RU96103835A - IMPROVED ENZYMATIC METHOD FOR OBTAINING PENICILLINS AND CEFALOSPORINS - Google Patents
IMPROVED ENZYMATIC METHOD FOR OBTAINING PENICILLINS AND CEFALOSPORINSInfo
- Publication number
- RU96103835A RU96103835A RU96103835/13A RU96103835A RU96103835A RU 96103835 A RU96103835 A RU 96103835A RU 96103835/13 A RU96103835/13 A RU 96103835/13A RU 96103835 A RU96103835 A RU 96103835A RU 96103835 A RU96103835 A RU 96103835A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- acid
- immobilized
- enzyme
- amide
- Prior art date
Links
- MDQGTDMBVJCTBN-JCGDXUMPSA-N 6-formamidopenicillanic acid Chemical compound OC(=O)[C@H]1C(C)(C)S[C@@H]2[C@H](NC=O)C(=O)N21 MDQGTDMBVJCTBN-JCGDXUMPSA-N 0.000 title 1
- 230000002255 enzymatic Effects 0.000 title 1
- 108010073038 EC 3.5.1.11 Proteins 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 229920000642 polymer Polymers 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000011780 sodium chloride Substances 0.000 claims 2
- KIYRSYYOVDHSPG-SSDOTTSWSA-N (2R)-2-amino-2-phenylacetamide Chemical compound NC(=O)[C@H](N)C1=CC=CC=C1 KIYRSYYOVDHSPG-SSDOTTSWSA-N 0.000 claims 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-APA 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 1
- HSHGZXNAXBPPDL-HZGVNTEJSA-N 7-ACA Chemical compound S1CC(COC(=O)C)=C(C([O-])=O)N2C(=O)[C@@H]([NH3+])[C@@H]12 HSHGZXNAXBPPDL-HZGVNTEJSA-N 0.000 claims 1
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 claims 1
- 229940049954 Penicillin Drugs 0.000 claims 1
- 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 1
- 239000002253 acid Substances 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 229960000626 benzylpenicillin Drugs 0.000 claims 1
- 150000001780 cephalosporins Chemical class 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N oxygen atom Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
Claims (3)
где Х - S или СН2;
R - необязательно замещенное шестичленное углеводородное кольцо;
R1 - атом водорода, атом галогена, метильная группа, метоксигруппа, С1 - С4-алкенильная группа или метиленовая группа, соединенная с органическим радикалом через атом кислорода, серы или азота,
по которому 6-амино-пенициллановую кислоту или 7-аминоцефалоспорановую кислоту формулы IV или V
где Х и R1 имеют указанные значения,
подвергают взаимодействию в водной среде при температуре -5 ... +35oС в присутствии иммобилизованного фермента пенициллинацилазы с амином формулы III
где R имеет указанные значения;
R2 и R3 - каждый независимо, водород или линейная или разветвленная С1 - С3-алкильная группа,
или его солью при молярном соотношении от 1,5 до 3 молей указанного амида формулы III на I моль указанной кислоты формулы IV или V, отличающийся тем, что указанный фермент иммобилизован на азалактоновом полимере.1. The method of producing penicillin or cephalosporin of formula I or II
where X is S or CH 2 ;
R is an optionally substituted six-membered hydrocarbon ring;
R 1 is a hydrogen atom, a halogen atom, a methyl group, a methoxy group, a C 1 - C 4 alkenyl group or a methylene group attached to an organic radical via an oxygen, sulfur or nitrogen atom,
wherein 6-amino-penicillanic acid or 7-aminocephalosporanic acid of formula IV or V
where X and R 1 have the specified values,
subjected to interaction in an aqueous medium at a temperature of -5 ... +35 o C in the presence of immobilized penicillin acylase enzyme with an amine of formula III
where R has the indicated meanings;
R 2 and R 3 are each independently hydrogen or a linear or branched C 1 - C 3 alkyl group,
or its salt at a molar ratio of from 1.5 to 3 moles of the indicated amide of formula III per I mole of the indicated acid of formula IV or V, characterized in that the enzyme is immobilized on an azlactone polymer.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ITMI95A000383 | 1995-02-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
RU96103835A true RU96103835A (en) | 1998-05-10 |
Family
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