Fungal epoxide hydrolases: new tools for the synthesis of enantiopure epoxides and diols

被引：22
作者：
Archelas, A [1 ]
机构：
[1] Fac Sci Luminy, URA CNRS 1320, Grp Chim Organ & Bioorgan, F-13288 Marseille 9, France
来源：
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 1998年 / 5卷 / 1-4期
关键词：
fungal epoxide hydrolase; enantioselectivity; optical resolution; epoxide; 1,2-diol;
D O I：
10.1016/S1381-1177(98)00011-3
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
This presentation describes efficient means of preparing optically pure epoxides and diols using fungal epoxide hydrolases as biocatalysts. The biohydrolyses can be carried out in a preparative scale for different types of epoxides as terpenic-, aliphatic-, aromatic- and glycidyl acetal-derivatives bearing an epoxide moiety. In addition, in order to obtain these compounds in good yield, an efficient enzymatic reactor and different enantioconvergent processes were devised. (C) 1998 Elsevier Science B.V. All rights reserved.
引用
收藏
页码：79 / 85
页数：7
相关论文
共 23 条
  • [1] MICROBIOLOGICAL TRANSFORMATIONS .30. ENANTIOSELECTIVE HYDROLYSIS OF RACEMIC EPOXIDES - THE SYNTHESIS OF ENANTIOPURE INSECT JUVENILE-HORMONE ANALOGS (BOWERS COMPOUND)
    ARCHELAS, A
    DELBECQUE, JP
    FURSTOSS, R
    [J]. TETRAHEDRON-ASYMMETRY, 1993, 4 (12) : 2445 - 2446
  • [2] ASSOVSKI O, 1998, IN PRESS
  • [3] GENE EVOLUTION OF EPOXIDE HYDROLASES AND RECOMMENDED NOMENCLATURE
    BEETHAM, JK
    GRANT, D
    ARAND, M
    GARBARINO, J
    KIYOSUE, T
    PINOT, F
    OESCH, F
    BELKNAP, WR
    SHINOZAKI, K
    HAMMOCK, BD
    [J]. DNA AND CELL BIOLOGY, 1995, 14 (01) : 61 - 71
  • [4] STEREOCONTROLLED HYDROLYSIS OF THE LINOLEIC-ACID MONOEPOXIDE REGIOISOMERS CATALYZED BY SOYBEAN EPOXIDE HYDROLASE
    BLEE, E
    SCHUBER, F
    [J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1995, 230 (01): : 229 - 234
  • [5] MICROBIOLOGICAL TRANSFORMATIONS .27. THE 1ST EXAMPLES FOR PREPARATIVE-SCALE ENANTIOSELECTIVE OR DIASTEREOSELECTIVE EPOXIDE HYDROLYZES USING MICROORGANISMS - AN UNEQUIVOCAL ACCESS TO ALL 4 BISABOLOL STEREOISOMERS
    CHEN, XJ
    ARCHELAS, A
    FURSTOSS, R
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (20) : 5528 - 5532
  • [6] PREPARATION OF OPTICALLY PURE L-2-HYDROXYALDEHYDES WITH YEAST TRANSKETOLASE
    EFFENBERGER, F
    NULL, V
    ZIEGLER, T
    [J]. TETRAHEDRON LETTERS, 1992, 33 (36) : 5157 - 5160
  • [7] HAMMOCK BD, 1996, COMPREHENSIVE TOXICO, V3, P283
  • [8] CHEMOENZYMATIC SYNTHESIS OF PRECURSORS OF FAGOMINE AND 1,4-DIDEOXY-1,4-IMINO-D-ARABINITOL
    HECQUET, L
    LEMAIRE, M
    BOLTE, J
    DEMUYNCK, C
    [J]. TETRAHEDRON LETTERS, 1994, 35 (47) : 8791 - 8794
  • [9] CATALYTIC ASYMMETRIC OXIDATIONS USING OPTICALLY-ACTIVE (SALEN)MANGANESE(III) COMPLEXES AS CATALYSTS
    KATSUKI, T
    [J]. COORDINATION CHEMISTRY REVIEWS, 1995, 140 : 189 - 214
  • [10] CATALYTIC ASYMMETRIC DIHYDROXYLATION
    KOLB, HC
    VANNIEUWENHZE, MS
    SHARPLESS, KB
    [J]. CHEMICAL REVIEWS, 1994, 94 (08) : 2483 - 2547
123