Literature DB >> 19262930

Epoxidation of conjugated C=C-bonds and sulfur-oxidation of thioethers mediated by NADH:FMN-dependent oxidoreductases.

Nicole Jasmin Mueller1, Clemens Stueckler, Melanie Hall, Peter Macheroux, Kurt Faber.   

Abstract

Three FMN-dependent oxidoreductases, YcnD and YhdA from Bacillus subtilis and Lot6p from Saccharomyces cerevisiae, oxidised alpha,beta-unsaturated carbonyl compounds and a thioether, respectively, to furnish the corresponding racemic epoxides or sulfoxide, respectively. The mechanism of this enzyme-mediated (rather than enzyme-catalysed) oxidation was shown to proceed via the NADH-dependent reduction of O(2), forming H(2)O(2), which acted as oxidant in a spontaneous (non-enzymatic) fashion.

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Year:  2009        PMID： 19262930     DOI： 10.1039/b819057g

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


  6 in total

1.  ArsH is an organoarsenical oxidase that confers resistance to trivalent forms of the herbicide monosodium methylarsenate and the poultry growth promoter roxarsone.

Authors:  Jian Chen; Hiranmoy Bhattacharjee; Barry P Rosen
Journal:  Mol Microbiol       Date:  2015-04-06       Impact factor: 3.501

2.  Nicotinamide-independent asymmetric bioreduction of C=C-bonds via disproportionation of enones catalyzed by enoate reductases.

Authors:  Clemens Stueckler; Tamara C Reiter; Nina Baudendistel; Kurt Faber
Journal:  Tetrahedron       Date:  2010-01-16       Impact factor: 2.457

Review 3.  Menadione: a platform and a target to valuable compounds synthesis.

Authors:  Acácio S de Souza; Ruan Carlos B Ribeiro; Dora C S Costa; Fernanda P Pauli; David R Pinho; Matheus G de Moraes; Fernando de C da Silva; Luana da S M Forezi; Vitor F Ferreira
Journal:  Beilstein J Org Chem       Date:  2022-04-11       Impact factor: 2.544

4.  NAD(P)H-independent asymmetric C=C bond reduction catalyzed by ene reductases by using artificial co-substrates as the hydrogen donor.

Authors:  Christoph K Winkler; Dorina Clay; Marcello Entner; Markus Plank; Kurt Faber
Journal:  Chemistry       Date:  2013-12-30       Impact factor: 5.236

5.  Identification of promiscuous ene-reductase activity by mining structural databases using active site constellations.

Authors:  Georg Steinkellner; Christian C Gruber; Tea Pavkov-Keller; Alexandra Binter; Kerstin Steiner; Christoph Winkler; Andrzej Lyskowski; Orsolya Schwamberger; Monika Oberer; Helmut Schwab; Kurt Faber; Peter Macheroux; Karl Gruber
Journal:  Nat Commun       Date:  2014-06-23       Impact factor: 14.919

6.  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
  6 in total

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