SK97997A3 - Process for the production of clavulanic acid and/or salts thereof - Google Patents
Process for the production of clavulanic acid and/or salts thereof Download PDFInfo
- Publication number
- SK97997A3 SK97997A3 SK979-97A SK97997A SK97997A3 SK 97997 A3 SK97997 A3 SK 97997A3 SK 97997 A SK97997 A SK 97997A SK 97997 A3 SK97997 A3 SK 97997A3
- Authority
- SK
- Slovakia
- Prior art keywords
- fermentation
- soluble phosphate
- phosphate
- culture
- medium
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 47
- HZZVJAQRINQKSD-UHFFFAOYSA-N Clavulanic acid Natural products OC(=O)C1C(=CCO)OC2CC(=O)N21 HZZVJAQRINQKSD-UHFFFAOYSA-N 0.000 title claims description 34
- HZZVJAQRINQKSD-PBFISZAISA-N clavulanic acid Chemical compound OC(=O)[C@H]1C(=C/CO)/O[C@@H]2CC(=O)N21 HZZVJAQRINQKSD-PBFISZAISA-N 0.000 title claims description 34
- 229960003324 clavulanic acid Drugs 0.000 title claims description 34
- 150000003839 salts Chemical class 0.000 title claims description 14
- 238000004519 manufacturing process Methods 0.000 title abstract description 33
- 238000000855 fermentation Methods 0.000 claims abstract description 86
- 230000004151 fermentation Effects 0.000 claims abstract description 86
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 71
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims abstract description 67
- 239000010452 phosphate Substances 0.000 claims abstract description 66
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000003626 triacylglycerols Chemical class 0.000 claims abstract description 5
- 239000002609 medium Substances 0.000 claims description 28
- 239000001963 growth medium Substances 0.000 claims description 18
- 229940043430 calcium compound Drugs 0.000 claims description 5
- 150000001674 calcium compounds Chemical class 0.000 claims description 5
- 241000187433 Streptomyces clavuligerus Species 0.000 claims description 4
- 238000005273 aeration Methods 0.000 claims description 4
- 238000013019 agitation Methods 0.000 claims description 3
- 238000012258 culturing Methods 0.000 claims description 2
- 229940085991 phosphate ion Drugs 0.000 claims description 2
- 238000001556 precipitation Methods 0.000 claims 1
- 241000424942 Streptomyces clavuligerus ATCC 27064 Species 0.000 abstract description 4
- 150000002632 lipids Chemical class 0.000 abstract description 3
- 230000003115 biocidal effect Effects 0.000 abstract description 2
- 235000021317 phosphate Nutrition 0.000 description 63
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 35
- 238000007792 addition Methods 0.000 description 23
- 235000015097 nutrients Nutrition 0.000 description 14
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 14
- 230000001954 sterilising effect Effects 0.000 description 12
- 238000004659 sterilization and disinfection Methods 0.000 description 12
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 11
- 235000019796 monopotassium phosphate Nutrition 0.000 description 11
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 238000011534 incubation Methods 0.000 description 9
- 238000000605 extraction Methods 0.000 description 8
- 238000004128 high performance liquid chromatography Methods 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 239000002689 soil Substances 0.000 description 7
- 244000068988 Glycine max Species 0.000 description 6
- 235000010469 Glycine max Nutrition 0.000 description 6
- 239000002002 slurry Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000004375 Dextrin Substances 0.000 description 4
- 229920001353 Dextrin Polymers 0.000 description 4
- 239000003242 anti bacterial agent Substances 0.000 description 4
- 229940088710 antibiotic agent Drugs 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 4
- 235000019425 dextrin Nutrition 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000012010 growth Effects 0.000 description 4
- 238000011081 inoculation Methods 0.000 description 4
