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Type: Journal article
Title: 1,2,3-triazoles in peptidomimetic chemistry
Author: Pedersen, D.
Abell, A.
Citation: European Journal of Organic Chemistry, 2011; 2011(13):2399-2411
Publisher: Wiley-V C H Verlag GMBH
Issue Date: 2011
ISSN: 1434-193X
Statement of
Daniel Sejer Pedersen and Andrew Abell
Abstract: The ability to synthesise small peptidomimetics that mimic the secondary structure of proteins is an ever expanding area of research directed at sourcing new medicinal agents and biological probes. A significant current challenge is to mimic protein epitopes under physiological conditions using small peptidomimetics that are easy to prepare. The copper- and ruthenium-catalysed Huisgen cycloaddition reactions provide such a general synthetic method, with the resulting 1,2,3-triazoles being good peptide bond mimics. The ability to prepare both 1,4- and 1,5-substituted 1,2,3-triazoles under these chemically benign conditions provides both “linear” and “bent” peptidomimetics. Examples of the use of 1,2,3-triazoles to define the geometry and properties of a peptidomimetic abound. This review highlights such successes but also describes a number of failures in order to guide and inspire future efforts of chemists in this area.
Keywords: Cycloaddition
Click chemistry
Structural Biology
Protein folding
Rights: Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
DOI: 10.1002/ejoc.201100157
Appears in Collections:Aurora harvest
Chemistry publications

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