Multi-enzyme cascade synthesis of the most odorous stereoisomers of the commercial odorant Muguesia®

被引:21
作者
Brenna, Elisabetta [1 ]
Crotti, Michele [1 ]
Gatti, Francesco G. [1 ]
Monti, Daniela [2 ]
Parmeggiani, Fabio [1 ]
Pugliese, Andrea [1 ]
Santangelo, Sara [1 ]
机构
[1] Politecn Milan, Dipartimento Chim Mat Ingn Chim, I-20131 Milan, Italy
[2] CNR, Ist Chim Riconoscimento Mol, I-20131 Milan, Italy
关键词
Cascade reaction; Ene-reductase; Alcohol dehydrogenase; Chiral fragrance; Stereoselectivity; SUBSTRATE; REDUCTION; ESTERS;
D O I
10.1016/j.molcatb.2014.10.006
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The most odorous stereoisomers of the chiral commercial fragrance Muguesie (R) are prepared by a very effective linear biocatalysed cascade reaction, in which a suitable unsaturated ketone is submitted to the sequential action of two enzymes, an ene-reductase and an alcohol dehydrogenase, which are added together to the same reaction vessel with the cofactor regeneration system. Two stereogenic centres in 1,2 relative position are thus created under high stereochemical control by a two-step one-pot enzymatic procedure. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:37 / 41
页数:5
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