Rapid and selective detection of biothiols by novel ruthenium(II) complex-based phosphorescence probes

Spectrochim Acta A Mol Biomol Spectrosc. 2019 Jun 5:216:328-334. doi: 10.1016/j.saa.2019.03.067. Epub 2019 Mar 19.

Abstract

Considering the excellent photochemical properties of ruthenium(II) complexes, two new ruthenium(II) complexes, RuL1-DNBS and RuL2-DNBS, have been developed as phosphorescence probes for detection of biothiols in 100:1 (v/v) Hepes buffer (20 mM, pH = 7.2)/CH3CN solution. The response rate was highly improved of these two probes toward biothiols because the steric interactions between 1H-imidazo [4, 5-f] [1,10] phenanthroline group and ortho-2, 4-dinitrobenzensulfonate resulted in a relatively rapid thiol-induced SNAr substitution reaction. RuL1-DNBS and RuL2-DNBS were weakly phosphorescent owing to the effectual photoinduced electron transfer from ruthenium(II) luminophore to the sensing group, 2,4-dinitrobenzenesulfonyl. After reacting with biothiols, the 2,4-dinitrobenzenesulfonyl group of RuL1-DNBS and RuL2-DNBS were cleavaged and the RuL1 and RuL2 were obtained. Meanwhile, the phosphorescence were "turn-on". Both of these two probes can detect biothiols sensitively and selectively under physiological conditions with submicromolar detection limits. Furthermore, application of RuL2-DNBS for detecting of intracellular biothiols has been successfully performed in living Glioma cells.

Keywords: Biothiols; Cell imaging; Phosphorescent probes; Ruthenium(II) complex.

MeSH terms

  • Cell Line, Tumor
  • Coordination Complexes / chemistry*
  • Dinitrobenzenes / chemistry*
  • Glioma / chemistry
  • Glioma / pathology
  • Humans
  • Luminescent Agents / chemistry*
  • Luminescent Measurements / methods
  • Optical Imaging / methods
  • Phenanthrolines / chemistry
  • Ruthenium / chemistry*
  • Sulfhydryl Compounds / analysis*

Substances

  • 2,4-dinitrobenzene
  • Coordination Complexes
  • Dinitrobenzenes
  • Luminescent Agents
  • Phenanthrolines
  • Sulfhydryl Compounds
  • Ruthenium