Convergent synthesis of peptide conjugates using dehydroalanines for chemoselective ligations

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Abstract

Protein and peptide conjugates such as glycopeptides, prenylated peptides, and lipopeptides play essential roles in biology. A rapid and convergent entry into a variety of these compounds is described. The methodology involves the introduction of a dehydroalanine into peptides and subsequent chemoselective conjugate addition of an appropriate thiolate nucleophile, including farnesylthiolate or thioglycosides.

Original languageEnglish (US)
Pages (from-to)1189-1192
Number of pages4
JournalOrganic Letters
Volume3
Issue number8
DOIs
StatePublished - Apr 19 2001

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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