- 235000012054 meals Nutrition 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 239000008223 sterile water Substances 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- 239000000920 calcium hydroxide Substances 0.000 description 3
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 238000013467 fragmentation Methods 0.000 description 3
- 238000006062 fragmentation reaction Methods 0.000 description 3
- -1 lipids triglycerides Chemical class 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 3
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000588915 Klebsiella aerogenes Species 0.000 description 2
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- 102000006635 beta-lactamase Human genes 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 239000001110 calcium chloride Substances 0.000 description 2
- 229910001628 calcium chloride Inorganic materials 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 239000002054 inoculum Substances 0.000 description 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L magnesium chloride Substances [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 2
- 229910001629 magnesium chloride Inorganic materials 0.000 description 2
- 230000035772 mutation Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229920001515 polyalkylene glycol Polymers 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 229940117972 triolein Drugs 0.000 description 2
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 1
- DVLFYONBTKHTER-UHFFFAOYSA-N 3-(N-morpholino)propanesulfonic acid Chemical compound OS(=O)(=O)CCCN1CCOCC1 DVLFYONBTKHTER-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 108020004256 Beta-lactamase Proteins 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229930186147 Cephalosporin Natural products 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 108090000204 Dipeptidase 1 Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 235000019733 Fish meal Nutrition 0.000 description 1
- 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 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 239000007993 MOPS buffer Substances 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical class [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- VZUNGTLZRAYYDE-UHFFFAOYSA-N N-methyl-N'-nitro-N-nitrosoguanidine Chemical compound O=NN(C)C(=N)N[N+]([O-])=O VZUNGTLZRAYYDE-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 235000019764 Soybean Meal Nutrition 0.000 description 1
- 241000187747 Streptomyces Species 0.000 description 1
- 241000187215 Streptomyces jumonjinensis Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000011609 ammonium molybdate Substances 0.000 description 1
- 235000018660 ammonium molybdate Nutrition 0.000 description 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 1
- 229940010552 ammonium molybdate Drugs 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 239000003782 beta lactam antibiotic agent Substances 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Substances [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 235000011132 calcium sulphate Nutrition 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 229940124587 cephalosporin Drugs 0.000 description 1
- 150000001780 cephalosporins Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000004467 fishmeal Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910052816 inorganic phosphate Inorganic materials 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 159000000014 iron salts Chemical class 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- QVLTXCYWHPZMCA-UHFFFAOYSA-N po4-po4 Chemical compound OP(O)(O)=O.OP(O)(O)=O QVLTXCYWHPZMCA-UHFFFAOYSA-N 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 150000003109 potassium Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229930010796 primary metabolite Natural products 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000024053 secondary metabolic process Effects 0.000 description 1
