Functional Analysis of an Aspartate-Based Epoxidation Catalyst with Amide-to-Alkene Peptidomimetic Catalyst Analogues

Subtle exchange: Replacement of an amide function with alkene or fluoroalkene groups provides a new class of epoxidation catalysts (see scheme). The structure‐dependent catalytic behavior of these isosteric peptides provides mechanistic insights in their mode of action.

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Bibliographic Details
Published in:	Angewandte Chemie (International ed.) Vol. 47; no. 35; pp. 6707 - 6711
Main Authors:	Jakobsche, Charles E, Peris, Gorka, Miller, Scott J
Format:	Journal Article
Language:	English
Published:	Weinheim Wiley-VCH Verlag 01-01-2008 WILEY-VCH Verlag WILEY‐VCH Verlag
Subjects:	Alkenes - chemistry Amides - chemistry Aspartic Acid - chemistry asymmetric catalysis Biomimetic Materials - chemistry Catalysis epoxidation Epoxy Compounds - chemistry fluorine olefin isostere Oxidoreductases - chemistry peptides Peptides - chemistry peptidomimetic
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Summary:	Subtle exchange: Replacement of an amide function with alkene or fluoroalkene groups provides a new class of epoxidation catalysts (see scheme). The structure‐dependent catalytic behavior of these isosteric peptides provides mechanistic insights in their mode of action.
Bibliography:	http://dx.doi.org/10.1002/anie.200802223 Merck Research Laboratories ark:/67375/WNG-P9GL1XPB-H We thank the NIH (National Institute of General Medical Sciences) and Merck Research Laboratories, each for partial support. ArticleID:ANIE200802223 NIH istex:0EB0EB5E5A12774CE6F0AF038B181B3191BCC397 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200802223