Synthesis of the bacteriocin glycopeptide sublancin 168 and S-glycosylated variants

Yves S.Y. Hsieh, Brendan L. Wilkinson, Mitchell R. O'Connell, Joel P. MacKay, Jacqueline M. Matthews, Richard J. Payne

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

The synthesis of sublancin 168, a unique S-glucosylated bacteriocin antibiotic, is described. The natural product and two S-glycosylated variants were successfully prepared via native chemical ligation followed by folding. The synthetic glycopeptides were shown to possess primarily an α-helical secondary structure by CD and NMR studies.

Original languageEnglish
Pages (from-to)1910-1913
Number of pages4
JournalOrganic Letters
Volume14
Issue number7
DOIs
Publication statusPublished - Apr 6 2012
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of the bacteriocin glycopeptide sublancin 168 and S-glycosylated variants'. Together they form a unique fingerprint.

  • Cite this

    Hsieh, Y. S. Y., Wilkinson, B. L., O'Connell, M. R., MacKay, J. P., Matthews, J. M., & Payne, R. J. (2012). Synthesis of the bacteriocin glycopeptide sublancin 168 and S-glycosylated variants. Organic Letters, 14(7), 1910-1913. https://doi.org/10.1021/ol300557g