Literature DB >> 15869268

Direct electrochemical regeneration of monooxygenase subunits for biocatalytic asymmetric epoxidation.

Frank Hollmann1, Karin Hofstetter, Tilo Habicher, Bernhard Hauer, Andreas Schmid.   

Abstract

We report the first example of direct electrochemical regeneration of a flavin-dependent monooxygenase for asymmetric epoxidation catalysis. It is shown that electrochemical regeneration of the oxygenase subunit of the multicomponent styrene monooxygenase is sufficient to perform enantiospecific S-epoxidation of various styrene derivatives. Kinetic bottlenecks of the novel electroenzymatic reaction are identified. This work opens up new alternatives for asymmetric oxyfunctionalization catalysis.

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Year:  2005        PMID： 15869268     DOI： 10.1021/ja050997b

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  12 in total

1.  StyA1 and StyA2B from Rhodococcus opacus 1CP: a multifunctional styrene monooxygenase system.

Authors:  Dirk Tischler; René Kermer; Janosch A D Gröning; Stefan R Kaschabek; Willem J H van Berkel; Michael Schlömann
Journal:  J Bacteriol       Date:  2010-07-30       Impact factor: 3.490

Review 2.  Monooxygenation of aromatic compounds by flavin-dependent monooxygenases.

Authors:  Pirom Chenprakhon; Thanyaporn Wongnate; Pimchai Chaiyen
Journal:  Protein Sci       Date:  2019-01       Impact factor: 6.725

3.  Nature of the reaction intermediates in the flavin adenine dinucleotide-dependent epoxidation mechanism of styrene monooxygenase.

Authors:  Auric Kantz; George T Gassner
Journal:  Biochemistry       Date:  2010-12-31       Impact factor: 3.162

4.  Structure and mechanism of styrene monooxygenase reductase: new insight into the FAD-transfer reaction.

Authors:  Eliot Morrison; Auric Kantz; George T Gassner; Matthew H Sazinsky
Journal:  Biochemistry       Date:  2013-08-20       Impact factor: 3.162

5.  Identification of a novel self-sufficient styrene monooxygenase from Rhodococcus opacus 1CP.

Authors:  Dirk Tischler; Dirk Eulberg; Silvia Lakner; Stefan R Kaschabek; Willem J H van Berkel; Michael Schlömann
Journal:  J Bacteriol       Date:  2009-05-29       Impact factor: 3.490

6.  Discovery of a novel styrene monooxygenase originating from the metagenome.

Authors:  Erik W van Hellemond; Dick B Janssen; Marco W Fraaije
Journal:  Appl Environ Microbiol       Date:  2007-07-20       Impact factor: 4.792

7.  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

8.  Electrochemical activation of C-H by electron-deficient W2C nanocrystals for simultaneous alkoxylation and hydrogen evolution.

Authors:  Xiu Lin; Shi-Nan Zhang; Dong Xu; Jun-Jun Zhang; Yun-Xiao Lin; Guang-Yao Zhai; Hui Su; Zhong-Hua Xue; Xi Liu; Markus Antonietti; Jie-Sheng Chen; Xin-Hao Li
Journal:  Nat Commun       Date:  2021-06-23       Impact factor: 14.919

Review 9.  The Oxygen Dilemma: A Severe Challenge for the Application of Monooxygenases?

Authors:  Dirk Holtmann; Frank Hollmann
Journal:  Chembiochem       Date:  2016-06-30       Impact factor: 3.164

10.  A Chimeric Styrene Monooxygenase with Increased Efficiency in Asymmetric Biocatalytic Epoxidation.

Authors:  Maria L Corrado; Tanja Knaus; Francesco G Mutti
Journal:  Chembiochem       Date:  2018-03-23       Impact factor: 3.164
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