Chemoenzymatic synthesis of building blocks for statin side chains

被引:141
作者
Müller, M [1 ]
机构
[1] Forschungszentrum Julich, Inst Biotechnol 2, D-52425 Julich, Germany
关键词
enzyme catalysis; inhibitors; natural products; statins; steroids;
D O I
10.1002/anie.200460852
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Biocatalysis: Enzymatic transformations have become competitive methods for the synthesis of complex organic compounds. The wide range of possibilities offered by biocatalysis for the synthesis of target molecules are highlighted based on the example of the statins. This class of compounds, which includes rosuvastatin (see picture), are good inhibitors of cholesterol synthesis and dominate the market for cholesterol-lowering drugs.
引用
收藏
页码:362 / 365
页数:4
相关论文
共 37 条
[11]   UNPRECEDENTED ASYMMETRIC ALDOL REACTIONS WITH 3 ALDEHYDE SUBSTRATES CATALYZED BY 2-DEOXYRIBOSE-5-PHOSPHATE ALDOLASE [J].
GIJSEN, HJM ;
WONG, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (18) :8422-8423
[12]   Development of an efficient, scalable, aldolase-catalyzed process for enantioselective synthesis of statin intermediates [J].
Greenberg, WA ;
Varvak, A ;
Hanson, SR ;
Wong, K ;
Huang, HJ ;
Chen, P ;
Burk, MJ .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2004, 101 (16) :5788-5793
[13]  
HUANG FC, 1974, J AM CHEM SOC, V96, P4144
[14]   Industrialization of the microbial resolution of chiral C3 and C4 synthetic units:: From a small beginning to a major operation, a personal account [J].
Kasai, N ;
Suzuki, T .
ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (04) :437-455
[15]   Enzymatic production of ethyl (R)-4-chloro-3-hydroxybutanoate:: asymmetric reduction of ethyl 4-chloro-3-oxobutanoate by an Escherichia coli transformant expressing the aldehyde reductase gene from yeast [J].
Kataoka, M ;
Rohani, LPS ;
Yamamoto, K ;
Wada, M ;
Kawabata, H ;
Kita, K ;
Yanase, H ;
Shimizu, S .
APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 1997, 48 (06) :699-703
[16]  
Kierkels J.G.T., [No title captured], Patent No. [03/006656, 03006656]
[17]   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
[18]  
Kizaki N., 2000, WO Patent, Patent No. [0,008,011, 0008011]
[19]  
KOOISTRA JMH, Patent No. 0206266
[20]   Sequential aldol condensation catalyzed by DERA mutant Ser238Asp and a formal total synthesis of atorvastatin [J].
Liu, JJ ;
Hsu, CC ;
Wong, CH .
TETRAHEDRON LETTERS, 2004, 45 (11) :2439-2441