环氧水解酶催化内消旋环氧化合物去对称化对映选择性合成手性1,2 -二醇。lzhao@diversa.com。
Epoxide hydrolase-catalyzed enantioselective synthesis of chiral 1,2-diols via desymmetrization of meso-epoxides. lzhao@diversa.com.
作者信息
Zhao Lishan, Han Bin, Huang Zilin, Miller Mark, Huang Hongjun, Malashock Dan S, Zhu Zuolin, Milan Aileen, Robertson Dan E, Weiner David P, Burk Mark J
机构信息
Diversa Corporation, 4955 Directors Place, San Diego, California 92121, USA.
出版信息
J Am Chem Soc. 2004 Sep 15;126(36):11156-7. doi: 10.1021/ja0466210.
The discovery, from nature, of a diverse set of microbial epoxide hydrolases is reported. The utility of a library of epoxide hydrolases in the synthesis of chiral 1,2-diols via desymmetrization of a wide range of meso-epoxides, including cyclic as well as acyclic alkyl- and aryl-substituted substrates, is demonstrated. The chiral (R,R)-diols were furnished with high ee's and yields. The discovery of the first microbial epoxide hydrolases providing access to complementary (S,S)-diols is also described.
报道了从自然界中发现的多种微生物环氧化物水解酶。展示了一个环氧化物水解酶文库在通过多种内消旋环氧化物（包括环状以及无环烷基和芳基取代的底物）的去对称化合成手性1,2 -二醇中的应用。手性（R,R）-二醇具有高对映体过量（ee）值和产率。还描述了首次发现的能够获得互补（S,S）-二醇的微生物环氧化物水解酶。
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