IE36334L - Enzymatic hydrolysis of penicillins and cephalosporins:¹enzymes on filament substrates. - Google Patents
Enzymatic hydrolysis of penicillins and cephalosporins:¹enzymes on filament substrates.Info
- Publication number
- IE36334L IE36334L IE720561A IE56172A IE36334L IE 36334 L IE36334 L IE 36334L IE 720561 A IE720561 A IE 720561A IE 56172 A IE56172 A IE 56172A IE 36334 L IE36334 L IE 36334L
- Authority
- IE
- Ireland
- Prior art keywords
- filament
- penicillins
- enzyme
- ring structure
- substance
- Prior art date
Links
- 229930182555 Penicillin Natural products 0.000 title abstract 7
- 150000002960 penicillins Chemical class 0.000 title abstract 7
- 229930186147 Cephalosporin Natural products 0.000 title abstract 3
- 229940124587 cephalosporin Drugs 0.000 title abstract 3
- 150000001780 cephalosporins Chemical class 0.000 title abstract 3
- 230000007071 enzymatic hydrolysis Effects 0.000 title 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 title 1
- 239000000758 substrate Substances 0.000 title 1
- 102000004190 Enzymes Human genes 0.000 abstract 8
- 108090000790 Enzymes Proteins 0.000 abstract 8
- 239000000126 substance Substances 0.000 abstract 6
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 238000000034 method Methods 0.000 abstract 4
- 229920000642 polymer Polymers 0.000 abstract 3
- 239000012429 reaction media Substances 0.000 abstract 3
- 230000000717 retained effect Effects 0.000 abstract 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 241000186046 Actinomyces Species 0.000 abstract 1
- 241000588813 Alcaligenes faecalis Species 0.000 abstract 1
- 241000223600 Alternaria Species 0.000 abstract 1
- 241000228212 Aspergillus Species 0.000 abstract 1
- 241000194107 Bacillus megaterium Species 0.000 abstract 1
- 241000123650 Botrytis cinerea Species 0.000 abstract 1
- 229920002284 Cellulose triacetate Polymers 0.000 abstract 1
- 241000588724 Escherichia coli Species 0.000 abstract 1
- 239000001856 Ethyl cellulose Substances 0.000 abstract 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 abstract 1
- 241000588915 Klebsiella aerogenes Species 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 abstract 1
- 241000235395 Mucor Species 0.000 abstract 1
- 239000004952 Polyamide Substances 0.000 abstract 1
- 241000187747 Streptomyces Species 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 abstract 1
- 229940005347 alcaligenes faecalis Drugs 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- -1 ampicillin Chemical class 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
- 229960000723 ampicillin Drugs 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 230000001580 bacterial effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000002255 enzymatic effect Effects 0.000 abstract 1
- 229920001249 ethyl cellulose Polymers 0.000 abstract 1
- 235000019325 ethyl cellulose Nutrition 0.000 abstract 1
- 230000002538 fungal effect Effects 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 abstract 1
- 108700004370 poly-gamma-methylglutamate Proteins 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 229920000098 polyolefin Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000002317 scanning near-field acoustic microscopy Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- 229920001567 vinyl ester resin Polymers 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
- C12P35/02—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
-
- 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cephalosporin Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Abstract
