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)-Pro-Dyp-Gly-(Pro-Hyp-Gly)-NH 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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| http://dx.doi.org/10.1021/acs.orglett.7b03525 | DOI Listing |
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