Issue 30, 2014

Chemoselective reduction and self-immolation based FRET probes for detecting hydrogen sulfide in solution and in cells

Abstract

Hydrogen sulfide (H2S) has been regarded as the third gaseous transmitter. Based on the mechanism of chemoselective azido reduction and self-immolation, five fluorescence resonance energy transfer (FRET) probes for the detection of H2S were designed and synthesized. The effect of functional substitution of the self-immolative moiety on azido reduction and quinone-methide rearrangement were investigated. Their fluorescence responses and chemoselectivity for H2S detection were evaluated in solutions and in cells. This strategy may provide a general route for designing H2S probes with many commercially available FRET pairs.

Graphical abstract: Chemoselective reduction and self-immolation based FRET probes for detecting hydrogen sulfide in solution and in cells

Supplementary files

Article information

Article type
Paper
Submitted
05 May 2014
Accepted
04 Jun 2014
First published
04 Jun 2014

Org. Biomol. Chem., 2014,12, 5629-5633

Chemoselective reduction and self-immolation based FRET probes for detecting hydrogen sulfide in solution and in cells

B. Chen, P. Wang, Q. Jin and X. Tang, Org. Biomol. Chem., 2014, 12, 5629 DOI: 10.1039/C4OB00923A

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