SK78593A3 - Method of separation of an insoluble catalyst from a reaction mixture - Google Patents

Method of separation of an insoluble catalyst from a reaction mixture Download PDF

Info

Publication number: SK78593A3
Authority: SK; Slovakia
Prior art keywords: catalyst; undissolved; reaction; enzyme; reaction liquid
Prior art date: 1991-01-25

Application number

SK785-93A

Other languages

English (en)

Slovak (sk)

Inventor

Sven Kaasgaard

Lars G Karlsen

Ib Schneider

Original Assignee

Novo Nordisk As

Priority date (The priority date 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 date listed.)

1991-01-25

Filing date

1992-01-24

Publication date

1994-01-12

1992-01-24 Application filed by Novo Nordisk As filed Critical Novo Nordisk As

1994-01-12 Publication of SK78593A3 publication Critical patent/SK78593A3/sk

Links

239000003054 catalyst Substances 0.000 title claims abstract description 84
238000000034 method Methods 0.000 title claims abstract description 46
239000011541 reaction mixture Substances 0.000 title claims abstract description 32
238000000926 separation method Methods 0.000 title abstract description 12
239000012295 chemical reaction liquid Substances 0.000 claims abstract description 48
238000006243 chemical reaction Methods 0.000 claims description 40
102000004190 Enzymes Human genes 0.000 claims description 32
108090000790 Enzymes Proteins 0.000 claims description 32
230000005484 gravity Effects 0.000 claims description 23
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 22
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 description 16
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 description 16
239000011324 bead Substances 0.000 claims description 14
150000003952 β-lactams Chemical class 0.000 claims description 12
229920000936 Agarose Polymers 0.000 claims description 11
230000002255 enzymatic effect Effects 0.000 claims description 11
ZGUNAGUHMKGQNY-SSDOTTSWSA-N D-alpha-phenylglycine Chemical group OC(=O)[C@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-SSDOTTSWSA-N 0.000 claims description 10
239000002245 particle Substances 0.000 claims description 10
239000002253 acid Substances 0.000 claims description 9
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239000011521 glass Substances 0.000 claims description 7
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239000003153 chemical reaction reagent Substances 0.000 claims description 6
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238000006555 catalytic reaction Methods 0.000 claims description 5
239000000376 reactant Substances 0.000 claims description 5
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VSDUZFOSJDMAFZ-VIFPVBQESA-N methyl L-phenylalaninate Chemical compound COC(=O)[C@@H](N)CC1=CC=CC=C1 VSDUZFOSJDMAFZ-VIFPVBQESA-N 0.000 claims description 3
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 claims description 2
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COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims 2
KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims 2
NVIAYEIXYQCDAN-CLZZGJSISA-N 7beta-aminodeacetoxycephalosporanic acid Chemical compound S1CC(C)=C(C(O)=O)N2C(=O)[C@@H](N)[C@@H]12 NVIAYEIXYQCDAN-CLZZGJSISA-N 0.000 claims 1
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KZSNJWFQEVHDMF-SCSAIBSYSA-N D-valine Chemical compound CC(C)[C@@H](N)C(O)=O KZSNJWFQEVHDMF-SCSAIBSYSA-N 0.000 claims 1
NPKSPKHJBVJUKB-UHFFFAOYSA-N N-phenylglycine Chemical compound OC(=O)CNC1=CC=CC=C1 NPKSPKHJBVJUKB-UHFFFAOYSA-N 0.000 claims 1
125000003282 alkyl amino group Chemical group 0.000 claims 1
102000005922 amidase Human genes 0.000 claims 1
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VSDUZFOSJDMAFZ-UHFFFAOYSA-N methyl 2-amino-3-phenylpropanoate Chemical compound COC(=O)C(N)CC1=CC=CC=C1 VSDUZFOSJDMAFZ-UHFFFAOYSA-N 0.000 claims 1
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YSCNREZXFSZAQO-ROUUACIJSA-N (3s)-4-[[(2s)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxo-3-(phenylmethoxycarbonylamino)butanoic acid Chemical compound C([C@@H](C(=O)OC)NC(=O)[C@H](CC(O)=O)NC(=O)OCC=1C=CC=CC=1)C1=CC=CC=C1 YSCNREZXFSZAQO-ROUUACIJSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
LJCWONGJFPCTTL-SSDOTTSWSA-N D-4-hydroxyphenylglycine Chemical class [O-]C(=O)[C@H]([NH3+])C1=CC=C(O)C=C1 LJCWONGJFPCTTL-SSDOTTSWSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
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XYXYXSKSTZAEJW-VIFPVBQESA-N (2s)-2-(phenylmethoxycarbonylamino)butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NC(=O)OCC1=CC=CC=C1 XYXYXSKSTZAEJW-VIFPVBQESA-N 0.000 description 2
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125000005907 alkyl ester group Chemical group 0.000 description 2
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239000005018 casein Substances 0.000 description 2
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 2
