Title: Reaction-based epoxide fluorescent probe for in vivo visualization of hydrogen sulfide
Authors: Sathyadevi, Palanisamy
Chen, Yu-Jen
Wu, Shou-Cheng
Chen, Yen-Hao
Wang, Yun-Ming
Institute of Molecular Medicine and Bioengineering
Keywords: Fluorescein;H2S detection;Confocal imaging;Zebra fish
Issue Date: 15-Jun-2015
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. (C) 2015 Elsevier B.V. All rights reserved.
URI: http://dx.doi.org/10.1016/j.bios.2015.01.070
ISSN: 0956-5663
DOI: 10.1016/j.bios.2015.01.070
Volume: 68
Begin Page: 681
End Page: 687
Appears in Collections:Articles