Convergent Synthesis of Peptide Conjugates Using Dehydroalanines for Chemoselective Ligations
- 30 March 2001
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (8) , 1189-1192
- https://doi.org/10.1021/ol015648a
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.Keywords
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