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In vitro Synthesis of Native, Fibrous Long Spacing and Segmental Long Spacing Collagen
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Synthetic Marine Sponge Collagen by Late-Stage Dihydroxylation
Christoph Priem1, Armin Geyer1
1Department of Chemistry, Philipps-Universität Marburg , Hans-Meerwein-Straße 4, 35032 Marburg, Germany.
Organic Letters
|December 16, 2017
Abstract:
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.
