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J Am Chem Soc. 2004 Oct 13;126(40):12712-3.

Site-selective conjugation of thiols with aziridine-2-carboxylic acid-containing peptides.

Author information

1
Department of Chemistry, University of Illinois, Urbana, IL 61801, USA.

Abstract

The synthesis and convergent site-selective conjugation of aziridine-2-carboxylic acid-containing peptides with thiols, both in solution and on solid support, are described. The synthesis and use of FmocAzyOH in this capacity demonstrate both the efficient incorporation and tolerance of the Azy moiety in multistep Fmoc solid-phase peptide synthesis (SPPS), as well as the competence of solution and on-bead ligation through a highly regioselective base-promoted aziridine ring-opening process.

PMID:
15469231
DOI:
10.1021/ja046793x
[Indexed for MEDLINE]

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