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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.

SUBMITTER: Newberry RW 

PROVIDER: S-EPMC4449287 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

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Thioamides in the collagen triple helix.

Newberry Robert W RW   VanVeller Brett B   Raines Ronald T RT  

Chemical communications (Cambridge, England) 20150601 47

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. ...[more]

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