JPS59187799A - ６−アミノペニシラン酸の製法 - Google Patents
６−アミノペニシラン酸の製法Info
- Publication number
- JPS59187799A JPS59187799A JP58059769A JP5976983A JPS59187799A JP S59187799 A JPS59187799 A JP S59187799A JP 58059769 A JP58059769 A JP 58059769A JP 5976983 A JP5976983 A JP 5976983A JP S59187799 A JPS59187799 A JP S59187799A
- Authority
- JP
- Japan
- Prior art keywords
- lactam antibiotic
- beta
- antibiotic substance
- strain
- aminopenicillanic acid
- 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
- 239000002253 acid Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 239000003782 beta lactam antibiotic agent Substances 0.000 claims abstract description 20
- 239000002132 β-lactam antibiotic Substances 0.000 claims abstract description 19
- 229940124586 β-lactam antibiotics Drugs 0.000 claims abstract description 19
- 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 claims abstract description 17
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000000126 substance Substances 0.000 claims abstract description 9
- 229930182555 Penicillin Natural products 0.000 claims abstract description 7
- 241000588724 Escherichia coli Species 0.000 claims abstract description 5
- 230000001580 bacterial effect Effects 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 12
- 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 claims description 8
- 229940056360 penicillin g Drugs 0.000 claims description 3
- 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 claims description 2
- 229960000723 ampicillin Drugs 0.000 claims description 2
- 229940049954 penicillin Drugs 0.000 claims description 2
- 210000004027 cell Anatomy 0.000 abstract description 24
- 230000000694 effects Effects 0.000 abstract description 10
- 238000006243 chemical reaction Methods 0.000 abstract description 6
- 230000035699 permeability Effects 0.000 abstract description 6
- 230000000813 microbial effect Effects 0.000 abstract description 5
- 150000002960 penicillins Chemical class 0.000 abstract description 5
- 239000000758 substrate Substances 0.000 abstract description 4
- 239000003242 anti bacterial agent Substances 0.000 abstract description 2
- 210000000170 cell membrane Anatomy 0.000 abstract description 2
- 241000193830 Bacillus <bacterium> Species 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 230000035945 sensitivity Effects 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 8
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 6
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 6
- 108700023418 Amidases Proteins 0.000 description 5
- 102000005922 amidase Human genes 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 229960003424 phenylacetic acid Drugs 0.000 description 4
- 239000003279 phenylacetic acid Substances 0.000 description 4
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 4
- 239000000047 product Substances 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 2
- 108010073038 Penicillin Amidase Proteins 0.000 description 2
- 239000001888 Peptone Substances 0.000 description 2
- 108010080698 Peptones Proteins 0.000 description 2
- 238000005273 aeration Methods 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- IYNDLOXRXUOGIU-LQDWTQKMSA-M benzylpenicillin potassium Chemical compound [K+].N([C@H]1[C@H]2SC([C@@H](N2C1=O)C([O-])=O)(C)C)C(=O)CC1=CC=CC=C1 IYNDLOXRXUOGIU-LQDWTQKMSA-M 0.000 description 2
- 229940041514 candida albicans extract Drugs 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 2
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 2
- 235000019797 dipotassium phosphate Nutrition 0.000 description 2
- PXEDJBXQKAGXNJ-QTNFYWBSSA-L disodium L-glutamate Chemical compound [Na+].[Na+].[O-]C(=O)[C@@H](N)CCC([O-])=O PXEDJBXQKAGXNJ-QTNFYWBSSA-L 0.000 description 2
- 229960000587 glutaral Drugs 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- 230000006698 induction Effects 0.000 description 2
- WRUGWIBCXHJTDG-UHFFFAOYSA-L magnesium sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Mg+2].[O-]S([O-])(=O)=O WRUGWIBCXHJTDG-UHFFFAOYSA-L 0.000 description 2
- 229940061634 magnesium sulfate heptahydrate Drugs 0.000 description 2
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 2
- 235000019796 monopotassium phosphate Nutrition 0.000 description 2
- 235000013923 monosodium glutamate Nutrition 0.000 description 2
