Thiazole Orange-Peptide Conjugates: Sensitivity of DNA Binding to Chemical Structure

Jay R. Carreon, Kerry P. Mahon, Shana O. Kelley*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

58 Scopus citations

Abstract

(Equation presented) Derivatives of the highly fluorescent and DNA-binding dye thiazole orange (TO) are described that feature appended peptides. Functionalization of TO can be achieved at either of the endocyclic nitrogens, and the photophysical properties and DNA-binding modes are sensitive to the position of the tethered peptide. A series of TO-peptide conjugates are described, demonstrating the utility of a solid-phase synthesis approach to their preparation and illustrating how the photophysical and DNA-binding properties of the compounds are influenced by chemical structure.

Original languageEnglish (US)
Pages (from-to)517-519
Number of pages3
JournalOrganic Letters
Volume6
Issue number4
DOIs
StatePublished - Feb 19 2004
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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