Literature DB >> 21510626

Asymmetric bioreduction of alkenes using ene-reductases YersER and KYE1 and effects of organic solvents.

Yanto Yanto1, Christoph K Winkler, Stephanie Lohr, Mélanie Hall, Kurt Faber, Andreas S Bommarius.   

Abstract

Asymmetric trans-bioreduction of activated alkenes by KYE1 from Kluyveromyces lactis and Yers-ER from Yersinia bercovieri, two ene-reductases from the Old Yellow Enzyme family, showed a broad substrate spectrum with a moderate to excellent degree of stereoselectivity. Both substrate- and enzyme-based stereocontrols were observed to furnish opposite stereoisomeric products. The effects of organic solvents on enzyme activity and stereoselectivity were outlined in this study, where two-phase systems hexane and toluene are shown to sustain bioreduction efficiency even at high organic solvent content.

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Year:  2011        PMID: 21510626     DOI: 10.1021/ol200394p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

1.  Metagenomic ene-reductases for the bioreduction of sterically challenging enones.

Authors:  Dragana Dobrijevic; Laure Benhamou; Abil E Aliev; Daniel Méndez-Sánchez; Natalie Dawson; Damien Baud; Nadine Tappertzhofen; Thomas S Moody; Christine A Orengo; Helen C Hailes; John M Ward
Journal:  RSC Adv       Date:  2019-11-11       Impact factor: 4.036

Review 2.  Asymmetric bioreduction of activated alkenes to industrially relevant optically active compounds.

Authors:  Christoph K Winkler; Gábor Tasnádi; Dorina Clay; Mélanie Hall; Kurt Faber
Journal:  J Biotechnol       Date:  2012-04-04       Impact factor: 3.307

3.  Nitrile as Activating Group in the Asymmetric Bioreduction of β-Cyanoacrylic Acids Catalyzed by Ene-Reductases.

Authors:  Christoph K Winkler; Dorina Clay; Nikolaus G Turrini; Horst Lechner; Wolfgang Kroutil; Simon Davies; Sebastien Debarge; Pat O'Neill; Jeremy Steflik; Mike Karmilowicz; John W Wong; Kurt Faber
Journal:  Adv Synth Catal       Date:  2014-04-09       Impact factor: 5.837

4.  Overcoming co-product inhibition in the nicotinamide independent asymmetric bioreduction of activated C=C-bonds using flavin-dependent ene-reductases.

Authors:  Christoph K Winkler; Dorina Clay; Esta van Heerden; Kurt Faber
Journal:  Biotechnol Bioeng       Date:  2013-07-10       Impact factor: 4.530

5.  Informing Efforts to Develop Nitroreductase for Amine Production.

Authors:  Anne-Frances Miller; Jonathan T Park; Kyle L Ferguson; Warintra Pitsawong; Andreas S Bommarius
Journal:  Molecules       Date:  2018-01-24       Impact factor: 4.411

6.  Asymmetric bioreduction of activated carbon-carbon double bonds using Shewanella yellow enzyme (SYE-4) as novel enoate reductase.

Authors:  Naseem Iqbal; Florian Rudroff; Ann Brigé; Jozef Van Beeumen; Marko D Mihovilovic
Journal:  Tetrahedron       Date:  2012-09-16       Impact factor: 2.457

7.  Chemoenzymatic asymmetric synthesis of pregabalin precursors via asymmetric bioreduction of β-cyanoacrylate esters using ene-reductases.

Authors:  Christoph K Winkler; Dorina Clay; Simon Davies; Pat O'Neill; Paul McDaid; Sebastien Debarge; Jeremy Steflik; Mike Karmilowicz; John W Wong; Kurt Faber
Journal:  J Org Chem       Date:  2013-01-28       Impact factor: 4.354

8.  Recombinant expression and characterisation of the oxygen-sensitive 2-enoate reductase from Clostridium sporogenes.

Authors:  Pawel M Mordaka; Stephen J Hall; Nigel Minton; Gill Stephens
Journal:  Microbiology (Reading)       Date:  2017-11-07       Impact factor: 2.777

9.  Evolutionary and molecular foundations of multiple contemporary functions of the nitroreductase superfamily.

Authors:  Eyal Akiva; Janine N Copp; Nobuhiko Tokuriki; Patricia C Babbitt
Journal:  Proc Natl Acad Sci U S A       Date:  2017-10-24       Impact factor: 11.205

  9 in total

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