Affiliation:
1. Department of Chemistry, Princeton University, Princeton, NJ 08544, USA.
2. Department of Process Research and Development, Merck, Rahway, NJ 07065, USA.
Abstract
Light teaches (co)enzymes new tricks
Light is widely used in organic synthesis to excite electrons in a substrate or catalyst, opening up reactive pathways to a desired product. Biology uses light sparingly in this way, but coenzymes such as flavin can be driven to excited states by light. Biegasiewicz
et al.
investigated this reactivity and found a suite of flavoenzymes that catalyze asymmetric radical cyclization when exposed to light. “Ene”-reductases, when reduced and illuminated, converted starting materials containing an α-chloroamide and an alkene into five-, six-, seven-, or eight-membered lactams. Different enzymes furnished different stereochemistry in the products, likely because of changes in active-site pocket geometry.
Science
, this issue p.
1166
Funder
U.S. Department of Energy
NIGMS
Searle Scholar
National Sciences in Engineering Research Council
Publisher
American Association for the Advancement of Science (AAAS)
Cited by
249 articles.
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