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https://hdl.handle.net/2440/66714
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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 1099-0690 |
Statement of Responsibility: | 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 Peptidomimetics Structural Biology Protein folding |
Rights: | Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim |
DOI: | 10.1002/ejoc.201100157 |
Published version: | http://dx.doi.org/10.1002/ejoc.201100157 |
Appears in Collections: | Aurora harvest Chemistry publications |
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