Development of efficient methods for accomplishing cysteine-free peptide and glycopeptide coupling

Gong Chen, Qian Wan, Zhongping Tan, Cindy Kan, Zihao Hua, Krishnakumar Ranganathan, Samuel J. Danishefsky

Research output: Contribution to journalArticlepeer-review

67 Scopus citations

Abstract

As simple as A, B, C: Non-cysteine-based reiterative fragment coupling of glycopeptides involves a metal-free (TCEP) coupling of a peptidyl C-terminal phenolic ester containing an ortho-disulfide moiety (A) with an N-terminal glycopeptide whose C terminus is an alkyl thioester (B) to produce AB, whose N terminus contains an alkyl thioester. A AgCl-mediated coupling of AB with peptide C then produces the tridomainal peptide ABC. TCEP = tris (2-carboxyethyl)phosphine. (Chemical Equation Presented)

Original languageEnglish (US)
Pages (from-to)7383-7387
Number of pages5
JournalAngewandte Chemie - International Edition
Volume46
Issue number39
DOIs
StatePublished - 2007

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

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