Literature DB >> 24777710

Expression, characterization, and improvement of a newly cloned halohydrin dehalogenase from Agrobacterium tumefaciens and its application in production of epichlorohydrin.

Zhi-Qiang Liu1, Ai-Cun Gao, Ya-Jun Wang, Yu-Guo Zheng, Yin-Chu Shen.   

Abstract

A gene encoding halohydrin dehalogenase (HHDH) from Agrobacterium tumefaciens CCTCC M 87071 was cloned and expressed in Escherichia coli. To increase activity and stability of HHDH, 14 amino acid residues around the active site and substrate-binding pocket based on the structural analysis and molecular docking were selected as targets for site-directed mutagenesis. The studies showed that the mutant HHDH (Mut-HHDH) enzyme had a more accessible substrate-binding pocket than the wild-type HHDH (Wt-HHDH). Molecular docking revealed that the distance between the substrate and active site was closer in mutant which improved the catalytic activity. The expressed Wt-HHDH and Mut-HHDH were purified and characterized using 1,3-dichloro-2-propanol (1,3-DCP) as substrates. The specific activity of the mutant was enhanced 26-fold and the value of k cat was 18.4-fold as compared to the Wt-HHDH, respectively. The Mut-HHDH showed threefold extension of half-life at 45 °C than that of Wt-HHDH. Therefore it is possible to add 1,3-DCP concentration up to 100 mM and epichlorohydrin (ECH) was produced at a relatively high conversion and yield (59.6 %) using Mut-HHDH as catalyst. This Mut-HHDH could be a potential candidate for the upscale production of ECH.

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Year:  2014        PMID: 24777710     DOI: 10.1007/s10295-014-1443-2

Source DB:  PubMed          Journal:  J Ind Microbiol Biotechnol        ISSN: 1367-5435            Impact factor:   3.346


  23 in total

1.  Multiple mutations at the active site of naphthalene dioxygenase affect regioselectivity and enantioselectivity.

Authors:  C L Yu; R E Parales; D T Gibson
Journal:  J Ind Microbiol Biotechnol       Date:  2001-08       Impact factor: 3.346

2.  Catalytic promiscuity of halohydrin dehalogenase and its application in enantioselective epoxide ring opening.

Authors:  Ghannia Hasnaoui-Dijoux; Maja Majerić Elenkov; Jeffrey H Lutje Spelberg; Bernhard Hauer; Dick B Janssen
Journal:  Chembiochem       Date:  2008-05-05       Impact factor: 3.164

3.  Dynamic kinetic resolution of racemic beta-haloalcohols: direct access to enantioenriched epoxides.

Authors:  Robert M Haak; Florian Berthiol; Thomas Jerphagnon; Arnaud J A Gayet; Chiara Tarabiono; Christiaan P Postema; Vincent Ritleng; Michel Pfeffer; Dick B Janssen; Adriaan J Minnaard; Ben L Feringa; Johannes G de Vries
Journal:  J Am Chem Soc       Date:  2008-09-19       Impact factor: 15.419

4.  Cleavage of structural proteins during the assembly of the head of bacteriophage T4.

Authors:  U K Laemmli
Journal:  Nature       Date:  1970-08-15       Impact factor: 49.962

5.  Structural basis for the enantioselectivity of an epoxide ring opening reaction catalyzed by halo alcohol dehalogenase HheC.

Authors:  René M de Jong; Jan J W Tiesinga; Alessandra Villa; Lixia Tang; Dick B Janssen; Bauke W Dijkstra
Journal:  J Am Chem Soc       Date:  2005-09-28       Impact factor: 15.419

6.  Cloning of two halohydrin hydrogen-halide-lyase genes of Corynebacterium sp. strain N-1074 and structural comparison of the genes and gene products.

Authors:  F Yu; T Nakamura; W Mizunashi; I Watanabe
Journal:  Biosci Biotechnol Biochem       Date:  1994-08       Impact factor: 2.043

7.  Halohydrin dehalogenases are structurally and mechanistically related to short-chain dehydrogenases/reductases.

Authors:  J E van Hylckama Vlieg; L Tang; J H Lutje Spelberg; T Smilda; G J Poelarends; T Bosma; A E van Merode; M W Fraaije; D B Janssen
Journal:  J Bacteriol       Date:  2001-09       Impact factor: 3.490

8.  Sequential kinetic resolution catalyzed by halohydrin dehalogenase.

Authors:  Maja Majerić Elenkov; Lixia Tang; Bernhard Hauer; Dick B Janssen
Journal:  Org Lett       Date:  2006-09-14       Impact factor: 6.005

9.  Structure and mechanism of a bacterial haloalcohol dehalogenase: a new variation of the short-chain dehydrogenase/reductase fold without an NAD(P)H binding site.

Authors:  R M de Jong; J J W Tiesinga; H J Rozeboom; K H Kalk; L Tang; D B Janssen; B W Dijkstra
Journal:  EMBO J       Date:  2003-10-01       Impact factor: 11.598

10.  Enantioselective formation and ring-opening of epoxides catalysed by halohydrin dehalogenases.

Authors:  D B Janssen; M Majerić-Elenkov; G Hasnaoui; B Hauer; J H Lutje Spelberg
Journal:  Biochem Soc Trans       Date:  2006-04       Impact factor: 5.407

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  1 in total

Review 1.  Recent advances on halohydrin dehalogenases-from enzyme identification to novel biocatalytic applications.

Authors:  Anett Schallmey; Marcus Schallmey
Journal:  Appl Microbiol Biotechnol       Date:  2016-08-08       Impact factor: 4.813

  1 in total

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