A novel fluorescence turn-on coumarin-pyrazolone based monomethine probe for biothiol detection

Babur B., SEFEROĞLU N., Ocal M., SONUGÜR F. G., AKBULUT H., SEFEROĞLU Z.

TETRAHEDRON, no.30, pp.4498-4502, 2016 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Publication Date: 2016
  • Doi Number: 10.1016/j.tet.2016.06.008
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.4498-4502
  • Keywords: Coumarin-pyrazolone hybrid, Fluorescence turn-on probe, Biothiols detection, Michael acceptor, ICT inhibition, DFT calculations, PERFORMANCE LIQUID-CHROMATOGRAPHY, OXIDATIVE STRESS, HUMAN PLASMA, CYSTEINE, GLUTATHIONE, HOMOCYSTEINE, THIOLS, QUANTIFICATION, RECOGNITION, DISEASE
  • Ankara University Affiliated: Yes

Abstract

A coumarin-pyrazolone monomethine based turn-on fluorescence ratiometric probe C-3 for selective detection of cysteine (Cys) and glutathione (GSH) is reported. It exhibits OFF-ON states and is more sensitive to GSH in aqueous solution neutral and basic pH. The ON state is due to the inhibition of intramolecular charge transfer (ICT) process between pyrrole and pyrazolone moieties. (C) 2016 Elsevier Ltd. All rights reserved.