共 11 条
Stereoselective reduction of ethyl 4-chloro acetoacetate with recombinant Pichia pastoris
被引:33
作者:

Engelking, H
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机构: Tech Univ Munich, Lehrstuhl Bioverfahrenstech, D-85748 Garching, Germany

Pfaller, R
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机构: Tech Univ Munich, Lehrstuhl Bioverfahrenstech, D-85748 Garching, Germany

Wich, G
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机构: Tech Univ Munich, Lehrstuhl Bioverfahrenstech, D-85748 Garching, Germany

Weuster-Botz, D
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机构: Tech Univ Munich, Lehrstuhl Bioverfahrenstech, D-85748 Garching, Germany
机构:
[1] Tech Univ Munich, Lehrstuhl Bioverfahrenstech, D-85748 Garching, Germany
[2] Consortium Elektrochem Ind GmbH, D-81379 Munich, Germany
关键词:
D O I:
10.1016/j.tetasy.2004.09.021
中图分类号:
O61 [无机化学];
学科分类号:
070301 ;
081704 ;
摘要:
A recombinant strain of Pichia pastoris coexpressing the carbonyl reductase of Candida magnoliae and the glucose dehydrogenase of Bacillus subtilis was used for the stereoselective reduction of ethyl 4-chloro acetoacetate 1 to (S)-4-chloro-3-hydroxybutanoate 2. The bioreduction was performed in a two-phase reaction system with n-butyl acetate as organic solvent. Complete conversion of 350 mM 1 with a final yield of 91% and an enantiomeric excess of 95% was achieved by continuous feeding of cell suspension and ketoester 1. (C) 2004 Elsevier Ltd. All rights reserved.
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页码:3591 / 3593
页数:3
相关论文
共 11 条
[1]
Efficient anaerobic whole cell stereoselective bioreduction with recombinant Saccharomyces cerevisiae
[J].
Katz, M
;
Frejd, T
;
Hahn-Hägerdal, B
;
Gorwa-Grausland, MF
.
BIOTECHNOLOGY AND BIOENGINEERING,
2003, 84 (05)
:573-582

Katz, M
论文数: 0 引用数: 0
h-index: 0
机构: Lund Univ, Dept Appl Microbiol, S-22100 Lund, Sweden

Frejd, T
论文数: 0 引用数: 0
h-index: 0
机构: Lund Univ, Dept Appl Microbiol, S-22100 Lund, Sweden

Hahn-Hägerdal, B
论文数: 0 引用数: 0
h-index: 0
机构: Lund Univ, Dept Appl Microbiol, S-22100 Lund, Sweden

Gorwa-Grausland, MF
论文数: 0 引用数: 0
h-index: 0
机构: Lund Univ, Dept Appl Microbiol, S-22100 Lund, Sweden
[2]
Diversity of 4-chloroacetoacetate ethyl ester-reducing enzymes in yeasts and their application to chiral alcohol synthesis
[J].
Kita, K
;
Kataoka, M
;
Shimizu, S
.
JOURNAL OF BIOSCIENCE AND BIOENGINEERING,
1999, 88 (06)
:591-598

Kita, K
论文数: 0 引用数: 0
h-index: 0
机构: Tottori Univ, Dept Biotechnol, Tottori 6808552, Japan

Kataoka, M
论文数: 0 引用数: 0
h-index: 0
机构: Tottori Univ, Dept Biotechnol, Tottori 6808552, Japan

Shimizu, S
论文数: 0 引用数: 0
h-index: 0
机构: Tottori Univ, Dept Biotechnol, Tottori 6808552, Japan
[3]
Synthesis of optically pure ethyl (S)-4-chloro-3-hydroxybutanoate by Escherichia coli transformant cells coexpressing the carbonyl reductase and glucose dehydrogenase genes
[J].
Kizaki, N
;
Yasohara, Y
;
Hasegawa, J
;
Wada, M
;
Kataoka, M
;
Shimizu, S
.
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY,
2001, 55 (05)
:590-595

Kizaki, N
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Kyoto, Japan

Yasohara, Y
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Kyoto, Japan

Hasegawa, J
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Kyoto, Japan

Wada, M
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Kyoto, Japan

Kataoka, M
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Kyoto, Japan

Shimizu, S
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Kyoto, Japan
[4]
Yeast responses to nonionic surfactants
[J].
Laouar, L
;
Lowe, KC
;
Mulligan, BJ
.
ENZYME AND MICROBIAL TECHNOLOGY,
1996, 18 (06)
:433-438

Laouar, L
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV NOTTINGHAM,DEPT LIFE SCI,NOTTINGHAM NG7 2RD,ENGLAND UNIV NOTTINGHAM,DEPT LIFE SCI,NOTTINGHAM NG7 2RD,ENGLAND

Lowe, KC
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV NOTTINGHAM,DEPT LIFE SCI,NOTTINGHAM NG7 2RD,ENGLAND UNIV NOTTINGHAM,DEPT LIFE SCI,NOTTINGHAM NG7 2RD,ENGLAND

