Convergent synthesis of peptide conjugates using dehydroalanines for chemoselective ligations

Citation
Y. Zhu et Wa. Van Der Donk, Convergent synthesis of peptide conjugates using dehydroalanines for chemoselective ligations, ORG LETT, 3(8), 2001, pp. 1189-1192
Citations number
78
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
8
Year of publication
2001
Pages
1189 - 1192
Database
ISI
SICI code
1523-7060(20010419)3:8<1189:CSOPCU>2.0.ZU;2-R
Abstract
Protein and peptide conjugates such as glycopeptides, prenylated peptides, and lipopeptides play essential roles in biology, A rapid and convergent en try into a variety of these compounds is described, The methodology involve s the introduction of a dehydroalanine into peptides and subsequent chemose lective conjugate addition of an appropriate thiolate nucleophile, includin g farnesylthiolate or thioglycosides.