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利用黄素依赖型烯还原酶克服烟酸非依赖型不对称生物还原中活性 C=C 键的副产物抑制。

Overcoming co-product inhibition in the nicotinamide independent asymmetric bioreduction of activated C=C-bonds using flavin-dependent ene-reductases.

机构信息

Department of Chemistry, Organic and Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010, Graz, Austria.

出版信息

Biotechnol Bioeng. 2013 Dec;110(12):3085-92. doi: 10.1002/bit.24981. Epub 2013 Jul 10.

DOI:10.1002/bit.24981
PMID:23794404
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4034509/
Abstract

Eleven flavoproteins from the old yellow enzyme family were found to catalyze the disproportionation ("dismutation") of conjugated enones. Incomplete conversions, which were attributed to enzyme inhibition by the co-product phenol could be circumvented via in situ co-product removal by scavenging the phenol using the polymeric adsorbent MP-carbonate. The optimized system allowed to reduce an alkene activated by ester groups in a "coupled-substrate" approach via nicotinamide-free hydrogen transfer with >90% conversion and complete stereoselectivity.

摘要

从老黄酶家族中发现了 11 种黄素蛋白，可以催化共轭烯酮的歧化（“歧化”）反应。由于副产物苯酚抑制了酶的活性，导致不完全转化，通过使用聚合物吸附剂 MP-碳酸盐来清除苯酚以原位去除副产物，可以避免这种情况。通过无烟酰胺的氢转移，以“偶联底物”的方式在酯基活化的烯烃上进行反应，优化后的体系可以实现>90%的转化率和完全的立体选择性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/ef3c98632d74/bit0110-3085-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/274489b50678/bit0110-3085-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/73e1af09b7d7/bit0110-3085-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/2e2a2496e3c7/bit0110-3085-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/ef3c98632d74/bit0110-3085-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/274489b50678/bit0110-3085-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/73e1af09b7d7/bit0110-3085-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/2e2a2496e3c7/bit0110-3085-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/386f/4034509/ef3c98632d74/bit0110-3085-f4.jpg

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