Literature DB >> 28271340

An Overview on the Enhancement of Enantioselectivity and Stability of Microbial Epoxide Hydrolases.

Priya Saini1, Dipti Sareen2.   

Abstract

Epoxide hydrolases (EHs; 3.3.2.x) catalyze the enantioselective ring opening of racemic epoxides to the corresponding enantiopure vicinal diols and remaining equivalent unreacted epoxides. These epoxides and diols are used for the synthesis of chiral drug intermediates. With an upsurge in the methods for identification of novel microbial EHs, a lot of EHs have been discovered and utilized for kinetic resolution of racemic epoxides. However, there is still a constraint on the account of limited EHs being successfully applied on the preparative scale for industrial biotransformations. This limitation has to be overcome before application of identified functional EHs on large scale. Many strategies such as optimizing reaction media, immobilizing EHs and laboratory-scale directed evolution of EHs have been adopted for enhancing the industrial potential of EHs. In this review, these approaches have been highlighted which can serve as a pathway for the enrichment of already identified EHs for their application on an industrial scale in future studies.

Entities:  

Keywords:  Deep eutectic solvents; Epoxide hydrolase; Immobilization and directed evolution; Ionic liquids; Organic solvents

Mesh:

Substances:

Year:  2017        PMID: 28271340     DOI: 10.1007/s12033-017-9996-8

Source DB:  PubMed          Journal:  Mol Biotechnol        ISSN: 1073-6085            Impact factor:   2.695


  87 in total

1.  Correlation between the physicochemical properties of organic solvents and their biocompatibility toward epoxide hydrolase activity in whole-cells of a yeast, Rhodotorula sp.

Authors:  Jeanette Lotter; Adriana L Botes; Martha S Van Dyk; Jaco C Breytenbach
Journal:  Biotechnol Lett       Date:  2004-08       Impact factor: 2.461

Review 2.  Ionic liquids in biotransformations: from proof-of-concept to emerging deep-eutectic-solvents.

Authors:  Pablo Domínguez de María; Zaira Maugeri
Journal:  Curr Opin Chem Biol       Date:  2010-11-26       Impact factor: 8.822

3.  The SWISS-MODEL workspace: a web-based environment for protein structure homology modelling.

Authors:  Konstantin Arnold; Lorenza Bordoli; Jürgen Kopp; Torsten Schwede
Journal:  Bioinformatics       Date:  2005-11-13       Impact factor: 6.937

Review 4.  "Nonsolvent" applications of ionic liquids in biotransformations and organocatalysis.

Authors:  Pablo Domínguez de María
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

5.  Bacteria incorporation in deep-eutectic solvents through freeze-drying.

Authors:  María C Gutiérrez; María L Ferrer; Luís Yuste; Fernando Rojo; Francisco del Monte
Journal:  Angew Chem Int Ed Engl       Date:  2010-03-15       Impact factor: 15.336

6.  Facile fabrication of recyclable and active nanobiocatalyst: purification and immobilization of enzyme in one pot with Ni-NTA functionalized magnetic nanoparticle.

Authors:  Wen Wang; Daniel I C Wang; Zhi Li
Journal:  Chem Commun (Camb)       Date:  2011-06-20       Impact factor: 6.222

7.  Reshaping an enzyme binding pocket for enhanced and inverted stereoselectivity: use of smallest amino acid alphabets in directed evolution.

Authors:  Zhoutong Sun; Richard Lonsdale; Xu-Dong Kong; Jian-He Xu; Jiahai Zhou; Manfred T Reetz
Journal:  Angew Chem Int Ed Engl       Date:  2015-04-17       Impact factor: 15.336

8.  Engineering of an epoxide hydrolase for efficient bioresolution of bulky pharmaco substrates.

Authors:  Xu-Dong Kong; Shuguang Yuan; Lin Li; She Chen; Jian-He Xu; Jiahai Zhou
Journal:  Proc Natl Acad Sci U S A       Date:  2014-10-20       Impact factor: 11.205

9.  Enzymatic catalysis in nonaqueous solvents.

Authors:  A Zaks; A M Klibanov
Journal:  J Biol Chem       Date:  1988-03-05       Impact factor: 5.157

10.  Effects of Detergents on Activity, Thermostability and Aggregation of Two Alkalithermophilic Lipases from Thermosyntropha lipolytica.