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BHFLUDRTVIDDOR-MRVPVSSYSA-N methyl (2r)-2-amino-2-phenylacetate Chemical compound COC(=O)[C@H](N)C1=CC=CC=C1 BHFLUDRTVIDDOR-MRVPVSSYSA-N 0.000 description 2
SWVMLNPDTIFDDY-FVGYRXGTSA-N methyl (2s)-2-amino-3-phenylpropanoate;hydrochloride Chemical compound Cl.COC(=O)[C@@H](N)CC1=CC=CC=C1 SWVMLNPDTIFDDY-FVGYRXGTSA-N 0.000 description 2
229940056367 penicillin v Drugs 0.000 description 2
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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 2
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MEAZEHJUPLREOQ-SSDOTTSWSA-N (2r)-2-amino-2-phenylacetyl chloride Chemical compound ClC(=O)[C@H](N)C1=CC=CC=C1 MEAZEHJUPLREOQ-SSDOTTSWSA-N 0.000 description 1
WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 1
BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 1
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VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
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DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
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238000003556 assay Methods 0.000 description 1
239000011942 biocatalyst Substances 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
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NBFNMSULHIODTC-CYJZLJNKSA-N cefadroxil monohydrate Chemical compound O.C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=C(O)C=C1 NBFNMSULHIODTC-CYJZLJNKSA-N 0.000 description 1
FUBBGQLTSCSAON-PBFPGSCMSA-N cefaloglycin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)C)C(O)=O)=CC=CC=C1 FUBBGQLTSCSAON-PBFPGSCMSA-N 0.000 description 1
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AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 description 1
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238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
125000004494 ethyl ester group Chemical group 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000000835 fiber Substances 0.000 description 1
239000001963 growth medium Substances 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
239000012535 impurity Substances 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000003317 industrial substance Substances 0.000 description 1
238000010829 isocratic elution Methods 0.000 description 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
DTHMTBUWTGVEFG-DDWIOCJRSA-N methyl (2r)-2-amino-2-phenylacetate;hydrochloride Chemical compound Cl.COC(=O)[C@H](N)C1=CC=CC=C1 DTHMTBUWTGVEFG-DDWIOCJRSA-N 0.000 description 1
VSDUZFOSJDMAFZ-SECBINFHSA-N methyl (2r)-2-amino-3-phenylpropanoate Chemical compound COC(=O)[C@H](N)CC1=CC=CC=C1 VSDUZFOSJDMAFZ-SECBINFHSA-N 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
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QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
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QZRSVBDWRWTHMT-UHFFFAOYSA-M silver;3-carboxy-3,5-dihydroxy-5-oxopentanoate Chemical compound [Ag+].OC(=O)CC(O)(C([O-])=O)CC(O)=O QZRSVBDWRWTHMT-UHFFFAOYSA-M 0.000 description 1
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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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/02—Enzymes or microbial cells immobilised on or in an organic carrier
- C12N11/04—Enzymes or microbial cells immobilised on or in an organic carrier entrapped within the carrier, e.g. gel or hollow fibres
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/02—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length in solution
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06104—Dipeptides with the first amino acid being acidic
- C07K5/06113—Asp- or Asn-amino acid
- C07K5/06121—Asp- or Asn-amino acid the second amino acid being aromatic or cycloaliphatic
- C07K5/0613—Aspartame
- 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
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- 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
- C12P21/00—Preparation of peptides or proteins
- C12P21/02—Preparation of peptides or proteins having a known sequence of two or more amino acids, e.g. glutathione
- 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
- 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
- C12P37/00—Preparation of compounds having a 4-thia-1-azabicyclo [3.2.0] heptane ring system, e.g. penicillin
- C12P37/04—Preparation of compounds having a 4-thia-1-azabicyclo [3.2.0] heptane ring system, e.g. penicillin by acylation of the substituent in the 6 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
- C12P37/00—Preparation of compounds having a 4-thia-1-azabicyclo [3.2.0] heptane ring system, e.g. penicillin
- C12P37/06—Preparation of compounds having a 4-thia-1-azabicyclo [3.2.0] heptane ring system, e.g. penicillin by desacylation of the substituent in the 6 position
- 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

