IL95090A - חימצון אנזימתי של c hpec לחומצה גלוטריל-7-אמינו-צפלוספורנית - Google Patents
חימצון אנזימתי של c hpec לחומצה גלוטריל-7-אמינו-צפלוספורניתInfo
- Publication number
- IL95090A IL95090A IL9509090A IL9509090A IL95090A IL 95090 A IL95090 A IL 95090A IL 9509090 A IL9509090 A IL 9509090A IL 9509090 A IL9509090 A IL 9509090A IL 95090 A IL95090 A IL 95090A
- Authority
- IL
- Israel
- Prior art keywords
- glutaryl
- aca
- catalase
- cell
- ceph
- Prior art date
Links
- IXUSDMGLUJZNFO-BXUZGUMPSA-N (7R)-7-(4-carboxybutanamido)cephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCCC(O)=O)[C@@H]12 IXUSDMGLUJZNFO-BXUZGUMPSA-N 0.000 title claims abstract description 24
- 230000002255 enzymatic effect Effects 0.000 title claims abstract description 17
- 230000003647 oxidation Effects 0.000 title claims abstract description 13
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 22
- HOKIDJSKDBPKTQ-GLXFQSAKSA-N cephalosporin C Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCC[C@@H](N)C(O)=O)[C@@H]12 HOKIDJSKDBPKTQ-GLXFQSAKSA-N 0.000 claims abstract description 20
- 230000008569 process Effects 0.000 claims abstract description 10
- 102000016938 Catalase Human genes 0.000 claims description 17
- 108010053835 Catalase Proteins 0.000 claims description 17
- 239000000284 extract Substances 0.000 claims description 9
- 102000004316 Oxidoreductases Human genes 0.000 claims description 7
- 108090000854 Oxidoreductases Proteins 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 102000004674 D-amino-acid oxidase Human genes 0.000 claims description 6
- 108010003989 D-amino-acid oxidase Proteins 0.000 claims description 6
- 239000002585 base Substances 0.000 claims description 4
- 102000004190 Enzymes Human genes 0.000 claims description 2
- 108090000790 Enzymes Proteins 0.000 claims description 2
- 239000003637 basic solution Substances 0.000 claims 1
- 108090000371 Esterases Proteins 0.000 abstract description 10
- 230000009849 deactivation Effects 0.000 abstract description 4
- 210000004027 cell Anatomy 0.000 description 24
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 230000000694 effects Effects 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000011541 reaction mixture Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000002002 slurry Substances 0.000 description 5
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7beta-aminocephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 239000002518 antifoaming agent Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000000356 contaminant Substances 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- GRQXHIBWEUNUHL-BXKDBHETSA-N (6r,7r)-7-(4-carboxybutanoylamino)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical compound S1CC(CO)=C(C(O)=O)N2C(=O)[C@@H](NC(=O)CCCC(O)=O)[C@@H]12 GRQXHIBWEUNUHL-BXKDBHETSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 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 description 2
- WGZDBVOTUVNQFP-UHFFFAOYSA-N N-(1-phthalazinylamino)carbamic acid ethyl ester Chemical compound C1=CC=C2C(NNC(=O)OCC)=NN=CC2=C1 WGZDBVOTUVNQFP-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- -1 adipoyl 7-ACA Chemical compound 0.000 description 2
- 230000005587 bubbling Effects 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 238000011026 diafiltration Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 description 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N Azide Chemical compound [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- 241001480015 Trigonopsis variabilis Species 0.000 description 1
- 108010092464 Urate Oxidase Proteins 0.000 description 1
- NKVMUTMFKVQTCM-SSDOTTSWSA-N [N-]=[N+]=NCC1=CN2[C@@H](CC2=O)SC1 Chemical compound [N-]=[N+]=NCC1=CN2[C@@H](CC2=O)SC1 NKVMUTMFKVQTCM-SSDOTTSWSA-N 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000000852 azido group Chemical class *N=[N+]=[N-] 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000006285 cell suspension Substances 0.000 description 1
- YGBFLZPYDUKSPT-MRVPVSSYSA-N cephalosporanic acid Chemical compound S1CC(COC(=O)C)=C(C(O)=O)N2C(=O)C[C@H]21 YGBFLZPYDUKSPT-MRVPVSSYSA-N 0.000 description 1
- 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 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000009089 cytolysis Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000002920 hazardous waste Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000008823 permeabilization Effects 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011775 sodium fluoride Substances 0.000 description 1
- 235000013024 sodium fluoride Nutrition 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
- 210000005253 yeast cell Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/16—Hydrolases (3) acting on ester bonds (3.1)
- C12N9/18—Carboxylic ester hydrolases (3.1.1)
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/0004—Oxidoreductases (1.)
