Synthesis of coumarin conjugates of biological thiols for fluorescent detection and estimation

Alan R. Katritzky, Tarek S. Ibrahim, Srinivasa R. Tala, Nader E. Abo-Dya, Zakaria K. Abdel-Samii, Said A. El-Feky

Research output: Contribution to journalArticlepeer-review

15 Scopus citations

Abstract

Coumarin-labeled thioesters are efficiently prepared from biological thiols using N-coumarin-3-carbonyl benzotriazoles. Absorption (λabs) , fluorescence (λem) wavelength maxima and quantum yields (φ) for the thioesters are measured in buffer solution at physiological pH 7.4. Quantum yields (φ = 0.0318-0.1068) of four of the products are higher than their precursor 7-methoxy-3-(1H-benzotriazol-1-ylcarbonyl)-2H-chromen-2-one (φ = 0.0195), suggesting that derivatives of this type could be suitable for quantitative thiol assays.

Original languageEnglish (US)
Article numberM16611SS
Pages (from-to)1494-1500
Number of pages7
JournalSynthesis
Issue number9
DOIs
StatePublished - 2011

Keywords

  • acylation
  • amino acids
  • benzotriazoles
  • coumarin
  • fluorescence
  • heterocycles
  • peptides
  • thiols

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