ATE525475T1 - Verfahren zur herstellung von penicillin- oder cephalosporin-antibiotika - Google Patents

Verfahren zur herstellung von penicillin- oder cephalosporin-antibiotika

Info

Publication number: ATE525475T1
Authority: AT; Austria
Prior art keywords: ccm; recombinant; coli; amide; methyl ester
Prior art date: 2007-07-27

Application number

AT07859596T

Other languages

English (en)

Inventor

Anupama Datla

Vyasarayani Rajasekar

Pavel Kyslik

Stanislav Becka

Ashar Krishnakant

Zambre Yogesh

Kumar Nikunj

Original Assignee

Fermenta Biotech Ltd

Mikrobiologicky Ustac Avcr V V I

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.)

2007-07-27

Filing date

2007-07-27

Publication date

2011-10-15

2007-07-27 Application filed by Fermenta Biotech Ltd, Mikrobiologicky Ustac Avcr V V I filed Critical Fermenta Biotech Ltd

2011-10-15 Application granted granted Critical

2011-10-15 Publication of ATE525475T1 publication Critical patent/ATE525475T1/de

Links

239000003242 anti bacterial agent Substances 0.000 title abstract 2
229940088710 antibiotic agent Drugs 0.000 title abstract 2
229930186147 Cephalosporin Natural products 0.000 title 1
229930182555 Penicillin Natural products 0.000 title 1
JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 title 1
229940124587 cephalosporin Drugs 0.000 title 1
150000001780 cephalosporins Chemical class 0.000 title 1
238000004519 manufacturing process Methods 0.000 title 1
229940049954 penicillin Drugs 0.000 title 1
108010073038 Penicillin Amidase Proteins 0.000 abstract 4
108090000790 Enzymes Proteins 0.000 abstract 2
102000004190 Enzymes Human genes 0.000 abstract 2
241000672609 Escherichia coli BL21 Species 0.000 abstract 2
150000001408 amides Chemical class 0.000 abstract 2
239000011942 biocatalyst Substances 0.000 abstract 2
230000015572 biosynthetic process Effects 0.000 abstract 2
238000003786 synthesis reaction Methods 0.000 abstract 2
NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 abstract 1
NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 abstract 1
NVIAYEIXYQCDAN-CLZZGJSISA-N 7beta-aminodeacetoxycephalosporanic acid Chemical compound S1CC(C)=C(C(O)=O)N2C(=O)[C@@H](N)[C@@H]12 NVIAYEIXYQCDAN-CLZZGJSISA-N 0.000 abstract 1
241000590020 Achromobacter Species 0.000 abstract 1
229960003022 amoxicillin Drugs 0.000 abstract 1
LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 abstract 1
229960000723 ampicillin Drugs 0.000 abstract 1
AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 abstract 1
239000003782 beta lactam antibiotic agent Substances 0.000 abstract 1
229960004841 cefadroxil Drugs 0.000 abstract 1
NBFNMSULHIODTC-CYJZLJNKSA-N cefadroxil 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=C(O)C=C1 NBFNMSULHIODTC-CYJZLJNKSA-N 0.000 abstract 1
229940106164 cephalexin Drugs 0.000 abstract 1
ZAIPMKNFIOOWCQ-UEKVPHQBSA-N cephalexin Chemical compound 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 ZAIPMKNFIOOWCQ-UEKVPHQBSA-N 0.000 abstract 1
238000002955 isolation Methods 0.000 abstract 1
SZBDOFWNZVHVGR-MRVPVSSYSA-N methyl (2r)-2-amino-2-(4-hydroxyphenyl)acetate Chemical compound COC(=O)[C@H](N)C1=CC=C(O)C=C1 SZBDOFWNZVHVGR-MRVPVSSYSA-N 0.000 abstract 1
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 abstract 1
239000012038 nucleophile Substances 0.000 abstract 1
LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 abstract 1
239000013612 plasmid Substances 0.000 abstract 1
239000011541 reaction mixture Substances 0.000 abstract 1
239000002132 β-lactam antibiotic Substances 0.000 abstract 1
229940124586 β-lactam antibiotics Drugs 0.000 abstract 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
- C12P35/00—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin
- C12P35/04—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin by acylation of the substituent in the 7 position
- 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
- C12P37/00—Preparation of compounds having a 4-thia-1-azabicyclo [3.2.0] heptane ring system, e.g. penicillin
- C12P37/04—Preparation of compounds having a 4-thia-1-azabicyclo [3.2.0] heptane ring system, e.g. penicillin by acylation of the substituent in the 6 position

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Zoology (AREA)
Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Chemical Kinetics & Catalysis (AREA)
Microbiology (AREA)
General Chemical & Material Sciences (AREA)
Biotechnology (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)
Enzymes And Modification Thereof (AREA)

