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Chem Commun (Camb). 2015 Jun 14;51(47):9624-7. doi: 10.1039/c5cc02685g.

Thioamides in the collagen triple helix.

Author information

1
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706-1322, USA. rtraines@wisc.edu.

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.

PMID:
25967743
PMCID:
PMC4449287
DOI:
10.1039/c5cc02685g
[Indexed for MEDLINE]
Free PMC Article

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