17α-ethynylestradiol peptide labeling by 'click' chemistry

Oleg I. Bol'Shakov, Iryna O. Lebedyeva, Alan R. Katritzky

Research output: Contribution to journalArticle

5 Scopus citations

Abstract

A synthesis of 17α-ethynylestradiol-labeled native peptides is reported. The peptide moiety is tethered to the steroid hormone by a 1,2,3-triazole bridge formed by a CuAAC reaction in which the azido group of the peptide combines with the terminal acetylenic moiety of ethynylestradiol to link the two bioactive molecules. Thus bioconjugates containing the hormone moiety at three positions within the peptide molecule could be useful targets for hormono-enzyme interaction studies.

Original languageEnglish (US)
Pages (from-to)2926-2932
Number of pages7
JournalSynthesis (Germany)
Volume44
Issue number18
DOIs
StatePublished - Aug 21 2012
Externally publishedYes

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Keywords

  • alkynes
  • azides
  • click chemistry
  • cyclization
  • drugs
  • peptides

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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