Enantioselectivity of Candida antarctica lipase for some synthetic substrates including aliphatic secondary alcohols

被引：57
作者：
Ohtani, T
Nakatsukasa, H
Kamezawa, M
Tachibana, H
Naoshima, Y
机构：
[1] Okayama Univ Sci, Fac Informat, Okayama 700, Japan
[2] Konan Chem Ind Co Ltd, Takatsuki, Osaka 569, Japan
来源：
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 1998年 / 4卷 / 1-2期
关键词：
lipases; Candida antarctica; enantioselectivity; hydrolysis; esterification; secondary alcohols;
D O I：
10.1016/S1381-1177(97)00021-0
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：
Candida antarctica lipase (Novozym 435) showed good to high enantioselectivity in the acylation of aliphatic and aromatic secondary alcohols (E = 38-166), and higher enantioselectivity in the hydrolysis of their corresponding acetates than other lipases tested, including lipases AY and MY (Candida sp.) and lipases PS, AK and LIP (Pseudomonas sp.). (C) 1998 Elsevier Science B.V.
引用
收藏
页码：53 / 60
页数：8
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  • [1] REGIOSELECTIVITY AND ENANTIOSELECTIVITY OF THE CANDIDA-ANTARCTICA LIPASE-CATALYZED AMIDATIONS OF CBZ-L-GLUTAMIC AND CBZ-D-GLUTAMIC ACID DIESTERS
    CHAMORRO, C
    GONZALEZMUNIZ, R
    CONDE, S
    [J]. TETRAHEDRON-ASYMMETRY, 1995, 6 (09) : 2343 - 2352
  • [2] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
    CHEN, CS
    FUJIMOTO, Y
    GIRDAUKAS, G
    SIH, CJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) : 7294 - 7299
  • [3] PREPARATION OF BOTH THE ENANTIOMERS OF 3-OCTANOL, THE PHEROMONE OF VARIOUS SPECIES OF ANTS, BY ENANTIOSELECTIVE HYDROLYSIS WITH PSEUDOMONAS-CEPACIA LIPASE
    KAMEZAWA, M
    RAKU, T
    TACHIBANA, H
    OHTANI, T
    NAOSHIMA, Y
    [J]. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1994, 58 (03) : 598 - 599
  • [4] ENZYMATIC-HYDROLYSIS OF ALKEN-3-OL AND ALKYN-3-OL ACETATES IN AN ACETONE-WATER SOLVENT SYSTEM - EFFECT OF UNSATURATION ON THE ENANTIOSELECTIVITY OF PSEUDOMONAS-CEPACIA LIPASE-CATALYZED HYDROLYSIS
    KAMEZAWA, M
    RAKU, T
    TACHIBANA, H
    OHTANI, T
    NAOSHIMA, Y
    [J]. BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1995, 59 (03) : 549 - 551
  • [5] CROSS-LINKED CRYSTALS OF CANDIDA-RUGOSA LIPASE - HIGHLY EFFICIENT CATALYSTS FOR THE RESOLUTION OF CHIRAL ESTERS
    LALONDE, JJ
    GOVARDHAN, C
    KHALAF, N
    MARTINEZ, AG
    VISURI, K
    MARGOLIN, AL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (26) : 6845 - 6852
  • [6] BIOTRANSFORMATION OF AROMATIC KETONES WITH CELL-CULTURES OF CARROT, TOBACCO AND GARDENIA
    NAOSHIMA, Y
    AKAKABE, Y
    [J]. PHYTOCHEMISTRY, 1991, 30 (11) : 3595 - 3597
  • [7] ENZYMATIC PREPARATION OF ENANTIOMERICALLY PURE ALKAN-2-OLS AND ALKAN-3-OLS BY LIPASE-CATALYZED HYDROLYSIS WITH PSEUDOMONAS-CEPACIA IN THE PRESENCE OF ORGANIC MEDIA
    NAOSHIMA, Y
    KAMEZAWA, M
    TACHIBANA, H
    MUNAKATA, Y
    FUJITA, T
    KIHARA, K
    RAKU, T
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (05): : 557 - 561
  • [8] Chemoenzymatic synthesis of (+)-(4E,15E)-docosa-4,15-dien-1-yn-3-ol, a component of the marine sponge Cribrochalina vasculum
    Ohtani, T
    Kikuchi, K
    Kamezawa, M
    Hamatani, H
    Tachibana, H
    Totani, T
    Naoshima, Y
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (10): : 961 - 962
  • [9] CANDIDA-ANTARCTICA LIPASE-B CATALYZED KINETIC RESOLUTIONS - SUBSTRATE STRUCTURE REQUIREMENTS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED SECONDARY ALCANOLS
    ORRENIUS, C
    OHRNER, N
    ROTTICCI, D
    MATTSON, A
    HULT, K
    NORIN, T
    [J]. TETRAHEDRON-ASYMMETRY, 1995, 6 (05) : 1217 - 1220
  • [10] The Candida antarctica lipase B catalysed kinetic resolution of seudenol in non-aqueous media of controlled water activity
    Orrenius, C
    Norin, T
    Hult, K
    Carrea, G
    [J]. TETRAHEDRON-ASYMMETRY, 1995, 6 (12) : 3023 - 3030
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