- 229930000044 secondary metabolite Natural products 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Inorganic materials [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004455 soybean meal Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000028070 sporulation Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000002132 β-lactam antibiotic Substances 0.000 description 1
- 229940124586 β-lactam antibiotics Drugs 0.000 description 1
- 150000003952 β-lactams Chemical class 0.000 description 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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
-
- 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
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
- C12P17/188—Heterocyclic compound containing in the condensed system at least one hetero ring having nitrogen atoms and oxygen atoms as the only ring heteroatoms
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/886—Streptomyces
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)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES09502300A ES2101658B1 (es) | 1995-11-23 | 1995-11-23 | Nuevo procedimiento de produccion de acido clavulanico y sus sales. |
| PCT/ES1996/000215 WO1997019187A1 (es) | 1995-11-23 | 1996-11-15 | Procedimiento de produccion de acido clavulanico y/o sus sales |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK97997A3 true SK97997A3 (en) | 1998-05-06 |
Family
ID=8292259
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK979-97A SK97997A3 (en) | 1995-11-23 | 1996-11-15 | Process for the production of clavulanic acid and/or salts thereof |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US6100052A (de) |
| EP (1) | EP0811689B1 (de) |
| JP (1) | JP3313730B2 (de) |
| KR (1) | KR19980701615A (de) |
| CN (1) | CN1113965C (de) |
| AR (1) | AR004342A1 (de) |
| AT (1) | ATE219145T1 (de) |
| AU (1) | AU729094B2 (de) |
| BG (1) | BG101788A (de) |
| BR (1) | BR9606930A (de) |
| CA (1) | CA2211207A1 (de) |
| CO (1) | CO4700346A1 (de) |
| CZ (1) | CZ231797A3 (de) |
| DE (1) | DE69621780T2 (de) |
| DK (1) | DK0811689T3 (de) |
| ES (2) | ES2101658B1 (de) |
| HU (1) | HUP9800343A3 (de) |
| MX (1) | MX9705555A (de) |
| PL (1) | PL321456A1 (de) |
| PT (1) | PT811689E (de) |
| RU (1) | RU2187556C2 (de) |
| SI (1) | SI0811689T1 (de) |
| SK (1) | SK97997A3 (de) |
| TR (1) | TR199700679T1 (de) |
| UY (1) | UY24374A1 (de) |
| WO (1) | WO1997019187A1 (de) |
| ZA (1) | ZA969734B (de) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SI9400107A (en) | 1994-03-02 | 1995-10-31 | Lek Tovarna Farmacevtskih | New process of the isolation of clavulanic acid and its pharmaceutical salts from fermented broth of streptomyces sp.p 6621 ferm p 2804. |
| SI9500265A1 (en) | 1995-08-28 | 1997-02-28 | Lek Tovarna Farmacevtskih | Process for purification of the aqueous fermented broth filtrate of streptomyces sp. p 6621 ferm p 2804 by ultrafiltration |
| AR015825A1 (es) * | 1997-05-28 | 2001-05-30 | Gist Brocades Bv | Produccion fermentativa de acido clavulanico bajo condiciones controladas de fosfato |
| PT102181A (pt) * | 1998-07-20 | 2000-01-31 | Dsm Nv | Processo melhorado para a producao de acido clavulanico |
| EP1026236A1 (de) * | 1999-02-04 | 2000-08-09 | Dsm N.V. | Auxotrophe Stämme zur Sekundärstoffwechselprodukt-Biosynthese |
| CN100355895C (zh) * | 2004-12-17 | 2007-12-19 | 天津科技大学 | 棒状链霉菌lat基因缺失的质粒、衍生物及其构建方法 |
| WO2006128342A1 (en) * | 2005-05-31 | 2006-12-07 | Northwest Sci-Tech University Of Agriculture & Forestry | Lactam antibiotic, its production fungus and use |
| CN1872854B (zh) * | 2005-05-31 | 2010-04-07 | 西北农林科技大学农药研究所 | 一种内酰胺类抗生素及其制备方法 |
| EP2589663A1 (de) | 2011-11-04 | 2013-05-08 | LEK Pharmaceuticals d.d. | Verfahren zur Herstellung von Clavulansäure |
| CA2984762C (en) * | 2015-05-05 | 2023-09-19 | Logos Technologies Llc | A semi-continuous process for the production of rhamnolipids at high yield and titer |
| CN109913392A (zh) * | 2019-03-30 | 2019-06-21 | 山东睿智医药科技有限公司 | 高产克拉维酸的棒状链霉菌菌株、其胁迫选育方法及其用途 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1508977A (en) * | 1974-04-20 | 1978-04-26 | Beecham Group Ltd | Beta-lactam antibiotic from streptomyces clavuligerus |
