Rhodamine-propargylic esters for detection of mitochondrial hydrogen sulfide in living cells

Bioorg Med Chem Lett. 2013 Oct 1;23(19):5295-9. doi: 10.1016/j.bmcl.2013.07.072. Epub 2013 Aug 9.

Abstract

Flow cytometric detection of mitochondrial H2S was achieved with propargylic esters of rhodamine B which selectively react with H2S via cationic rhodamine-moiety directed thiolysis of the propargylic esters to give nonfluorescent rhodamine thio-spirolactone.

Keywords: Bioimaging; Flow cytometry; Hydrogen sulfide; Mitochondria; Propargylic ester; Rhodamine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes* / chemistry
  • Esters / chemistry*
  • Flow Cytometry
  • Fluorescent Dyes / chemistry*
  • HeLa Cells
  • Humans
  • Hydrogen Sulfide / analysis*
  • Microscopy, Confocal
  • Mitochondria / chemistry*
  • Molecular Structure
  • Propanols* / chemistry
  • Rhodamines / chemistry*

Substances

  • Alkynes
  • Esters
  • Fluorescent Dyes
  • Propanols
  • Rhodamines
  • propargyl alcohol
  • Hydrogen Sulfide