Pyrophosphate sensing by a fluorescent Zn2+ bound triazole linked imino-thiophenyl conjugate of calix[4]arene in HEPES buffer medium: spectroscopy, microscopy, and cellular studies

Anal Chem. 2012 Jun 5;84(11):5117-23. doi: 10.1021/ac301009h. Epub 2012 May 11.

Abstract

An in situ prepared Zn(2+) complex of triazole linked imino-thiophenyl conjugate of calix[4]arene, [ZnL], was demonstrated to be highly fluorescent in HEPES buffer solution. [ZnL] has been used as a chemo-sensing ensemble for the recognition of phosphates in general and pyrophosphates in particular among the eighteen different anions studied. The chemo-sensing behavior of the [ZnL] has been demonstrated through fluorescence, absorption, visual fluorescent color changes, ESI MS, and (1)H NMR titrations. Variations in the microstructural features of L, its zinc complex and the complex upon addition of PPi have been demonstrated through atomic force microscopy and transmission electron microscopy. Such studies have been extended to see the permeability of the conjugate into the HeLa cells by fluorescence microscopy. In accession, a reversible "write-read-erase-read" logic gate property of L has been demonstrated through a feedback loop in the presence of Zn(2+) and PPi.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Buffers
  • Calixarenes / chemistry*
  • Diphosphates / analysis*
  • Fluorescent Dyes
  • HEPES
  • HeLa Cells
  • Humans
  • Magnetic Resonance Spectroscopy
  • Microscopy
  • Microscopy, Atomic Force
  • Microscopy, Electron, Transmission
  • Microscopy, Fluorescence
  • Spectrometry, Fluorescence
  • Spectrometry, Mass, Electrospray Ionization
  • Sulfhydryl Reagents / chemistry
  • Triazoles / chemistry*
  • Zinc / chemistry*

Substances

  • Buffers
  • Diphosphates
  • Fluorescent Dyes
  • Sulfhydryl Reagents
  • Triazoles
  • Calixarenes
  • Zinc
  • HEPES