DE2143062C2 - Wasserunlösliches Enzympräparat für die Gewinnung von 6-Aminopenicillansäure aus Benzylpenicillin oder einem Salz dieses Penicillins und Verfahren zu seiner Herstellung - Google Patents
Wasserunlösliches Enzympräparat für die Gewinnung von 6-Aminopenicillansäure aus Benzylpenicillin oder einem Salz dieses Penicillins und Verfahren zu seiner HerstellungInfo
- Publication number
- DE2143062C2 DE2143062C2 DE2143062A DE2143062A DE2143062C2 DE 2143062 C2 DE2143062 C2 DE 2143062C2 DE 2143062 A DE2143062 A DE 2143062A DE 2143062 A DE2143062 A DE 2143062A DE 2143062 C2 DE2143062 C2 DE 2143062C2
- Authority
- DE
- Germany
- Prior art keywords
- water
- enzyme preparation
- hours
- production
- solution
- 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.)
- Expired
Links
- 102000004190 Enzymes Human genes 0.000 title claims description 42
- 108090000790 Enzymes Proteins 0.000 title claims description 42
- 238000002360 preparation method Methods 0.000 title claims description 39
- 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 title claims description 23
- 238000000034 method Methods 0.000 title claims description 18
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 title claims description 10
- 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 title claims description 9
- 229930182555 Penicillin Natural products 0.000 title claims description 7
- 229940049954 penicillin Drugs 0.000 title claims description 7
- 235000019371 penicillin G benzathine Nutrition 0.000 title claims description 7
- 229940056360 penicillin g Drugs 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 150000002960 penicillins Chemical class 0.000 title claims 2
- 150000003839 salts Chemical class 0.000 title claims 2
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 claims description 16
- 230000000694 effects Effects 0.000 claims description 15
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical group N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 claims description 14
- 239000007787 solid Substances 0.000 claims description 12
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims description 6
- 230000002745 absorbent Effects 0.000 claims description 5
- 239000002250 absorbent Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 4
- 238000003776 cleavage reaction Methods 0.000 claims description 3
- 229940015043 glyoxal Drugs 0.000 claims description 3
- 230000007017 scission Effects 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 2
- -1 water-insoluble Substances 0.000 claims description 2
- 229940088598 enzyme Drugs 0.000 description 37
- 239000000243 solution Substances 0.000 description 31
- 101100189357 Homo sapiens PAPOLG gene Proteins 0.000 description 13
- 102100040153 Poly(A) polymerase gamma Human genes 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000000203 mixture Substances 0.000 description 8
- 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 7
- 238000003756 stirring Methods 0.000 description 7
- 238000011282 treatment Methods 0.000 description 7
- 239000004677 Nylon Substances 0.000 description 6
- 239000007853 buffer solution Substances 0.000 description 6
- 229920001778 nylon Polymers 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 229940079919 digestives enzyme preparation Drugs 0.000 description 5
- 230000002255 enzymatic effect Effects 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000012876 carrier material Substances 0.000 description 4
- 229920002678 cellulose Polymers 0.000 description 4
- 239000001913 cellulose Substances 0.000 description 4
- 239000003456 ion exchange resin Substances 0.000 description 4
- 229920003303 ion-exchange polymer Polymers 0.000 description 4
- 239000008363 phosphate buffer Substances 0.000 description 4
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 3
- JVIPLYCGEZUBIO-UHFFFAOYSA-N 2-(4-fluorophenyl)-1,3-dioxoisoindole-5-carboxylic acid Chemical compound O=C1C2=CC(C(=O)O)=CC=C2C(=O)N1C1=CC=C(F)C=C1 JVIPLYCGEZUBIO-UHFFFAOYSA-N 0.000 description 3
- 229920001425 Diethylaminoethyl cellulose Polymers 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000012064 sodium phosphate buffer Substances 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- LJCWONGJFPCTTL-SSDOTTSWSA-N D-4-hydroxyphenylglycine Chemical compound [O-]C(=O)[C@H]([NH3+])C1=CC=C(O)C=C1 LJCWONGJFPCTTL-SSDOTTSWSA-N 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 2
- 235000011130 ammonium sulphate Nutrition 0.000 description 2
- 229910021538 borax Inorganic materials 0.000 description 2
- 239000000872 buffer Substances 0.000 description 2
- 229920001429 chelating resin Polymers 0.000 description 2
- 239000008119 colloidal silica Substances 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000008055 phosphate buffer solution Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 235000010339 sodium tetraborate Nutrition 0.000 description 2
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 2
- XSNSOQNHJHPRQG-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;2-(chloromethyl)oxirane Chemical compound ClCC1CO1.OCCN(CCO)CCO XSNSOQNHJHPRQG-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920005654 Sephadex Polymers 0.000 description 1