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Wood Science & Technology (AREA)
Engineering & Computer Science (AREA)
Zoology (AREA)
Health & Medical Sciences (AREA)
Genetics & Genomics (AREA)
General Health & Medical Sciences (AREA)
Biochemistry (AREA)
Bioinformatics & Cheminformatics (AREA)
Microbiology (AREA)
General Engineering & Computer Science (AREA)
Biotechnology (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Molecular Biology (AREA)
Medicinal Chemistry (AREA)
Biophysics (AREA)
Dispersion Chemistry (AREA)
Biomedical Technology (AREA)
Analytical Chemistry (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Catalysts (AREA)
Separation Of Solids By Using Liquids Or Pneumatic Power (AREA)
Peptides Or Proteins (AREA)
Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

SK785-93A 1991-01-25 1992-01-24 Method of separation of an insoluble catalyst from a reaction mixture SK78593A3 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
EP91610003		1991-01-25
PCT/DK1992/000024 WO1992012782A1 (fr)	1991-01-25	1992-01-24	Procede de separation de deux constituants solides

Publications (1)

Publication Number	Publication Date
SK78593A3 true SK78593A3 (en)	1994-01-12

Family

ID=8208759

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK785-93A SK78593A3 (en)	1991-01-25	1992-01-24	Method of separation of an insoluble catalyst from a reaction mixture

Country Status (11)

Country	Link
EP (1)	EP0569462A1 (fr)
JP (1)	JPH06504947A (fr)
AU (1)	AU1235992A (fr)
BG (1)	BG97981A (fr)
CA (1)	CA2101256A1 (fr)
CZ (1)	CZ148593A3 (fr)
HU (1)	HUT67012A (fr)
MX (1)	MX9200313A (fr)
NO (1)	NO932576L (fr)
SK (1)	SK78593A3 (fr)
WO (1)	WO1992012782A1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE1007296A3 (nl) *	1993-07-19	1995-05-09	Dsm Nv	Werkwijze voor de bereiding van een beta-lactamderivaat.
US6060268A (en) *	1995-07-18	2000-05-09	Gist-Brocades B.V.	Penicillin G acylase immobilized with a crosslinked mixture of gelled gelatin and amino polymer
ATE417100T1 (de) *	1995-07-18	2008-12-15	Dsm Ip Assets Bv	Eine verbesserte immobilisierte penicillin g acylase
AU8799498A (en) *	1997-06-10	1998-12-30	Gist-Brocades B.V.	Process for enzymatically preparing a beta-lactam antibiotic and this antibiotic
EP0997199A1 (fr) *	1998-10-26	2000-05-03	Dsm N.V.	Procédé de séparation de composés solides en suspension
JP5606693B2 (ja) *	2009-06-30	2014-10-15	株式会社カネカ	液性油成分除去方法、細胞分離方法及び細胞分離キット
CN102656274B (zh)	2009-12-14	2014-10-15	中化帝斯曼制药有限公司荷兰公司	生产头孢拉定的方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4063017A (en) *	1976-04-22	1977-12-13	Purdue Research Foundation	Porous cellulose beads and the immobilization of enzymes therewith
JPS5411293A (en) *	1977-05-23	1979-01-27	Toyo Soda Mfg Co Ltd	Recovery of protease
FR2571498B1 (fr) *	1984-10-04	1988-04-08	Immunotech Sa	Procede de separation de cellules utilisant des anticorps et des billes de faible densite
SE465604B (sv) *	1988-11-16	1991-10-07	Alfa Laval Ab	Saett foer avskiljning av ett aemne fraan en vaetska med hjaelp av partikelformigt material

