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In vivo and in vitro olefin cyclopropanation catalyzed by heme enzymes

United States Patent

8,993,262
March 31, 2015
View the Complete Patent at the US Patent & Trademark Office
The present invention provides methods for catalyzing the conversion of an olefin to any compound containing one or more cyclopropane functional groups using heme enzymes. In certain aspects, the present invention provides a method for producing a cyclopropanation product comprising providing an olefinic substrate, a diazo reagent, and a heme enzyme; and admixing the components in a reaction for a time sufficient to produce a cyclopropanation product. In other aspects, the present invention provides heme enzymes including variants and fragments thereof that are capable of carrying out in vivo and in vitro olefin cyclopropanation reactions. Expression vectors and host cells expressing the heme enzymes are also provided by the present invention.
Coelho; Pedro S. (Los Angeles, CA), Brustad; Eric M. (Durham, NC), Arnold; Frances H. (La Canada, CA), Wang; Zhan (San Jose, CA), Lewis; Jared C. (Chicago, IL)
California Institute of Technology (Pasadena, CA)
14/ 185,861
20140242647
February 20, 2014
STATEMENT AS TO RIGHTS TO INVENTIONS MADE UNDER FEDERALLY SPONSORED RESEARCH AND DEVELOPMENT This invention was made with government support under Grant No. DE-FG02-06ER15762/T-20 105789 and Grant No. DE-FG02-06ER15762/T-106029 awarded by the Department of Energy and under 1F32b015846-01 and with government support under Grant No. EB015846 awarded by the National Institute of Health. The government's has certain rights in the invention.