Zeitschriftenartikel:
N. Iqbal, F. Rudroff, A. Brige, J. van Beeumen, M.D. Mihovilovic:
"Asymmetric Bioreduction of Activated Carbon-Carbon Double Bonds Using Shewanella Yellow Enzyme (SYE-4) as Novel Enoate Reductase";
Tetrahedron,
68
(2012),
37;
S. 7619
- 7623.
Kurzfassung englisch:
Shewanella yellow enzyme (SYE-4), a novel recombinant enoate reductase, was screened against a variety of different substrates bearing an activated double bond, such as unsaturated cyclic ketones, diesters, and substituted imides. Dimethyl- and ethyl esters of 2-methylmaleic acid were selectively reduced to (R)-configured succinic acid derivatives and various N-substituted maleimides furnished the desired (R)-products in up to >99% enantiomeric excess. Naturally occurring (+)-carvone was selectively reduced to (-)-cis-dihydrocarvone and (-)-carvone was converted to the diastereomeric product, respectively. Overall SYE-4 proved to be a useful biocatalyst for the selective reduction of activated C=C double bonds and complements the pool of synthetic valuable enoate reductases. (C) 2012 Elsevier Ltd. All rights reserved.
Schlagworte:
Enoate reductase; Shewanella yellow enzyme; Bioreduction; Biocatalysis
"Offizielle" elektronische Version der Publikation (entsprechend ihrem Digital Object Identifier - DOI)
http://dx.doi.org/10.1016/j.tet.2012.05.092
Erstellt aus der Publikationsdatenbank der Technischen Universität Wien.