1992
- 1992-01-24 HU HU9302146A patent/HUT67012A/hu unknown
- 1992-01-24 SK SK785-93A patent/SK78593A3/sk unknown
- 1992-01-24 MX MX9200313A patent/MX9200313A/es not_active IP Right Cessation
- 1992-01-24 AU AU12359/92A patent/AU1235992A/en not_active Abandoned
- 1992-01-24 CA CA002101256A patent/CA2101256A1/fr not_active Abandoned
- 1992-01-24 CZ CS931485A patent/CZ148593A3/cs unknown
- 1992-01-24 JP JP4504130A patent/JPH06504947A/ja active Pending
- 1992-01-24 EP EP92904422A patent/EP0569462A1/fr not_active Ceased
- 1992-01-24 WO PCT/DK1992/000024 patent/WO1992012782A1/fr not_active Ceased
1993
- 1993-07-15 NO NO93932576A patent/NO932576L/no unknown
- 1993-07-22 BG BG97981A patent/BG97981A/xx unknown

Also Published As

Publication number	Publication date
BG97981A (en)	1994-04-25
CA2101256A1 (fr)	1992-07-26
NO932576D0 (no)	1993-07-15
HUT67012A (en)	1995-01-30
MX9200313A (es)	1992-10-30
WO1992012782A1 (fr)	1992-08-06
CZ148593A3 (en)	1994-01-19
AU1235992A (en)	1992-08-27
NO932576L (no)	1993-07-15
JPH06504947A (ja)	1994-06-09
EP0569462A1 (fr)	1993-11-18
HU9302146D0 (en)	1993-11-29

Publication	Publication Date	Title
US8541199B2 (en)	2013-09-24	Mutant penicillin G acylases
Wegman et al.	2001	Towards biocatalytic synthesis of β‐lactam antibiotics
RU2136759C1 (ru)	1999-09-10	Способ получения производного бета-лактама
EP0771357B1 (fr)	1999-10-20	PROCEDE DE PREPARATION DE $g(b)-LACTAMINES AU MOYEN DE REACTIFS PRESENTS A UNE CONCENTRATION CONSTAMMENT ELEVEE
US6503727B1 (en)	2003-01-07	Process for the preparation of an antibiotic
SK78593A3 (en)	1994-01-12	Method of separation of an insoluble catalyst from a reaction mixture
EP0730036B1 (fr)	2000-04-19	Procédé pour la synthèse enzymatique d'antibiotiques bèta-lactame en présence d'un inhibiteur d'enzyme
EP1416054B1 (fr)	2005-08-17	Procédé enzymatique simple pour préparer du cefazolin
EP1017698A1 (fr)	2000-07-12	Methode de recuperation d'un beta-lactamine antibiotique
SK134294A3 (en)	1995-07-11	Method of separation of particle solid catalyst
US20050153401A1 (en)	2005-07-14	Process for preparing optically active beta-aminocarboxylic acids from racemic n-acylated beta-aminocarboxylic acids
CN115851786B (zh)	2025-01-24	一种编码青霉素g酰化酶的基因及表达的突变后青霉素g酰化酶在制备头孢氨苄中应用
CN100500840C (zh)	2009-06-17	青霉素酰化酶晶体和固定化青霉素酰化酶
JPH08242884A (ja)	1996-09-24	ペニシリン及びセファロスポリンの酵素製造法
Vandamme	1983	Immobilized enzyme and cell technology to produce peptide antibiotics
US20040053912A1 (en)	2004-03-18	Process for the preparation of a beta -lactam nucleus and the application thereof
WO2001030783A1 (fr)	2001-05-03	ELABORATION D'UNE β-LACTAMINE
MXPA00010537A (en)	2001-09-07	A METHOD FOR CRYSTALLIZING A&bgr;-LACTAM ANTIBIOTIC