AT07859596T 2007-07-27 2007-07-27 Verfahren zur herstellung von penicillin- oder cephalosporin-antibiotika ATE525475T1 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
PCT/IN2007/000319 WO2009016642A1 (en)	2007-07-27	2007-07-27	Process for the preparation of immobilized recombinant penicillin acylase catalyst from achromobacter sp. ccm 4824 expressed in e. coli bl 21 ccm 7394 and its use for the synthesis of beta-lactam antibiotics

Publications (1)

Publication Number	Publication Date
ATE525475T1 true ATE525475T1 (de)	2011-10-15

Family

ID=39494185

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AT07859596T ATE525475T1 (de)	2007-07-27	2007-07-27	Verfahren zur herstellung von penicillin- oder cephalosporin-antibiotika

Country Status (6)

Country	Link
US (1)	US20100190206A1 (de)
EP (1)	EP2173892B8 (de)
KR (1)	KR20100072171A (de)
CN (1)	CN101802212B (de)
AT (1)	ATE525475T1 (de)
WO (1)	WO2009016642A1 (de)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP2513327B1 (de) *	2009-12-14	2016-06-29	DSM Sinochem Pharmaceuticals Netherlands B.V.	Herstellungsverfahren für cephradin
CA2803959C (en)	2010-06-30	2021-01-19	Codexis, Inc.	Chemically modified carbonic anhydrases useful in carbon capture systems
CN102660621B (zh) *	2012-05-04	2014-10-22	联邦制药(内蒙古)有限公司	一种改进的酶法制备阿莫西林的方法
KR102299416B1 (ko)	2015-02-27	2021-09-07	(주)아모레퍼시픽	한라구절초 향취를 재현한 항료 조성물
CN105567777A (zh) *	2016-03-07	2016-05-11	内蒙古常盛制药有限公司	一种循环利用阿莫西林母液的方法
KR101985911B1 (ko) *	2017-12-28	2019-06-04	아미코젠주식회사	Achromobacter sp. CCM 4824 유래 페니실린 G 아실라제 변이체 및 이의 이용
CN115975881B (zh) *	2022-12-14	2023-09-01	中国农业大学	硒挥发无色杆菌r39及其应用
WO2025111352A1 (en) *	2023-11-21	2025-05-30	Veterinary Pharmacy Corporation	Formulations of penicillin and methods for stabilizing penicillin
CN119899124B (zh) *	2025-01-18	2026-01-09	哈尔滨商业大学	一种次级代谢产物、制备方法及其应用

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ES2139923T3 (es) *	1994-07-18	2000-02-16	Dsm Nv	Procedimiento para preparar beta-lactamas a concentraciones de reaccionantes constantemente altas.
US5916762A (en) *	1995-03-31	1999-06-29	Chemferm V.O.F.	Process for the recovery of ampicillin
CA2270400C (en)	1996-11-05	2010-09-28	Bristol-Myers Squibb Company	Mutant penicillin g acylases
ZA983387B (en) *	1997-04-22	1999-01-26	Gist Brocades Bv	A method for preparing a beta-lactam antibiotic
DE10256656A1 (de) *	2002-12-03	2004-06-17	Röhm GmbH & Co. KG	Verfahren zur Herstellung von Cephalexin
CZ200782A3 (cs)	2007-01-31	2009-05-27	Mikrobiologický ústav AV CR, v.v.i.	Sekvence nukleotidu o velikosti 2646 bp, kódující penicilinacylázu, nové konstrukty rekombinantní nukleové kyseliny a rekombinantní mikroorganismy nesoucí tuto sekvenci

2007
- 2007-07-27 AT AT07859596T patent/ATE525475T1/de active
- 2007-07-27 KR KR1020107003949A patent/KR20100072171A/ko not_active Ceased
- 2007-07-27 EP EP07859596A patent/EP2173892B8/de not_active Not-in-force
- 2007-07-27 US US12/670,792 patent/US20100190206A1/en not_active Abandoned
- 2007-07-27 CN CN2007801000191A patent/CN101802212B/zh not_active Expired - Fee Related
- 2007-07-27 WO PCT/IN2007/000319 patent/WO2009016642A1/en not_active Ceased

Also Published As

Publication number	Publication date
KR20100072171A (ko)	2010-06-30
EP2173892B8 (de)	2012-08-01
EP2173892B1 (de)	2011-09-21
EP2173892A1 (de)	2010-04-14
WO2009016642A1 (en)	2009-02-05
US20100190206A1 (en)	2010-07-29
CN101802212A (zh)	2010-08-11
CN101802212B (zh)	2013-08-28

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