- C12N9/0012—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7)
- C12N9/0014—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on the CH-NH2 group of donors (1.4)
- C12N9/0022—Oxidoreductases (1.) acting on nitrogen containing compounds as donors (1.4, 1.5, 1.6, 1.7) acting on the CH-NH2 group of donors (1.4) with oxygen as acceptor (1.4.3)
- C12N9/0024—D-Amino acid oxidase (1.4.3.3)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/99—Enzyme inactivation by chemical treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Cephalosporin Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Enzymes And Modification Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38250589A | 1989-07-19 | 1989-07-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL95090A0 IL95090A0 (en) | 1991-06-10 |
| IL95090A true IL95090A (he) | 1995-08-31 |
Family
ID=23509253
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL9509090A IL95090A (he) | 1989-07-19 | 1990-07-16 | חימצון אנזימתי של c hpec לחומצה גלוטריל-7-אמינו-צפלוספורנית |
Country Status (13)
| Country | Link |
|---|---|
| US (2) | US5424203A (he) |
| EP (2) | EP0409521B1 (he) |
| JP (1) | JP2883173B2 (he) |
| KR (1) | KR0163175B1 (he) |
| AT (1) | ATE129012T1 (he) |
| CA (2) | CA2268710C (he) |
| DE (1) | DE69022909T2 (he) |
| DK (1) | DK0409521T3 (he) |
| ES (1) | ES2079442T3 (he) |
| GR (1) | GR3017731T3 (he) |
| HU (1) | HU212587B (he) |
| IE (1) | IE71523B1 (he) |
| IL (1) | IL95090A (he) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0409521T3 (da) * | 1989-07-19 | 1996-02-05 | Lilly Co Eli | Forbedret enzymatisk oxidation af Ceph C til glutaryl-7-aminocephalosporansyre |
| DE4028119C1 (he) * | 1990-09-05 | 1991-12-05 | Hoechst Ag, 6230 Frankfurt, De | |
| CA2100987C (en) * | 1992-07-27 | 1999-06-15 | Kaoru Furuya | A transformant capable of producing d-amino acid oxidase |
| EP0600247A3 (de) * | 1992-11-05 | 1995-05-10 | Hoechst Ag | Verfahren zur selektiven Desaktivierung von unerwünschten Proteinen in einem Proteingemisch mittels Mikrowelleneinstrahlung. |
| ES2097080B1 (es) * | 1993-03-08 | 1997-11-16 | Asahi Chemical Ind | Procedimiento para la conversion de cefalosporina c en acido glutaril-7-aminocefalosporanico. |
| AU1092297A (en) * | 1995-12-07 | 1997-06-27 | Novo Nordisk A/S | Selective inactivation of enzyme activities |
| AU9742398A (en) | 1997-09-09 | 1999-03-29 | Biochemie Gesellschaft Mbh | Esterase free enzymes |
| AU2002227889A1 (en) * | 2001-01-31 | 2002-08-12 | Novozymes A/S | Oxidase free of catalase side activities |
| KR100512774B1 (ko) * | 2001-10-06 | 2005-09-07 | 종근당바이오 주식회사 | 7-아미노세팔로스포란산의 제조를 위한 세팔로스포린c배양액의 전처리방법 |
| US20090208543A1 (en) * | 2008-01-22 | 2009-08-20 | Oral Health Clinical Services | Method and apparatus for applying a protective oral care composition |
| EP3473715B1 (en) * | 2016-06-21 | 2021-08-04 | PHC Holdings Corporation | Catalase inhibitor and method for measuring analyte using catalase inhibitor |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1272769A (en) * | 1968-08-02 | 1972-05-03 | Glaxo Lab Ltd | Improvements in or relating to cephalosporin derivatives |
