Journal
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
Volume -, Issue 15, Pages 1805-1809Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b202660k
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Novel enediynyl tripeptides 2(a-c) in fully protected forms have been prepared via a sequence of palladium(o)-based Sonogashira coupling. The thermal reactivity of these peptides was shown to be dependent upon the nature of the side chain in the amino acids. Analysis of the CD-spectra of these peptides as well as the variation of chemical shifts with temperature revealed the presence of a beta-sheet nucleating conformation in equilibrium with a conformation induced by H-bond formation between the CO and NH belonging to the enediynyl amino acid.
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