fulltext.study @t Gmail

An ene reductase from Clavispora lusitaniae for asymmetric reduction of activated alkenes

Paper ID Volume ID Publish Year Pages File Format Full-Text
17028 42633 2014 6 PDF Available
Title
An ene reductase from Clavispora lusitaniae for asymmetric reduction of activated alkenes
Abstract

•A new ene reductase (ClER) from Clavispora lusitaniae is presented.•ClER was active toward a diverse range of activated alkenes.•As much as 500 mM ketoisophorone was reduced to (R)-levodione with 98% ee.

A putative ene reductase gene from Clavispora lusitaniae was heterologously overexpressed in Escherichia coli, and the encoded protein (ClER) was purified and characterized for its biocatalytic properties. This NADPH-dependent flavoprotein was identified with reduction activities toward a diverse range of activated alkenes including conjugated enones, enals, maleimide derivative and α,β-unsaturated carboxylic esters. The purified ClER exhibited a relatively high activity of 7.3 U mgprot−1 for ketoisophorone while a remarkable catalytic efficiency (kcat/Km = 810 s−1 mM−1) was obtained for 2-methyl-cinnamaldehyde due to the high affinity. A series of prochiral activated alkenes were stereoselectively reduced by ClER furnishing the corresponding saturated products in up to 99% ee. The practical applicability of ClER was further evaluated for the production of (R)-levodione, a valuable chiral compound, from ketoisophorone. Using the crude enzyme of ClER and glucose dehydrogenase (GDH), 500 mM of ketoisophorone was efficiently converted to (R)-levodione with excellent stereoselectivity (98% ee) within 1 h. All these positive features demonstrate a high synthetic potential of ClER in the asymmetric reduction of activated alkenes.

Keywords
Biocatalysis; ene Reductase; Old yellow enzyme; Asymmetric reduction; Activated alkenes
First Page Preview
An ene reductase from Clavispora lusitaniae for asymmetric reduction of activated alkenes
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us
Publisher
Database: Elsevier - ScienceDirect
Journal: Enzyme and Microbial Technology - Volume 56, 5 March 2014, Pages 40–45
Authors
, , , ,
Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us