| US4110165A (en) * | 1974-04-20 | 1978-08-29 | Beecham Group Limited | Process for the production of clavulanic acid |
| IT1152277B (it) * | 1982-06-30 | 1986-12-31 | Istituto Biochimico Italiano | Procedimento per la produzione di acido clavulanico |
| ES8602943A1 (es) * | 1984-10-27 | 1985-12-16 | Antibioticos Sa | Procedimiento para la mejora de la fermentacion de acido clavulanico y sus sales |
| AU600655B2 (en) * | 1984-10-27 | 1990-08-23 | Beecham Group Plc | Preparation of clavulanic acid and its salts and esters |
| AT400846B (de) * | 1994-02-25 | 1996-03-25 | Fermic S A De C V | Verfahren zur gewinnung und reinigung von alkalimetallsalzen der clavulansäure |
| SI9600120A (en) * | 1996-04-12 | 1997-12-31 | Lek Tovarna Farmacevtskih | New and improved fermentative procedure for the production of clavulanic acid and its salts |
-
1995
- 1995-11-23 ES ES09502300A patent/ES2101658B1/es not_active Expired - Fee Related
-
1996
- 1996-11-15 TR TR97/00679T patent/TR199700679T1/xx unknown
- 1996-11-15 CZ CZ972317A patent/CZ231797A3/cs unknown
- 1996-11-15 DK DK96938223T patent/DK0811689T3/da active
- 1996-11-15 ES ES96938223T patent/ES2178721T3/es not_active Expired - Lifetime
- 1996-11-15 PL PL96321456A patent/PL321456A1/xx unknown
- 1996-11-15 JP JP51941397A patent/JP3313730B2/ja not_active Expired - Fee Related
- 1996-11-15 EP EP96938223A patent/EP0811689B1/de not_active Expired - Lifetime
- 1996-11-15 HU HU9800343A patent/HUP9800343A3/hu unknown
- 1996-11-15 CN CN96192509A patent/CN1113965C/zh not_active Expired - Fee Related
- 1996-11-15 AT AT96938223T patent/ATE219145T1/de not_active IP Right Cessation
- 1996-11-15 PT PT96938223T patent/PT811689E/pt unknown
- 1996-11-15 DE DE69621780T patent/DE69621780T2/de not_active Expired - Fee Related
- 1996-11-15 AU AU26122/97A patent/AU729094B2/en not_active Ceased
- 1996-11-15 WO PCT/ES1996/000215 patent/WO1997019187A1/es not_active Ceased
- 1996-11-15 BR BR9606930A patent/BR9606930A/pt not_active Application Discontinuation
- 1996-11-15 SI SI9630508T patent/SI0811689T1/xx unknown
- 1996-11-15 CA CA002211207A patent/CA2211207A1/en not_active Abandoned
- 1996-11-15 RU RU97114101/13A patent/RU2187556C2/ru not_active IP Right Cessation
- 1996-11-15 MX MX9705555A patent/MX9705555A/es unknown
- 1996-11-15 CO CO96060301A patent/CO4700346A1/es unknown
- 1996-11-15 US US08/875,189 patent/US6100052A/en not_active Expired - Fee Related
- 1996-11-15 SK SK979-97A patent/SK97997A3/sk unknown
- 1996-11-20 ZA ZA969734A patent/ZA969734B/xx unknown
- 1996-11-21 UY UY24374A patent/UY24374A1/es not_active IP Right Cessation
- 1996-11-22 AR ARP960105302A patent/AR004342A1/es unknown
- 1996-11-23 KR KR1019970705008A patent/KR19980701615A/ko not_active Withdrawn
-
1997
- 1997-07-25 BG BG101788A patent/BG101788A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69621780T2 (de) | 2003-02-06 |
| CN1113965C (zh) | 2003-07-09 |
| EP0811689B1 (de) | 2002-06-12 |
| BR9606930A (pt) | 1997-11-11 |
| ES2178721T3 (es) | 2003-01-01 |
| AU729094B2 (en) | 2001-01-25 |
| JP3313730B2 (ja) | 2002-08-12 |
| DE69621780D1 (de) | 2002-07-18 |
| HUP9800343A2 (hu) | 1998-05-28 |
| BG101788A (en) | 1998-07-31 |
| WO1997019187A1 (es) | 1997-05-29 |
| ES2101658A1 (es) | 1997-07-01 |
| EP0811689A1 (de) | 1997-12-10 |
| TR199700679T1 (xx) | 1997-11-21 |
| KR19980701615A (ko) | 1998-06-25 |
| CA2211207A1 (en) | 1997-05-29 |
| HUP9800343A3 (en) | 1999-04-28 |
| RU2187556C2 (ru) | 2002-08-20 |
| ATE219145T1 (de) | 2002-06-15 |
| CO4700346A1 (es) | 1998-12-29 |
| CZ231797A3 (en) | 1997-12-17 |
| UY24374A1 (es) | 1996-11-28 |
| US6100052A (en) | 2000-08-08 |
| PL321456A1 (en) | 1997-12-08 |
| ZA969734B (en) | 1997-06-10 |
| PT811689E (pt) | 2002-11-29 |
| JPH11501822A (ja) | 1999-02-16 |
| CN1178556A (zh) | 1998-04-08 |
| AR004342A1 (es) | 1998-11-04 |
| SI0811689T1 (en) | 2003-04-30 |
| MX9705555A (es) | 1998-02-28 |
| AU2612297A (en) | 1997-06-11 |
| DK0811689T3 (da) | 2003-01-27 |
| ES2101658B1 (es) | 1998-03-01 |
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