A highly selective and sensitive 3-hydroxyflavone-based colorimetric and fluorescent probe for hydrogen sulfide with a large Stokes shift. Issue 24 (16th June 2016)

• Record Type: Journal Article
• Authors: Hou, Peng; Li, Hongmei; Chen, Song
• Is Part Of: Tetrahedron. Volume 72:Issue 24(2016)
• Page Start: 3531
• Page End: 3534
• Publication Date: 2016-06-16
• Subjects: Fluorescent probe -- Flavone -- Photo-induced electron transfer (PET) -- Hydrogen sulfide -- Colorimetric; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.04.079
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: A 3-hydroxyflavone-based colorimetric and fluorescence probe for hydrogen sulfide (H2 S) has been developed with high sensitivity and excellent selectivity. This probe was designed based on the mechanism that H2 S selectively cleaved the NBD (7-nitro-2, 1, 3-benzoxadiazole) ether moiety in this probe and therefore release the fluorophore, 3-hydroxyflavone. The addition of H2 S to the solution of probe1 resulted in a green fluorescence and an obvious color change from colorless to pink, indicating that this probe can serve as a colorimetric and fluorescent dual probe for H2 S. Furthermore, this probe displays a rapid response and reaches to a plateau within 5 min. It also exhibits a 146 nm Stokes shift and a low detection limit (20 nM, based on S/N=3) in detecting H2 S. Importantly, practical utility of this probe for the selective detection of H2 S in living cells has been successfully demonstrated. Graphical abstract: A novel colorimetric and fluorescence probe with a 146 nm Stokes shift was developed, which displayed a fast response time, exhibits high sensitivity and good selectivity for the detection of H2S in living A 431 cells.