Literature DB >> 12530865

Biocatalytic asymmetric hydrogen transfer employing Rhodococcus ruber DSM 44541.

Wolfgang Stampfer1, Birgit Kosjek, Kurt Faber, Wolfgang Kroutil.   

Abstract

Nonracemic sec-alcohols of opposite absolute configuration were obtained either by asymmetric reduction of the corresponding ketone using 2-propanol as hydrogen donor or by enantioselective oxidation through kinetic resolution of the rac-alcohol using acetone as hydrogen acceptor employing whole lyophilized cells of Rhodococcus ruber DSM 44541. The microbial oxidation/reduction system exhibits not only excellent stereo- and enantioselectivity but also a broad substrate spectrum. Due to the exceptional tolerance of the biocatalyst toward elevated concentrations of organic materials (solvents, substrates and cosubstrates), the process is highly efficient. The simple preparation of the biocatalyst and its ease of handling turns this system into a versatile tool for organic synthesis.

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Year:  2003        PMID: 12530865     DOI: 10.1021/jo026216w

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  10 in total

1.  Purification and characterization of a novel alcohol dehydrogenase from Leifsonia sp. strain S749: a promising biocatalyst for an asymmetric hydrogen transfer bioreduction.

Authors:  Kousuke Inoue; Yoshihide Makino; Nobuya Itoh
Journal:  Appl Environ Microbiol       Date:  2005-07       Impact factor: 4.792

2.  Asymmetric hydrosilylation of ketones catalyzed by complexes formed from trans-diaminocyclohexane-based diamines and diethylzinc.

Authors:  Jadwiga Gajewy; Jacek Gawronski; Marcin Kwit
Journal:  Monatsh Chem       Date:  2012-04-18       Impact factor: 1.451

Review 3.  Influence of Cofactor Regeneration Strategies on Preparative-Scale, Asymmetric Carbonyl Reductions by Engineered Escherichia coli.

Authors:  Dimitri Dascier; Spiros Kambourakis; Ling Hua; J David Rozzell; Jon D Stewart
Journal:  Org Process Res Dev       Date:  2014-02-17       Impact factor: 3.317

4.  A Photoenzymatic NADH Regeneration System.

Authors:  Georg T Höfler; Elena Fernández-Fueyo; Milja Pesic; Sabry H Younes; Eun-Gyu Choi; Yong H Kim; Vlada B Urlacher; Isabel W C E Arends; Frank Hollmann
Journal:  Chembiochem       Date:  2018-10-23       Impact factor: 3.164

5.  Multienzyme One-Pot Cascade for the Stereoselective Hydroxyethyl Functionalization of Substituted Phenols.

Authors:  Stefan E Payer; Hannah Pollak; Benjamin Schmidbauer; Florian Hamm; Filip Juričić; Kurt Faber; Silvia M Glueck
Journal:  Org Lett       Date:  2018-08-15       Impact factor: 6.005

6.  Organic-inorganic nanocrystal reductase to promote green asymmetric synthesis.

Authors:  Kotchakorn T Sriwong; Afifa Ayu Koesoema; Tomoko Matsuda
Journal:  RSC Adv       Date:  2020-08-20       Impact factor: 4.036

7.  Facile synthesis of 2-hydroxyacetophenone from racemic styrene oxide catalyzed by engineered enzymes.

Authors:  Isac Söderlund; Elias Tjärnhage; Emil Hamnevik; Mikael Widersten
Journal:  Biotechnol Lett       Date:  2022-06-22       Impact factor: 2.716

8.  A Peroxygenase-Alcohol Dehydrogenase Cascade Reaction to Transform Ethylbenzene Derivatives into Enantioenriched Phenylethanols.

Authors:  Xiaomin Xu; Hugo Brasselet; Ewald P J Jongkind; Miguel Alcalde; Caroline E Paul; Frank Hollmann
Journal:  Chembiochem       Date:  2022-01-27       Impact factor: 3.461

9.  Production of (R)-3-quinuclidinol by E. coli biocatalysts possessing NADH-dependent 3-quinuclidinone reductase (QNR or bacC) from Microbacterium luteolum and Leifsonia alcohol dehydrogenase (LSADH).

Authors:  Kentaro Isotani; Junji Kurokawa; Nobuya Itoh
Journal:  Int J Mol Sci       Date:  2012-10-19       Impact factor: 5.923

10.  Plant-Mediated Enantioselective Transformation of Indan-1-one and Indan-1-ol. Part 2.

Authors:  Wanda Mączka; Katarzyna Wińska; Małgorzata Grabarczyk; Renata Galek
Journal:  Molecules       Date:  2019-11-27       Impact factor: 4.411

  10 in total

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