BIOTRANSFORMATIONS USING CLOSTRIDIA - STEREOSPECIFIC REDUCTIONS OF A BETA-KETO ESTER

被引:5
作者
CHRISTEN, M
CROUT, DHG
HOLT, RA
MORRIS, JG
SIMON, H
机构
[1] UNIV COLL WALES ABERYSTWYTH,DEPT BIOL SCI,ABERYSTWYTH SY23 3DA,DYFED,WALES
[2] TECH UNIV MUNICH,INST ORGAN CHEM,W-8046 GARCHING,GERMANY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 04期
关键词
D O I
10.1039/p19920000491
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reduction of methyl 4-(4-chlorophenylthio)-3-oxobutanoate 1 by clostridia has been studied. Clostridium pasteurianum ATCC 6013, C. tyrobutyricum DSM 1460 and C. kluyveri NCIB 10680 gave the D-(3S) reduction product 2, whereas C. kluyveri DSM 555 gave the L-(3R) reduction product 3. The products could be obtained in higher optical purities than by yeast reductions.
引用
收藏
页码:491 / 493
页数:3
相关论文
共 12 条
  • [1] USE OF BIOLOGICAL-SYSTEMS FOR THE PREPARATION OF CHIRAL MOLECULES .3. AN APPLICATION IN PHEROMONE SYNTHESIS - PREPARATION OF SULCATOL ENANTIOMERS
    BELAN, A
    BOLTE, J
    FAUVE, A
    GOURCY, JG
    VESCHAMBRE, H
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (02) : 256 - 260
  • [2] BIOTRANSFORMATION IN ORGANIC-SYNTHESIS - APPLICATIONS OF YEAST REDUCTION IN THE SYNTHESIS OF 3,5-DIHYDROXY ESTERS OF HIGH OPTICAL PURITY
    CHRISTEN, M
    CROUT, DHG
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (04) : 264 - 266
  • [3] CROUT DHG, 1989, MODERN SYNTHETIC MET, P1
  • [4] Fauve A., 1990, BIOCATALYSIS, V3, P95
  • [5] ON THE FORMATION OF 3-PHENYLPROPIONATE AND THE DIFFERENT STEREOCHEMICAL COURSE OF THE REDUCTION OF CINNAMATE BY CLOSTRIDIUM-SPOROGENES AND PEPTOSTREPTOCOCCUS-ANAEROBIUS
    GIESEL, H
    MACHACEK, G
    BAYERL, J
    SIMON, H
    [J]. FEBS LETTERS, 1981, 123 (01) : 107 - 110
  • [6] SERVI S, 1990, SYNTHESIS-STUTTGART, P1
  • [7] REDUCTION OF 2-ENOATES AND ALKANOATES WITH CARBON-MONOXIDE OR FORMATE, VIOLOGENS, AND CLOSTRIDIUM-THERMOACETICUM TO SATURATED ACIDS AND UNSATURATED AND SATURATED ALCOHOLS
    SIMON, H
    WHITE, H
    LEBERTZ, H
    THANOS, I
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (08): : 785 - 787
  • [8] STEREOSPECIFIC HYDROGENATIONS WITH HYDROGEN GAS AND MICROORGANISMS AS CATALYSTS
    SIMON, H
    RAMBECK, B
    HASHIMOT.H
    GUNTHER, H
    NOHYNEK, G
    NEUMANN, H
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1974, 13 (09): : 608 - 609
  • [9] ELECTRO-ENZYMATIC AND ELECTRO-MICROBIAL STEREOSPECIFIC REDUCTIONS
    SIMON, H
    GUNTHER, H
    BADER, J
    TISCHER, W
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (10): : 861 - 863
  • [10] THANOS I, 1987, METHOD ENZYMOL, V136, P302