE2241091C3 (ja)	1976-10-07

Family

ID=26340537

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE19722241091 Granted DE2241091B2 (de)	1971-08-20	1972-08-21	Verfahren zur herstellung von 7- (d-alpha-aminophenylacetoamido)-desace- toxy-cephalosporansaeure

Country Status (12)

Country	Link
AT (1)	AT324548B (ja)
AU (1)	AU445437B2 (ja)
BE (1)	BE787793A (ja)
CA (1)	CA986440A (ja)
CH (1)	CH588496A5 (ja)
DD (1)	DD101166A5 (ja)
DE (1)	DE2241091B2 (ja)
FR (1)	FR2150380B1 (ja)
GB (1)	GB1347665A (ja)
HU (1)	HU164997B (ja)
NL (1)	NL7211406A (ja)
SE (1)	SE404928B (ja)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5231035B2 (ja) *	1972-08-22	1977-08-12
FR2440402B1 (fr) *	1978-10-30	1981-08-14	Inst Nat Rech Chimique	Procede d'immobilisation de micro-organismes et ses applications
IT1274658B (it) *	1995-02-28	1997-07-18	Acs Dobfar Spa	Procedimento enzimatico migliorato per la produzione di penicilline e cefalosporine

1972
- 1972-08-18 CA CA150,260A patent/CA986440A/en not_active Expired
- 1972-08-18 SE SE1072172A patent/SE404928B/xx unknown
- 1972-08-18 HU HUTO000884 patent/HU164997B/hu unknown
- 1972-08-18 FR FR7229647A patent/FR2150380B1/fr not_active Expired
- 1972-08-18 GB GB3858772A patent/GB1347665A/en not_active Expired
- 1972-08-19 CH CH1231972A patent/CH588496A5/xx not_active IP Right Cessation
- 1972-08-21 AU AU45781/72A patent/AU445437B2/en not_active Expired
- 1972-08-21 DE DE19722241091 patent/DE2241091B2/de active Granted
- 1972-08-21 NL NL7211406A patent/NL7211406A/xx not_active Application Discontinuation
- 1972-08-21 AT AT719272A patent/AT324548B/de not_active IP Right Cessation
- 1972-08-21 BE BE787793A patent/BE787793A/xx unknown
- 1972-08-21 DD DD16516072A patent/DD101166A5/xx unknown

Publication	Publication Date	Title
DE3880585T2 (de)	1993-08-12	Acylaminosaeure-racemase, herstellung und verwendung.
DE2614114B2 (de)	1978-08-31	Verfahren zur Herstellung von Kreatininamidohydrolase
IL24529A (en)	1969-04-30	Process for preparing cephalosporin derivatives
DE3873845T2 (de)	1993-02-04	Antimikrobielles agens, fr 109 615 und seine herstellung.
DE2313546A1 (de)	1973-09-27	Mikrobielle protease und verfahren zu ihrer herstellung
DE2757980C2 (ja)	1991-11-07
DE3629242C2 (de)	1993-12-02	Verfahren zur Herstellung von L-Aminosäuren
DE2241091C3 (ja)	1976-10-07
DE2502706A1 (de)	1975-09-25	Verfahren zur herstellung von 7-amino-cephem-verbindungen
DE3027380A1 (de)	1981-01-29	Herstellung eines cephalosporins durch fermentierung
DE2811303C3 (de)	1981-05-21	Enzymatische Komplexe, die zur Umwandlung racemischer Hydantoine in optisch aktive Aminosäuren geeignet sind, sowie deren Anwendung
DE2241091B2 (de)	1976-02-05	Verfahren zur herstellung von 7- (d-alpha-aminophenylacetoamido)-desace- toxy-cephalosporansaeure
DE2331295A1 (de)	1974-01-03	Verfahren zur herstellung von 7-aminodesacetoxy-cephalosporansaeure
DE3689181T2 (de)	1994-05-05	Thermostabile Tryptophanase, Verfahren zu deren Herstellung und thermostabile Tryptophanase erzeugender Mikroorganismus.
JPH022589B2 (ja)	1990-01-18
JP3067183B2 (ja)	2000-07-17	Ｆｒ９００５０６物質の製造法
DE2318650C2 (de)	1982-11-25	Fermentative Herstellung von Deacetylcephalosporin C
JP2868237B2 (ja)	1999-03-10	新規生理活性物質ｏｍ―６５１９およびその製造法
DE3018584A1 (de)	1980-11-27	Verfahren zur herstellung von d- alpha -aminosaeuren
DE2509337A1 (de)	1975-09-18	Verfahren zur herstellung von antibiotischen verbindungen des cephamycintyps
DE2659878B2 (de)	1979-03-01	Verfahren zur Herstellung von Kreatinamidinohydrolase
JPH0547560B2 (ja)	1993-07-19
US2965547A (en)	1960-12-20	Process for the production of l-6-diazo-5-oxonorleucine
DE2212276C3 (de)	1977-04-21	Verfahren zur Herstellung von 7-Aminodesacetoxy-cephalospora nsäure
AT234274B (de)	1964-06-25	Verfahren zur Züchtung von Bakterien zwecks Gewinnung von 6-Aminopenicillansäure aus Penicillinen