| GB1385685A (en) * | 1971-04-21 | 1975-02-26 | Glaxo Lab Ltd | Cephalosporin derivatives |
| GB1474519A (he) * | 1973-05-14 | 1977-05-25 | ||
| US3976546A (en) * | 1974-11-08 | 1976-08-24 | Glaxo Laboratories Limited | Cephalosporins |
| US4079180A (en) * | 1975-01-22 | 1978-03-14 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for preparing 7-aminocephalosporanic acid derivatives |
| US4394450A (en) * | 1982-03-01 | 1983-07-19 | Miles Laboratories, Inc. | Method for purification of uricase |
| DE3447023A1 (de) * | 1984-12-22 | 1986-06-26 | Hoechst Ag, 6230 Frankfurt | Neue d-aminosaeure-transaminase und ihre verwendung |
| DK0409521T3 (da) * | 1989-07-19 | 1996-02-05 | Lilly Co Eli | Forbedret enzymatisk oxidation af Ceph C til glutaryl-7-aminocephalosporansyre |
-
1990
- 1990-07-16 DK DK90307738.6T patent/DK0409521T3/da active
- 1990-07-16 IL IL9509090A patent/IL95090A/he not_active IP Right Cessation
- 1990-07-16 ES ES90307738T patent/ES2079442T3/es not_active Expired - Lifetime
- 1990-07-16 EP EP90307738A patent/EP0409521B1/en not_active Expired - Lifetime
- 1990-07-16 DE DE69022909T patent/DE69022909T2/de not_active Expired - Fee Related
- 1990-07-16 CA CA002268710A patent/CA2268710C/en not_active Expired - Fee Related
- 1990-07-16 EP EP94100223A patent/EP0601996A1/en not_active Withdrawn
- 1990-07-16 CA CA002021299A patent/CA2021299C/en not_active Expired - Fee Related
- 1990-07-16 AT AT90307738T patent/ATE129012T1/de not_active IP Right Cessation
- 1990-07-18 IE IE262390A patent/IE71523B1/en not_active IP Right Cessation
- 1990-07-18 HU HU904539A patent/HU212587B/hu not_active IP Right Cessation
- 1990-07-18 JP JP2192858A patent/JP2883173B2/ja not_active Expired - Lifetime
- 1990-07-18 KR KR1019900010913A patent/KR0163175B1/ko not_active Expired - Fee Related
-
1994
- 1994-03-11 US US08/212,656 patent/US5424203A/en not_active Expired - Fee Related
-
1995
- 1995-02-22 US US08/392,438 patent/US5559006A/en not_active Expired - Fee Related
- 1995-10-12 GR GR950402684T patent/GR3017731T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE129012T1 (de) | 1995-10-15 |
| JPH0353879A (ja) | 1991-03-07 |
| DE69022909T2 (de) | 1996-04-11 |
| US5424203A (en) | 1995-06-13 |
| KR0163175B1 (ko) | 1998-11-16 |
| HU904539D0 (en) | 1990-12-28 |
| ES2079442T3 (es) | 1996-01-16 |
| HUT59727A (en) | 1992-06-29 |
| IL95090A0 (en) | 1991-06-10 |
| CA2021299A1 (en) | 1991-01-20 |
| DE69022909D1 (de) | 1995-11-16 |
| GR3017731T3 (en) | 1996-01-31 |
| IE71523B1 (en) | 1997-02-12 |
| EP0409521A2 (en) | 1991-01-23 |
| EP0409521A3 (en) | 1991-09-11 |
| EP0601996A1 (en) | 1994-06-15 |
| EP0409521B1 (en) | 1995-10-11 |
| CA2021299C (en) | 1999-08-17 |
| DK0409521T3 (da) | 1996-02-05 |
| US5559006A (en) | 1996-09-24 |
| CA2268710C (en) | 2000-09-26 |
| JP2883173B2 (ja) | 1999-04-19 |
| IE902623A1 (en) | 1991-02-27 |
| KR910003114A (ko) | 1991-02-26 |
| HU212587B (en) | 1996-08-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| MM9K | Patent not in force due to non-payment of renewal fees |