Mulligan, BJ
论文数: 0 引用数: 0
h-index: 0
机构:
UNIV NOTTINGHAM,DEPT LIFE SCI,NOTTINGHAM NG7 2RD,ENGLAND UNIV NOTTINGHAM,DEPT LIFE SCI,NOTTINGHAM NG7 2RD,ENGLAND
[5]
STEREOCHEMICAL CONTROL IN MICROBIAL REDUCTION .21. EFFECT OF ORGANIC-SOLVENTS ON REDUCTION OF ALPHA-KETO ESTERS MEDIATED BY BAKERS-YEAST
[J].
NAKAMURA, K
;
KONDO, S
;
KAWAI, Y
;
OHNO, A
.
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN,
1993, 66 (09)
:2738-2743

NAKAMURA, K
论文数: 0 引用数: 0
h-index: 0

KONDO, S
论文数: 0 引用数: 0
h-index: 0

KAWAI, Y
论文数: 0 引用数: 0
h-index: 0

OHNO, A
论文数: 0 引用数: 0
h-index: 0
[6]
Highly stereoselective reagents for β-keto ester reductions by genetic engineering of baker's yeast
[J].
Rodríguez, S
;
Kayser, MM
;
Stewart, JD
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001, 123 (08)
:1547-1555

Rodríguez, S
论文数: 0 引用数: 0
h-index: 0
机构: Univ New Brunswick, Dept Chem, St John, NB E2L 4L5, Canada

Kayser, MM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ New Brunswick, Dept Chem, St John, NB E2L 4L5, Canada Univ New Brunswick, Dept Chem, St John, NB E2L 4L5, Canada

Stewart, JD
论文数: 0 引用数: 0
h-index: 0
机构: Univ New Brunswick, Dept Chem, St John, NB E2L 4L5, Canada
[7]
Reductions of keto esters with baker's yeast in organic solvents - A comparison with the results in water
[J].
Rotthaus, O
;
Kruger, D
;
Demuth, M
;
Schaffner, K
.
TETRAHEDRON,
1997, 53 (03)
:935-938

Rotthaus, O
论文数: 0 引用数: 0
h-index: 0
机构:
MAX PLANCK INST STRAHLENCHEM,D-45470 MULHEIM,GERMANY MAX PLANCK INST STRAHLENCHEM,D-45470 MULHEIM,GERMANY

Kruger, D
论文数: 0 引用数: 0
h-index: 0
机构:
MAX PLANCK INST STRAHLENCHEM,D-45470 MULHEIM,GERMANY MAX PLANCK INST STRAHLENCHEM,D-45470 MULHEIM,GERMANY

Demuth, M
论文数: 0 引用数: 0
h-index: 0
机构:
MAX PLANCK INST STRAHLENCHEM,D-45470 MULHEIM,GERMANY MAX PLANCK INST STRAHLENCHEM,D-45470 MULHEIM,GERMANY

Schaffner, K
论文数: 0 引用数: 0
h-index: 0
机构:
MAX PLANCK INST STRAHLENCHEM,D-45470 MULHEIM,GERMANY MAX PLANCK INST STRAHLENCHEM,D-45470 MULHEIM,GERMANY
[8]
STEREOSELECTIVE REDUCTION OF ETHYL 4-CHLORO-3-OXOBUTANOATE BY A MICROBIAL ALDEHYDE REDUCTASE IN AN ORGANIC SOLVENT-WATER DIPHASIC SYSTEM
[J].
SHIMIZU, S
;
KATAOKA, M
;
KATOH, M
;
MORIKAWA, T
;
MIYOSHI, T
;
YAMADA, H
.
APPLIED AND ENVIRONMENTAL MICROBIOLOGY,
1990, 56 (08)
:2374-2377

SHIMIZU, S
论文数: 0 引用数: 0
h-index: 0
机构:
DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN

KATAOKA, M
论文数: 0 引用数: 0
h-index: 0
机构:
DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN

KATOH, M
论文数: 0 引用数: 0
h-index: 0
机构:
DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN

MORIKAWA, T
论文数: 0 引用数: 0
h-index: 0
机构:
DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN

MIYOSHI, T
论文数: 0 引用数: 0
h-index: 0
机构:
DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN

YAMADA, H
论文数: 0 引用数: 0
h-index: 0
机构:
DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN DENKI KAGAKU KOGYO,RES CTR,DEPT BIOCHEM,TOKYO 194,JAPAN
[9]
Chiral alcohol synthesis with yeast carbonyl reductases
[J].
Shimizu, S
;
Kataoka, M
;
Kita, K
.
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC,
1998, 5 (1-4)
:321-325

Shimizu, S
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan

Kataoka, M
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan

Kita, K
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan
[10]
Purification and characterization of NADPH-dependent carbonyl reductase, involved in stereoselective reduction of ethyl 4-chloro-3-oxobutanoate, from Candida magnoliae
[J].
Wada, M
;
Kataoka, M
;
Kawabata, H
;
Yasohara, Y
;
Kizaki, N
;
Hasegawa, J
;
Shimizu, S
.
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY,
1998, 62 (02)
:280-285

Wada, M
论文数: 0 引用数: 0
h-index: 0
机构:
Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan

Kataoka, M
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan

Kawabata, H
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan

Yasohara, Y
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan

Kizaki, N
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan

Hasegawa, J
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan

Shimizu, S
论文数: 0 引用数: 0
h-index: 0
机构: Kyoto Univ, Grad Sch Agr, Div Appl Life Sci, Sakyo Ku, Kyoto 6068502, Japan