Authors:  Moh'd A Salameh; Juergen Wiegel
Journal:  Open Biochem J       Date:  2010-03-05
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  9 in total

1.  Mutation of an atypical oxirane oxyanion hole improves regioselectivity of the α/β-fold epoxide hydrolase Alp1U.

Authors:  Liping Zhang; Bidhan Chandra De; Wenjun Zhang; Attila Mándi; Zhuangjie Fang; Chunfang Yang; Yiguang Zhu; Tibor Kurtán; Changsheng Zhang
Journal:  J Biol Chem       Date:  2020-10-01       Impact factor: 5.157

2.  Enhancement of Soluble Expression and Biochemical Characterization of Two Epoxide Hydrolases from Bacillus.

Authors:  Li-Ying Wu; Jun-Jie Xu; Pan Xu; Bin Yong; Hong Feng
Journal:  Iran J Biotechnol       Date:  2019-04-20       Impact factor: 1.671

3.  Significant improvement in catalytic activity and enantioselectivity of a Phaseolus vulgaris epoxide hydrolase, PvEH3, towards ortho-cresyl glycidyl ether based on the semi-rational design.

Authors:  Chen Zhang; Youyi Liu; Chuang Li; Yaohui Xu; Yongjun Su; Jinping Li; Jun Zhao; Minchen Wu
Journal:  Sci Rep       Date:  2020-02-03       Impact factor: 4.379

4.  Gram-Scale Synthesis of (R)-P-Chlorophenyl-1,2-Ethanediol at High Concentration by a Pair of Epoxide Hydrolases.

Authors:  Dong Zhang; Yuqing Lei; Tingting Wang; Wenqian Lin; Xingyi Chen; Minchen Wu
Journal:  Front Bioeng Biotechnol       Date:  2022-02-28

5.  Flavin-enabled reductive and oxidative epoxide ring opening reactions.

Authors:  Bidhan Chandra De; Wenjun Zhang; Chunfang Yang; Attila Mándi; Chunshuai Huang; Liping Zhang; Wei Liu; Mark W Ruszczycky; Yiguang Zhu; Ming Ma; Ghader Bashiri; Tibor Kurtán; Hung-Wen Liu; Changsheng Zhang
Journal:  Nat Commun       Date:  2022-08-20       Impact factor: 17.694

Review 6.  Discovery of Soluble Epoxide Hydrolase Inhibitors from Chemical Synthesis and Natural Products.

Authors:  Cheng-Peng Sun; Xin-Yue Zhang; Christophe Morisseau; Sung Hee Hwang; Zhan-Jun Zhang; Bruce D Hammock; Xiao-Chi Ma
Journal:  J Med Chem       Date:  2020-12-28       Impact factor: 7.446

7.  Complete Genome Sequence of Sphingorhabdus sp. YGSMI21, Exhibiting High Enantioselective Epoxide Hydrolase Activity.

Authors:  Hae-Seon Kim; Sun Ho Cha; Ho Young Suk; Nyun-Ho Park; Jung-Hee Woo
Journal:  Genome Announc       Date:  2018-01-18

8.  An epoxide hydrolase from endophytic Streptomyces shows unique structural features and wide biocatalytic activity.

Authors:  Gabriela D Tormet-González; Carolina Wilson; Gabriel Stephani de Oliveira; Jademilson Celestino Dos Santos; Luciana G de Oliveira; Marcio Vinicius Bertacine Dias
Journal:  Acta Crystallogr D Struct Biol       Date:  2020-08-17       Impact factor: 7.652

9.  Machine Learning Enables Selection of Epistatic Enzyme Mutants for Stability Against Unfolding and Detrimental Aggregation.

Authors:  Guangyue Li; Youcai Qin; Nicolas T Fontaine; Matthieu Ng Fuk Chong; Miguel A Maria-Solano; Ferran Feixas; Xavier F Cadet; Rudy Pandjaitan; Marc Garcia-Borràs; Frederic Cadet; Manfred T Reetz
Journal:  Chembiochem       Date:  2020-11-17       Impact factor: 3.164

  9 in total

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