A New Turn on Fluorescent Probe for Selective Detection of Cysteine/Homocysteine

J Fluoresc. 2015 Sep;25(5):1315-21. doi: 10.1007/s10895-015-1619-9. Epub 2015 Jul 17.

Abstract

A new fluorescent probe (probe 1) was developed for recognition of cysteine (Cys) and homocysteine (Hcy). Probe 1 exhibited a large absorption peak blue-shift (107 nm) as well as enhanced fluorescence responses to Cys/Hcy based on cyclization of thiol containing amino acids with aldehydes, inhibiting the C = N isomerization-induced quenching process by an intramolecular hydrogen bond. The detection mechanism was proved by (1)H NMR and mass spectrometry analysis.

Keywords: Cys/Hcy; Fluorescent probe; Inhibiting C = N isomerization; Intramolecular hydrogen bond; Ratiometric probes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cysteine / analysis*
  • Cysteine / chemistry*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Homocysteine / analysis*
  • Homocysteine / chemistry*
  • Hydrogen Bonding
  • Hydrogen-Ion Concentration
  • Isomerism
  • Spectrometry, Fluorescence

Substances

  • Fluorescent Dyes
  • Homocysteine
  • Cysteine