FR2241557A1 - 7-Amino-desacetoxy cephalosporanic acid prepn - from cephalosporin C, using an amido hydrolase enzyme - Google Patents
7-Amino-desacetoxy cephalosporanic acid prepn - from cephalosporin C, using an amido hydrolase enzymeInfo
- Publication number
- FR2241557A1 FR2241557A1 FR7330401A FR7330401A FR2241557A1 FR 2241557 A1 FR2241557 A1 FR 2241557A1 FR 7330401 A FR7330401 A FR 7330401A FR 7330401 A FR7330401 A FR 7330401A FR 2241557 A1 FR2241557 A1 FR 2241557A1
- Authority
- FR
- France
- Prior art keywords
- cephalosporin
- amino
- hydrolase enzyme
- cephalosporanic acid
- prepn
- 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.)
- Granted
Links
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
- C12P35/02—Preparation of compounds having a 5-thia-1-azabicyclo [4.2.0] octane ring system, e.g. cephalosporin by desacylation of the substituent in the 7 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)
- Cephalosporin Compounds (AREA)
Abstract
In the prepn. of cpds. of formula (I) from cephalosporin C, the cephalosporin is first treated with amido-hydrolase enzyme (international classification 3-5-2) to deacylate posn. 7 then the acetoxy function in posn. 3 is reduced to obtain the 3-methyl-3-cephem. (I) are therapeutically active cpds; single stage process gives practically quantitative yields. The cephalosporanic and enzyme extract are pref. in an impure form to eliminate costly purificn. procedures. The reducing agent is pref. sodium borohydride.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7330401A FR2241557A1 (en) | 1973-08-22 | 1973-08-22 | 7-Amino-desacetoxy cephalosporanic acid prepn - from cephalosporin C, using an amido hydrolase enzyme |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7330401A FR2241557A1 (en) | 1973-08-22 | 1973-08-22 | 7-Amino-desacetoxy cephalosporanic acid prepn - from cephalosporin C, using an amido hydrolase enzyme |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2241557A1 true FR2241557A1 (en) | 1975-03-21 |
FR2241557B1 FR2241557B1 (en) | 1977-08-05 |
Family
ID=9124186
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7330401A Granted FR2241557A1 (en) | 1973-08-22 | 1973-08-22 | 7-Amino-desacetoxy cephalosporanic acid prepn - from cephalosporin C, using an amido hydrolase enzyme |
Country Status (1)
Country | Link |
---|---|
FR (1) | FR2241557A1 (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4981789A (en) * | 1987-03-18 | 1991-01-01 | Merck & Co., Inc. | One-step enzymatic conversion of cephalosporin C and derivatives to 7-aminocephalosporanic acid and derivatives |
US5104800A (en) * | 1989-06-27 | 1992-04-14 | Merck & Co., Inc. | One-step cephalosporin c amidase enzyme |
US5229274A (en) * | 1989-06-27 | 1993-07-20 | Merck & Co., Inc. | Gene encoding one step cephalosporin C amidase and expression thereof in recombinant bacillus |
US5559005A (en) * | 1991-10-15 | 1996-09-24 | Merck & Co., Inc. | Bioprocess for preparing 7-ACA and 7-ADAC |
US6642020B2 (en) | 2001-04-19 | 2003-11-04 | Bioferma Murcia S.A. | Process for preparing cephalosporin derivatives |
-
1973
- 1973-08-22 FR FR7330401A patent/FR2241557A1/en active Granted
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4981789A (en) * | 1987-03-18 | 1991-01-01 | Merck & Co., Inc. | One-step enzymatic conversion of cephalosporin C and derivatives to 7-aminocephalosporanic acid and derivatives |
US5104800A (en) * | 1989-06-27 | 1992-04-14 | Merck & Co., Inc. | One-step cephalosporin c amidase enzyme |
US5229274A (en) * | 1989-06-27 | 1993-07-20 | Merck & Co., Inc. | Gene encoding one step cephalosporin C amidase and expression thereof in recombinant bacillus |
US5559005A (en) * | 1991-10-15 | 1996-09-24 | Merck & Co., Inc. | Bioprocess for preparing 7-ACA and 7-ADAC |
US5629171A (en) * | 1991-10-15 | 1997-05-13 | Gist-Brocades B.V. | Recombinant bioprocess for the preparation of 7-amino cephalosporanic acid (7-ACA) |
US6642020B2 (en) | 2001-04-19 | 2003-11-04 | Bioferma Murcia S.A. | Process for preparing cephalosporin derivatives |
US6730497B2 (en) | 2001-04-19 | 2004-05-04 | Bioferma Murcia S.A. | Process for preparing cephalosporanic acid derivatives using β-ketoacid derivatives |
Also Published As
Publication number | Publication date |
---|---|
FR2241557B1 (en) | 1977-08-05 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |