Traceless ligation of cysteine peptides using selective deselenization

Norman Metanis*, Ehud Keinan, Philip E. Dawson

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

161 Scopus citations

Abstract

Selective deselenization: Native chemical ligation at selenocysteine is followed by selective deselenization of the selenocysteine to alanine, in the presence of cysteine residues without protecting groups (see scheme). This selectivity is achieved by using the water-soluble tris(2-carboxyethyl)phosphine (TCEP) in the absence of a radical initiator.

Original languageAmerican English
Pages (from-to)7049-7053
Number of pages5
JournalAngewandte Chemie - International Edition
Volume49
Issue number39
DOIs
StatePublished - 17 Sep 2010
Externally publishedYes

Keywords

  • Deselenization
  • Desulfurization
  • Native chemical ligation
  • Peptides
  • Protein modification

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