Two-photon fluorescent probes of biological Zn(II) derived from 7-hydroxyquinoline

Org Lett. 2009 Oct 1;11(19):4426-9. doi: 10.1021/ol901787w.

Abstract

A new fluorescent probe for monitoring Zn(2+) was synthesized based on the structure of 7-hydroxyquinoline. Compared with 8-substituted quinolines, the new probe exhibited higher selectivity for Zn(2+) over Cd(2+). Its fluorescence enhancement (14-fold) and nanomolar range sensitivity (K(d) = 0.117 nM) were favorable toward biological applications. Experiments also showed that a cell-permeable derivative of the new probe was potentially useful for two-photon imaging in living cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Crystallography, X-Ray
  • Fluorescence
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Humans
  • Hydroxyquinolines / chemical synthesis
  • Hydroxyquinolines / chemistry*
  • Models, Molecular
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry*
  • Photons*
  • Zinc / chemistry*

Substances

  • Fluorescent Dyes
  • Hydroxyquinolines
  • Organometallic Compounds
  • Zinc