Probing the Bioactive Conformation of an Archetypal Natural Product HDAC Inhibitor with Conformationally Homogeneous Triazole‐Modified Cyclic Tetrapeptides
- 9 June 2009
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition in English
- Vol. 48 (26) , 4718-4724
- https://doi.org/10.1002/anie.200805900
Abstract
Fooling enzymes with mock amides: Analogues of apicidin, a cyclic‐tetrapeptide inhibitor of histone deacetylase (HDAC), were designed with a 1,4‐ or 1,5‐disubstituted 1,2,3‐triazole in place of a backbone amide bond to fix the bond in question in either a trans‐like or a cis‐like configuration. Thus, the binding affinity of distinct peptide conformations (see picture) could be probed. One analogue proved in some cases to be superior to apicidin as an HDAC inhibitor.Keywords
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