Reaction-based epoxide fluorescent probe for in vivo visualization of hydrogen sulfide

Palanisamy Sathyadevi, Yu Jen Chen, Shou Cheng Wu, Yen Hao Chen, Yun-Ming Wang*

*Corresponding author for this work

Research output: Contribution to journalArticle

25 Scopus citations

Abstract

Hydrogen sulfide (H2S) has emerged as the most important biosynthetic gasotransmitters along with nitric oxide (NO) and carbon monoxide (CO). In this study, we report the design and the synthesis of a new epoxide fluorescent probe 7-glycidyloxy-9-(2-glycidyloxycarbonylphenyl)-2-xanthone (FEPO) for use in in vivo visualization of hydrogen sulfide. The probe employs a fluorescein as a fluorophore, and is equipped with an operating epoxide unit. FEPO functions via epoxide ring opening upon nucleophilic attack of H2S. This ring opening strategy may open a new avenue for the development of various H2S fluorescent sensors. FEPO showed high selectivity and high sensitivity for H2S. FEPO's cytotoxicity was tested using MTT (2-(4,5-dimethyl-2-thiazolyl)-3,5-diphenyl-2H-tetrazolium bromide) assay. Furthermore, the use of confocal imaging of H2S and in vivo imaging in live zebra fish demonstrated FEPO's potential biological applications. We anticipate that, owing to their ideal properties, probes of this type will find great uses in exploring the role of H2S in biology.

Original languageEnglish
Pages (from-to)681-687
Number of pages7
JournalBiosensors and Bioelectronics
Volume68
DOIs
StatePublished - 5 Jun 2015

Keywords

  • Confocal imaging
  • Fluorescein
  • HS detection
  • Zebra fish

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