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Title: In vivo and in vitro olefin cyclopropanation catalyzed by heme enzymes

Abstract

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.

Inventors:
; ; ; ;
Issue Date:
Research Org.:
California Institute of Technology (CalTech), Pasadena, CA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1177111
Patent Number(s):
8993262
Application Number:
14/185,861
Assignee:
California Institute of Technology (Pasadena, CA)
Patent Classifications (CPCs):
Y - NEW / CROSS SECTIONAL TECHNOLOGIES Y02 - TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE Y02P - CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
C - CHEMISTRY C12 - BIOCHEMISTRY C12Y - ENZYMES
DOE Contract Number:  
FG02-06ER15762
Resource Type:
Patent
Resource Relation:
Patent File Date: 2014 Feb 20
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Coelho, Pedro S, Brustad, Eric M, Arnold, Frances H, Wang, Zhan, and Lewis, Jared C. In vivo and in vitro olefin cyclopropanation catalyzed by heme enzymes. United States: N. p., 2015. Web.
Coelho, Pedro S, Brustad, Eric M, Arnold, Frances H, Wang, Zhan, & Lewis, Jared C. In vivo and in vitro olefin cyclopropanation catalyzed by heme enzymes. United States.
Coelho, Pedro S, Brustad, Eric M, Arnold, Frances H, Wang, Zhan, and Lewis, Jared C. Tue . "In vivo and in vitro olefin cyclopropanation catalyzed by heme enzymes". United States. https://www.osti.gov/servlets/purl/1177111.
@article{osti_1177111,
title = {In vivo and in vitro olefin cyclopropanation catalyzed by heme enzymes},
author = {Coelho, Pedro S and Brustad, Eric M and Arnold, Frances H and Wang, Zhan and Lewis, Jared C},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2015},
month = {3}
}

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