Issue 47, 2015

Thioamides in the collagen triple helix

Abstract

To probe noncovalent interactions within the collagen triple helix, backbone amides were replaced with a thioamide isostere. This subtle substitution is the first in the collagen backbone that does not compromise thermostability. A triple helix with a thioamide as a hydrogen bond donor was found to be more stable than triple helices assembled from isomeric thiopeptides.

Graphical abstract: Thioamides in the collagen triple helix

Supplementary files

Article information

Article type
Communication
Submitted
31 Mar 2015
Accepted
21 Apr 2015
First published
01 May 2015

Chem. Commun., 2015,51, 9624-9627

Author version available

Thioamides in the collagen triple helix

R. W. Newberry, B. VanVeller and R. T. Raines, Chem. Commun., 2015, 51, 9624 DOI: 10.1039/C5CC02685G

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