- 239000012507 Sephadex™ Substances 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- ATDGTVJJHBUTRL-UHFFFAOYSA-N cyanogen bromide Chemical compound BrC#N ATDGTVJJHBUTRL-UHFFFAOYSA-N 0.000 description 1
- 230000020176 deacylation Effects 0.000 description 1
- 238000005947 deacylation reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 208000011117 substance-related disease Diseases 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000010414 supernatant solution Substances 0.000 description 1
- 238000005406 washing Methods 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
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
- C12N11/14—Enzymes or microbial cells immobilised on or in an inorganic carrier
-
- 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
- C12N11/08—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer
- C12N11/089—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a synthetic polymer obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C12N11/096—Polyesters; Polyamides
-
- 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
- C12N11/10—Enzymes or microbial cells immobilised on or in an organic carrier the carrier being a carbohydrate
- C12N11/12—Cellulose or derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Genetics & Genomics (AREA)
- Wood Science & Technology (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Inorganic Chemistry (AREA)
- Molecular Biology (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Enzymes And Modification Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3660171A GB1357317A (en) | 1970-08-27 | 1970-08-27 | Enzymes |
GB3660171 | 1971-08-04 |
Publications (2)
Publication Number | Publication Date |
---|---|
DE2143062A1 DE2143062A1 (de) | 1972-03-02 |
DE2143062C2 true DE2143062C2 (de) | 1982-07-15 |
Family
ID=26263166
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE2143062A Expired DE2143062C2 (de) | 1970-08-27 | 1971-08-27 | Wasserunlösliches Enzympräparat für die Gewinnung von 6-Aminopenicillansäure aus Benzylpenicillin oder einem Salz dieses Penicillins und Verfahren zu seiner Herstellung |
Country Status (14)
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1400468A (en) * | 1972-07-22 | 1975-07-16 | Beecham Group Ltd | Enzyme preparation and use thereof |
GB1492937A (en) | 1973-12-28 | 1977-11-23 | Beecham Group Ltd | Enzyme complexes and their use |
JPS60500406A (ja) * | 1983-02-02 | 1985-03-28 | メムテツク リミテツド | 架橋した多孔質膜 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DD78061A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | ||||
AT270064B (de) * | 1966-11-22 | 1969-04-10 | Bristol Myers Co | Verfahren zur Herstellung von Penicillinamidase |
DE1517743A1 (de) * | 1966-12-02 | 1970-03-19 | Bristol Myers Co | Verfahren zur Herstellung von 6-Aminopenicillansaeure und zur Herstellung der dabei verwendeten Penicillinamidase |
BE727506A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1968-02-15 | 1969-07-01 | ||
CH538003A (fr) * | 1968-03-29 | 1973-01-31 | Anvar | Procédé pour l'obtention d'articles textiles porteurs d'enzymes |
JPS5112712A (ja) * | 1974-07-22 | 1976-01-31 | Nippon Electric Co | Johotensokakuninhoho |
-
1970
- 1970-08-27 GB GB3660171A patent/GB1357317A/en not_active Expired
-
1971
- 1971-08-18 IE IE1044/71A patent/IE35525B1/xx unknown
- 1971-08-23 IL IL37553A patent/IL37553A/xx unknown
- 1971-08-24 SE SE7110747A patent/SE395701B/xx unknown
- 1971-08-25 JP JP6505671A patent/JPS5625316B1/ja active Pending
- 1971-08-25 FR FR7130786A patent/FR2106007A5/fr not_active Expired
- 1971-08-25 NL NL7111723A patent/NL7111723A/xx active Search and Examination
- 1971-08-26 CH CH1254271A patent/CH562839A5/xx not_active IP Right Cessation
- 1971-08-26 AT AT746671A patent/AT308966B/de not_active IP Right Cessation
- 1971-08-26 CA CA121,444A patent/CA965716A/en not_active Expired
- 1971-08-26 DK DK418671AA patent/DK129457B/da not_active IP Right Cessation
- 1971-08-26 ES ES394563A patent/ES394563A1/es not_active Expired
- 1971-08-26 BE BE771834A patent/BE771834A/xx unknown
- 1971-08-27 DE DE2143062A patent/DE2143062C2/de not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE2143062A1 (de) | 1972-03-02 |
AT308966B (de) | 1973-07-25 |
CA965716A (en) | 1975-04-08 |
ES394563A1 (es) | 1974-11-16 |
JPS5625316B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1981-06-11 |
BE771834A (fr) | 1972-02-28 |
IL37553A (en) | 1975-02-10 |
DK129457B (da) | 1974-10-14 |
IE35525B1 (en) | 1976-03-03 |
IE35525L (en) | 1972-02-27 |
NL7111723A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-02-29 |
DK129457C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-03-03 |
CH562839A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-06-13 |
GB1357317A (en) | 1974-06-19 |
IL37553A0 (en) | 1971-11-29 |
SE395701B (sv) | 1977-08-22 |
FR2106007A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1972-04-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
OD | Request for examination | ||
D2 | Grant after examination |