Modulation of penicillin acylase properties via immobilization techniques:: One-pot chemoenzymatic synthesis of cephamandole from cephalosporin C

被引：95
作者：
Terreni, M
Pagani, G
Ubiali, D
Fernández-Lafuente, R
Mateo, C
Guisán, JM
机构：
[1] Univ Pavia, Pharmaceut Biocatalysis Labs, Dipartimento Chim Farmaceut, I-27100 Pavia, Italy
[2] CSIC, Lab Tecnol Enzimat, Inst Catalisis, E-28049 Madrid, Spain
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 18期
关键词：
D O I：
10.1016/S0960-894X(01)00463-2
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The modulation of penicillin G acylase (PGA) properties via immobilization techniques has been performed studying the acylation of 7-aminocephalosporanic acid with R-mandelic acid methyl ester. PGA from Escherichia coli, immobilized onto agarose activated with glycidol (glyoxyl-agarose), has been used for the design of a novel one-pot synthesis of Cephamandole in aqueous medium and without isolation of intermediates, through three consecutive biotransformations catalyzed by D-amino acid oxidase, glutaryl acylase and PGA. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：2429 / 2432
页数：4
相关论文
共 12 条
  • [1] IMMOBILIZATION-STABILIZATION OF PENICILLIN-G ACYLASE FROM ESCHERICHIA-COLI
    ALVARO, G
    FERNANDEZLAFUENTE, R
    BLANCO, RM
    GUISAN, JM
    [J]. APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 1990, 26 (02) : 181 - 195
  • [2] Ligand-induced conformational change in penicillin acylase
    Done, SH
    Brannigan, JA
    Moody, PCE
    Hubbard, RE
    [J]. JOURNAL OF MOLECULAR BIOLOGY, 1998, 284 (02) : 463 - 475
  • [3] Modulation of the properties of penicillin G acylase by acyl donor substrates during N-protection of amino compounds
    Fernandez-Lafuente, R
    Rosell, CM
    Guisan, JM
    [J]. ENZYME AND MICROBIAL TECHNOLOGY, 1998, 22 (07) : 583 - 587
  • [4] ALDEHYDE-AGAROSE GELS AS ACTIVATED SUPPORTS FOR IMMOBILIZATION-STABILIZATION OF ENZYMES
    GUISAN, JM
    [J]. ENZYME AND MICROBIAL TECHNOLOGY, 1988, 10 (06) : 375 - 382
  • [5] GUISAN JM, 1997, METH BIOTEC, V1, P261
  • [6] HERNANDEZJUSTIZ O, 1997, J ORG CHEM, V62, P9099
  • [7] INACTIVATION OF PENICILLIN ACYLASE FROM KLUYVERA-CITROPHILA BY N-ETHOXYCARBONYL-2-ETHOXY-1,2-DIHYDROQUINOLINE - A CASE OF TIME-DEPENDENT NONCOVALENT ENZYME-INHIBITION
    MARTIN, J
    MANCHENO, JM
    ARCHE, R
    [J]. BIOCHEMICAL JOURNAL, 1993, 291 : 907 - 914
  • [8] SALT-MEDIATED RETENTION OF PROTEINS IN HYDROPHOBIC-INTERACTION CHROMATOGRAPHY - APPLICATION OF SOLVOPHOBIC THEORY
    MELANDER, WR
    CORRADINI, D
    HORVATH, C
    [J]. JOURNAL OF CHROMATOGRAPHY, 1984, 317 (DEC): : 67 - 85
  • [9] SIEWINSKI M, 1984, HOPPESEYLERS Z PHYSL, V635, P829
  • [10] SMALLA K, 1988, BIOTECHNOL APPL BIOC, V10, P21
12