4.6 Article

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

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 12, Issue 30, Pages 5629-5633

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob00923a

Keywords

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Funding

  1. National Basic Research Program of China (973 Program) [2013CB933800, 2012CB720600]
  2. National Natural Science Foundation of China [21372018]
  3. State Key Laboratory of Pharmaceutical Biotechnology [KF-GN-201305]

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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.

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