A rational approach to tuning the pKa values of rhodamines for living cell fluorescence imaging

Org Biomol Chem. 2011 Mar 21;9(6):1723-6. doi: 10.1039/c0ob01045f. Epub 2011 Jan 24.

Abstract

A novel strategy to systematically tune the pK(a) values of rhodamines is described. This strategy was applied to rationally develop compound 1e with a pK(a) of 6.5, the highest among rhodamine amide derivatives, and it could be employed to detect acidic pH variations in living cells with a turn-on signal.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Survival
  • Fluorescent Dyes / analysis
  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Humans
  • Hydrogen-Ion Concentration
  • Molecular Structure
  • Rhodamines / analysis
  • Rhodamines / chemistry*

Substances

  • Fluorescent Dyes
  • Rhodamines
  • rhodamine 6G