Journal Article
Research Support, Non-U.S. Gov't
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Synthetic Marine Sponge Collagen by Late-Stage Dihydroxylation.

Organic Letters 2018 January 6
Based on the observation that an increased substrate size is paralleled by an enhanced diastereoselectivity, a late-stage dihydroxylation protocol toward the 21mer CMP (collagen model peptide) Ac-(Pro-Hyp-Gly)3 -Pro-Dyp-Gly-(Pro-Hyp-Gly)3 -NH2 is presented. C3 and C4 hydroxylation have a converse effect on the triple-helical stability of collagen. Their combined influence on the melting temperature was studied by NMR spectroscopy.

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