1348359 Enzymatic preparation of cepnalosporins and penicillins SNAM PROGETTI SpA 27 April 1972 [28 April 1971] 19726/72 Heading C2A [Also in Division C3] The invention comprises a process for the treatment of a substance which contains a ring structure characteristic of penicillins or cephalosporins to convert it to another substance containing the ring structure, which process comprises contacting a reaction medium containing the substance with a filament in which is distributed in finely divided form at least one enzyme capable of causing the desired conversion, the or each enzyme being encased in the filament in such a manner that the or each enzyme can effect conversion and that it or they are substantially retained in the filament during the contacting. The enzyme or enzymes may be incorporated in a filament formed from a nitrated, esterified or etherified cellulosic polymer, a polyolefine, a polymer or copolymer of acrylonitrile, an acrylate, methacrylate, vinyl ester, vinyl chloride, vinylidene chloride or styrene, a polyamide or polyvinylbutyral. Suitable polymers include ethyl cellulose, poly-γ- methylglutamate and cellulose triacetate. Hydrolysis of natural penicillins may be carried out by this process. Such penicillins include those of Formula I wherein R is alkyl of 1 to 10 carbon atoms, with from 3 to 10 carbon atoms, aralkyl, R<SP>1</SP>OCH 2 - or R<SP>1</SP>SCH 2 -, wherein R<SP>1</SP> is alkyl, alkenyl, phenyl or optionally substituted phenyl. The pH of the reaction medium may be buffered at 8. The filament may contain an acylase derived from bacterial cells such as E. coli, B. megaterium, Aerobacter aerogenes or Alcaligenes faecalis cells. The filament may contain an enzyme derived from Actinomyces or fungal cells, e.g. Aspergillus, Penicillum, Botrytis cinerea, Fusanium, Mucor, Alternaria or Streptomyces cells. Synthesis of some penicillins, e.g. ampicillin, may be effected by the process of the invention. The invention also comprises a filament in which is distributed in finely divided form at least one enzyme capable of causing conversion of a substance containing a ring structure characteristic of penicillins or cephalosporins to another substance containing the ring structure, the enzyme being present in the filament in a manner such that it is retained in the filament, when the latter is contacted by a reaction medium containing the substance and that it is capable of effecting the conversion whilst being so retained.
[GB1348359A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2377771 | 1971-04-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE36334L true IE36334L (en) | 1972-10-28 |
| IE36334B1 IE36334B1 (en) | 1976-10-13 |
Family
ID=11209882
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE561/72A IE36334B1 (en) | 1971-04-28 | 1972-04-27 | Enzymatic treatment of penicillins |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS5413514B1 (en) |
| AR (1) | AR192936A1 (en) |
| AT (1) | AT318805B (en) |
| BE (1) | BE782646A (en) |
| BR (1) | BR7202723D0 (en) |
| CH (2) | CH565181A5 (en) |
| CS (1) | CS223812B2 (en) |
| DD (1) | DD100721A5 (en) |
| DE (1) | DE2221046A1 (en) |
| EG (1) | EG10474A (en) |
| ES (1) | ES402865A1 (en) |
| FR (1) | FR2134530B1 (en) |
| GB (1) | GB1348359A (en) |
| HU (1) | HU168856B (en) |
| IE (1) | IE36334B1 (en) |
| IL (1) | IL39158A (en) |
| LU (1) | LU65258A1 (en) |
| NL (1) | NL7205609A (en) |
| PL (1) | PL98632B1 (en) |
