Literature DB >> 17205176

Synthesis of enantiopure chloroalcohols by enzymatic kinetic resolution.

Robert M Haak1, Chiara Tarabiono, Dick B Janssen, Adriaan J Minnaard, Johannes G de Vries, Ben L Feringa.   

Abstract

3-Alkenyl and heteroaryl chloroalcohols have been obtained in excellent enantiomeric excess (>99%) by enzymatic kinetic resolution using the haloalcohol dehalogenase HheC. Yields were close to the theoretical maximum for all substrates employed. Furthermore, the applicability of this methodology on multigram scale has been established.

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Year:  2006        PMID： 17205176     DOI： 10.1039/b613937j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  7 in total

Review 1.  Enzymatic chemistry of cyclopropane, epoxide, and aziridine biosynthesis.

Authors:  Christopher J Thibodeaux; Wei-chen Chang; Hung-wen Liu
Journal:  Chem Rev       Date:  2011-10-21       Impact factor: 60.622

Review 2.  Biocatalytic approaches for the synthesis of optically pure vic-halohydrins.

Authors:  Feng Xue; Changfan Li; Qing Xu
Journal:  Appl Microbiol Biotechnol       Date:  2021-04-13       Impact factor: 4.813

3.  Expanding the Halohydrin Dehalogenase Enzyme Family: Identification of Novel Enzymes by Database Mining.

Authors:  Marcus Schallmey; Julia Koopmeiners; Elizabeth Wells; Rainer Wardenga; Anett Schallmey
Journal:  Appl Environ Microbiol       Date:  2014-09-19       Impact factor: 4.792

4.  Exploring the enantioselective mechanism of halohydrin dehalogenase from Agrobacterium radiobacter AD1 by iterative saturation mutagenesis.

Authors:  Chao Guo; Yanpu Chen; Yu Zheng; Wei Zhang; Yunwen Tao; Juan Feng; Lixia Tang
Journal:  Appl Environ Microbiol       Date:  2015-02-13       Impact factor: 4.792

5.  Key residues for controlling enantioselectivity of Halohydrin dehalogenase from Arthrobacter sp. strain AD2, revealed by structure-guided directed evolution.

Authors:  Lixia Tang; Xuechen Zhu; Huayu Zheng; Rongxiang Jiang; Maja Majeric Elenkov
Journal:  Appl Environ Microbiol       Date:  2012-02-10       Impact factor: 4.792

6.  Asymmetric synthesis of diverse glycolic acid scaffolds via dynamic kinetic resolution of α-keto esters.

Authors:  Kimberly M Steward; Michael T Corbett; C Guy Goodman; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2012-11-27       Impact factor: 15.419

7.  Preparation of (S)-1-Halo-2-octanols Using Ionic Liquids and Biocatalysts.

Authors:  Mireia Oromí-Farrús; Jordi Eras; Núria Sala; Mercè Torres; Ramon Canela
Journal:  Molecules       Date:  2009-10-23       Impact factor: 4.411
  7 in total

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