- 230000035772 mutation Effects 0.000 description 2
- 235000019319 peptone Nutrition 0.000 description 2
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 229940073490 sodium glutamate Drugs 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000012138 yeast extract Substances 0.000 description 2
- 241000186361 Actinobacteria <class> Species 0.000 description 1
- 108090000204 Dipeptidase 1 Proteins 0.000 description 1
- 241000588722 Escherichia Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 108010093096 Immobilized Enzymes Proteins 0.000 description 1
- 229930195708 Penicillin V Natural products 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 102000006635 beta-lactamase Human genes 0.000 description 1
- 125000003460 beta-lactamyl group Chemical group 0.000 description 1
- 238000004113 cell culture Methods 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229940056367 penicillin v Drugs 0.000 description 1
- BPLBGHOLXOTWMN-MBNYWOFBSA-N phenoxymethylpenicillin Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)COC1=CC=CC=C1 BPLBGHOLXOTWMN-MBNYWOFBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000036647 reaction Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 150000003952 β-lactams Chemical class 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Enzymes And Modification Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58059769A JPS59187799A (ja) | 1983-03-05 | 1983-03-05 | ６−アミノペニシラン酸の製法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58059769A JPS59187799A (ja) | 1983-03-05 | 1983-03-05 | ６−アミノペニシラン酸の製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59187799A true JPS59187799A (ja) | 1984-10-24 |
| JPS622798B2 JPS622798B2 (enrdf_load_stackoverflow) | 1987-01-21 |
Family
ID=13122818
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58059769A Granted JPS59187799A (ja) | 1983-03-05 | 1983-03-05 | ６−アミノペニシラン酸の製法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59187799A (enrdf_load_stackoverflow) |
-
1983
- 1983-03-05 JP JP58059769A patent/JPS59187799A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS622798B2 (enrdf_load_stackoverflow) | 1987-01-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| WO1983001784A1 (en) | Process for biologically producing amide | |
| Tsugawa et al. | Production of l-Glutamic Acid from dl-Hydantoin-5-propionic Acid by Microoganisms: Part I. Screening of l-Glutamic Acid-Producing Microorganisms and Some Optimal Conditions for Production of l-Glutamic Acid | |
| JPH022396A (ja) | セファロスポリンｃ及び類似体の一段階酵素反応による７‐アミノセファロスポラン酸及びその類似体への変換 | |
| Torres et al. | Enhanced production of penicillin V acylase from Streptomyces lavendulae | |
| EP0739979B1 (en) | Glucosamine-6-phosphate deaminase and process for producing the same using a microorganism from the genus Vibrio | |
| US4981789A (en) | One-step enzymatic conversion of cephalosporin C and derivatives to 7-aminocephalosporanic acid and derivatives | |
| JP3154646B2 (ja) | グリコール酸の微生物学的製造法 | |
| JPH0338836B2 (enrdf_load_stackoverflow) | ||
| JPH03280895A (ja) | Ｄ―α―フェニルグリシンの製造法 | |
| JPS589680B2 (ja) | アミノカゴウブツノ セイホウ | |
| JPH0552195B2 (enrdf_load_stackoverflow) | ||
| JPS6196989A (ja) | Ｄ‐α‐アミノ酸アミドの相応するＤ‐α‐アミド酸への酵素加水分解法 | |
| US4141790A (en) | Process for the preparation of 7-amino-cephem compounds using mold fungi | |
| JPS59187799A (ja) | ６−アミノペニシラン酸の製法 | |
| HU214125B (en) | Biotechnological process for preparing s-(+)-2,2-dimethyl cyclopropane-carboxamide | |
| US3915798A (en) | Process for producing 7-amino desacetoxy cephalosphoranic acid | |
| Zhang et al. | Morphological, physiological and enzymatic characteristics of cephalosporin acylase-producing Arthrobacter strain 45-8A | |
| US3787288A (en) | Method for preparing alpha-aminobenzylpenicillin | |
| EP0071485B1 (en) | Novel microorganisms derived from microorganisms of the genus escherichia by mutation and their use in the preparation of glutathione | |
| JPH04218385A (ja) | Ｒ（−）−マンデル酸の製造法 | |
| JPH04222591A (ja) | Ｓ−（＋）−マンデルアミドおよびその誘導体の製造法 | |
| CA1159783A (en) | Process for producing 6-aminopenicillanic acid and 6-aminopenicillanic acid s-oxide | |
| JPS6243679B2 (enrdf_load_stackoverflow) | ||
| Vasait et al. | Bacterial conversion of Cephalosporin C: Optimization in Achromobacter xylosooxidans | |
| JP2615443B2 (ja) | Ｎ−アセチル−ｄ−グルコサミンデアセチラーゼの製造方法 |