| YU (3) | YU112572A (en) |
| ZA (1) | ZA722837B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1492937A (en) * | 1973-12-28 | 1977-11-23 | Beecham Group Ltd | Enzyme complexes and their use |
| DE2409569C2 (en) * | 1974-02-28 | 1982-02-18 | Bayer Ag, 5090 Leverkusen | Process for the preparation of 7-amino-Ω3-cephem derivatives |
| US4113566A (en) | 1976-11-26 | 1978-09-12 | Pfizer Inc. | Process for preparing 6-aminopenicillanic acid |
| US4596777A (en) * | 1983-08-10 | 1986-06-24 | E. R. Squibb & Sons, Inc. | Process for preparing (3S)-3-[[[2-(protected or unprotected amino)-4-thiazolyl]acetyl]amino]-2-oxo-1-azetidinesulfonic acid and 4-substituted derivatives thereof |
| ES2135446T3 (en) * | 1992-04-24 | 1999-11-01 | Lilly Co Eli | PROCEDURE FOR THE PREPARATION OF CEPHALOSPORINS. |
| DE19646550A1 (en) * | 1996-10-31 | 1998-05-07 | Fzb Biotechnik Gmbh | Bio-catalytic fission of a penicillin or cephalosporin G |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE727506A (en) * | 1968-02-15 | 1969-07-01 | ||
| ES365631A1 (en) * | 1968-04-05 | 1971-03-16 | Beecham Group Ltd | Enzymes |
-
1972
- 1972-04-07 IL IL39158A patent/IL39158A/en unknown
- 1972-04-09 EG EG140/72A patent/EG10474A/en active
- 1972-04-11 CS CS722414A patent/CS223812B2/en unknown
- 1972-04-25 NL NL7205609A patent/NL7205609A/xx unknown
- 1972-04-26 PL PL1972154991A patent/PL98632B1/en unknown
- 1972-04-26 AR AR241744A patent/AR192936A1/en active
- 1972-04-26 JP JP4215072A patent/JPS5413514B1/ja active Pending
- 1972-04-26 BE BE782646A patent/BE782646A/en not_active IP Right Cessation
- 1972-04-26 FR FR7214799A patent/FR2134530B1/fr not_active Expired
- 1972-04-26 DD DD162592A patent/DD100721A5/xx unknown
- 1972-04-27 LU LU65258D patent/LU65258A1/xx unknown
- 1972-04-27 IE IE561/72A patent/IE36334B1/en unknown
- 1972-04-27 YU YU01125/72A patent/YU112572A/en unknown
- 1972-04-27 GB GB1972672A patent/GB1348359A/en not_active Expired
- 1972-04-27 ES ES402865A patent/ES402865A1/en not_active Expired
- 1972-04-27 HU HUSA2349A patent/HU168856B/hu unknown
- 1972-04-27 ZA ZA722837A patent/ZA722837B/en unknown
- 1972-04-27 BR BR2723/72A patent/BR7202723D0/en unknown
- 1972-04-28 CH CH440373A patent/CH565181A5/xx not_active IP Right Cessation
- 1972-04-28 AT AT377372A patent/AT318805B/en not_active IP Right Cessation
- 1972-04-28 CH CH643472A patent/CH550822A/en not_active IP Right Cessation
- 1972-04-28 DE DE19722221046 patent/DE2221046A1/en active Pending
-
1979
- 1979-09-05 YU YU02166/79A patent/YU216679A/en unknown
-
1980
- 1980-04-17 YU YU01061/80A patent/YU106180A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2134530B1 (en) | 1975-10-17 |
| PL98632B1 (en) | 1978-05-31 |
| IE36334B1 (en) | 1976-10-13 |
| DD100721A5 (en) | 1973-10-05 |
| JPS5413514B1 (en) | 1979-05-31 |
| IL39158A0 (en) | 1972-06-28 |
| BR7202723D0 (en) | 1974-02-19 |
| DE2221046A1 (en) | 1973-11-15 |
| AR192936A1 (en) | 1973-03-21 |
| CS223812B2 (en) | 1983-11-25 |
| ZA722837B (en) | 1973-02-28 |
| ES402865A1 (en) | 1976-02-01 |
| YU106180A (en) | 1982-05-31 |
| BE782646A (en) | 1972-08-16 |
| HU168856B (en) | 1976-07-28 |
| FR2134530A1 (en) | 1972-12-08 |
| NL7205609A (en) | 1972-10-31 |
| AT318805B (en) | 1974-11-25 |
| CH565181A5 (en) | 1975-08-15 |
| IL39158A (en) | 1977-08-31 |
| EG10474A (en) | 1976-04-30 |
| CH550822A (en) | 1974-06-28 |
| YU112572A (en) | 1982-02-28 |
| YU216679A (en) | 1982-05-31 |
| LU65258A1 (en) | 1972-07-14 |
| GB1348359A (en) | 1974-03-13 |
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