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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 Inst. of Technology (CalTech), Pasadena, CA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1506076
Patent Number(s):
10,208,322
Application Number:
15/278,561
Assignee:
California Institute of Technology (Pasadena, CA)
DOE Contract Number:  
FG02-06ER15762
Resource Type:
Patent
Resource Relation:
Patent File Date: 2016 Sep 28
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 59 BASIC BIOLOGICAL SCIENCES

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., 2019. 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/1506076.
@article{osti_1506076,
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 = {2019},
month = {2}
}

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