Synthesis and photophysical properties of a fluorescent TREN-type ligand incorporating the coumarin chromophore and its zinc complex

Marianna Dakanali, Emmanuel Roussakis, Alan R. Kay, Haralambos E. Katerinopoulos

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

A new, UV-excited fluorescent Zn2+ indicator was synthesized and the spectral profile of its free and Zn2+ bound forms were studied. The fluorescent properties of this probe are due to the 7-amino-4-methylcoumarin fluorophore, which is conjugated with the tris(2-aminoethyl)amine (TREN) that functions as the zinc-chelating moiety. The compound exhibits a Zn2+ dissociation constant of 18.0 μM. The fluorescence spectra of the probe showed a clear shift in excitation wavelength maxima upon Zn2+ binding, indicating its potential use as ratiometric Zn2+ indicator.

Original languageEnglish (US)
Pages (from-to)4193-4196
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number24
DOIs
StatePublished - Jun 13 2005

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Fluorophores
Chromophores
Chelation
Fluorescent Dyes
Zinc
Fluorescence
Ligands
Wavelength
7-amino-4-methylcoumarin
coumarin
tris(2-aminoethyl)amine

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Synthesis and photophysical properties of a fluorescent TREN-type ligand incorporating the coumarin chromophore and its zinc complex. / Dakanali, Marianna; Roussakis, Emmanuel; Kay, Alan R.; Katerinopoulos, Haralambos E.

In: Tetrahedron Letters, Vol. 46, No. 24, 13.06.2005, p. 4193-4196.

Research output: Contribution to journalArticle

Dakanali, Marianna ; Roussakis, Emmanuel ; Kay, Alan R. ; Katerinopoulos, Haralambos E. / Synthesis and photophysical properties of a fluorescent TREN-type ligand incorporating the coumarin chromophore and its zinc complex. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 24. pp. 4193-4196.
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