Dehydrogenases/Reductases for the Synthesis of Chiral Pharmaceutical Intermediates

被引:31
|
作者
Huang, Yan [1 ]
Liu, Nan [1 ]
Wu, Xuri [1 ]
Chen, Yijun [1 ]
机构
[1] China Pharmaceut Univ, Biol Chem Lab, Nanjing 210009, Jiangsu, Peoples R China
关键词
Biocatalysis; Dehydrogenases; Reductases; Chiral intermediates; Stereoselectivity; Cofactor regeneration; ETHYL 4-CHLORO ACETOACETATE; SITE-DIRECTED MUTAGENESIS; ENANTIOSELECTIVE MICROBIAL REDUCTION; BIOCATALYTIC KETONE REDUCTION; ADRENERGIC-RECEPTOR AGONISTS; CONVERTING ENZYME ACE; ALCOHOL-DEHYDROGENASE; ASYMMETRIC REDUCTION; GENE CLONING; ACTIVE-SITE;
D O I
10.2174/138527210791616795
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The increasing trend of chiral drugs in the pharmaceutical industry has promoted greatly on the development of numerous biocatalytic routes in combination with chemical methods. Because the resulting chiral alcohols are particularly valuable intermediates and precursors for the synthesis of chiral drugs, dehydrogenases and reductases have been extensively used in the synthesis of chiral compounds from ketone substrates with high regio- and stereo-selectivities. In this review, biocatalytic processes carried out by dehydrogenases and reductases are described for the synthesis of chiral intermediates for a wide variety of pharmaceuticals, including antidepressants, anti-anxieties, anti-asthmatics, anti-hypertensives, cholesterol-lowering agents, NK1 antagonists, ACE inhibitors and beta-Lactamase inhibitors.
引用
收藏
页码:1447 / 1460
页数:14
相关论文
共 50 条
  • [41] Biochemical synthesis of several chiral insecticide intermediates and mechanisms of action of relevant enzymes
    Hirohara, H
    Nishizawa, M
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1998, 62 (01) : 1 - 9
  • [42] Weeds as biocatalysts in the stereoselective synthesis of chiral phenylethanols used as key intermediates for pharmaceuticals
    Bordon, Daniela L.
    Villalba, Leonardo D.
    Aimar, Mario L.
    Cantero, Juan J.
    Vazquez, Ana M.
    Formica, Stella M.
    Krapacher, Claudio R.
    Rossi, Laura I.
    BIOCATALYSIS AND AGRICULTURAL BIOTECHNOLOGY, 2015, 4 (04) : 493 - 499
  • [43] Applications of Ene-Reductases in the Synthesis of Flavors and Fragrances
    Fan, Xin-Yue
    Yu, Yuan
    Yao, Yao
    Li, Wen-Dian
    Tao, Fei-Yan
    Wang, Na
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2024, 72 (33) : 18305 - 18320
  • [44] A new dinuclear chiral salen complexes for asymmetric ring opening and closing reactions: Synthesis of valuable chiral intermediates
    Thakur, SS
    Chen, SW
    Li, WJ
    Shin, CK
    Kim, SJ
    Koo, YM
    Kim, GJ
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2006, 691 (09) : 1862 - 1872
  • [45] A Chemoenzymatic Route to Chiral Intermediates Used in the Multikilogram Synthesis of a Gamma Secretase Inhibitor
    Burns, Michael
    Martinez, Carlos A.
    Vanderplas, Brian
    Wisdom, Richard
    Yu, Shu
    Singer, Robert A.
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2017, 21 (06) : 871 - 877
  • [46] Identification and functional evaluation of the reductases and dehydrogenases from Saccharomyces cerevisiae involved in vanillin resistance
    Wang, Xinning
    Liang, Zhenzhen
    Hou, Jin
    Bao, Xiaoming
    Shen, Yu
    BMC BIOTECHNOLOGY, 2016, 16
  • [47] Biocatalytic synthesis of atorvastatin intermediates
    Patel, Jay M.
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2009, 61 (3-4) : 123 - 128
  • [48] Exploiting the Catalytic Diversity of Short-Chain Dehydrogenases/Reductases: Versatile Enzymes from Plants with Extended Imine Substrate Scope
    Roth, Sebastian
    Kilgore, Matthew B.
    Kutchan, Toni M.
    Mueller, Michael
    CHEMBIOCHEM, 2018, 19 (17) : 1849 - 1852
  • [49] Controlling Stereopreferences of Carbonyl Reductases for Enantioselective Synthesis of Atorvastatin Precursor
    Cheng, Feng
    Chen, Yi
    Qiu, Shuai
    Zhai, Qiu-Yao
    Liu, Hua-Tao
    Li, Shu-Fang
    Weng, Chun-Yue
    Wang, Ya-Jun
    Zheng, Yu-Guo
    ACS CATALYSIS, 2021, 11 (05) : 2572 - 2582
  • [50] Synthesis of chiral intermediates catalyzed by new chiral polymeric (salen) cobalt complexes bearing lewis acidic metal halides
    Kwang, Yeon Lee
    Kawthekar, Rahul B.
    Kim, Geon-Joong
    Bulletin of the Korean Chemical Society, 2007, 28 (09) : 1553 - 1561