Surfactant-modulated discriminative sensing of HNO and H2S with a Cu2+-complex-based fluorescent probe. Issue 35 (1st September 2016)

• Record Type: Journal Article
• Authors: Lv, Hai-juan; Ma, Rong-fang; Zhang, Xiao-tai; Li, Mei-han; Wang, Yu-tong; Wang, Shu; Xing, Guo-wen
• Is Part Of: Tetrahedron. Volume 72:Issue 35(2016)
• Page Start: 5495
• Page End: 5501
• Publication Date: 2016-09-01
• Subjects: HNO -- H2S -- Fluorescent probe -- Surfactant; SHIRZUSRIGCFHM-UHFFFAOYSA-N -- JPRWNSWMZHYGDQ-RUHRIWTCSA-M -- XSDKKRKTDZMKCH-UHFFFAOYSA-N -- NRYAAODEMKNRRO-UHFFFAOYSA-N -- UKLHHECOZJWQJN-UHFFFAOYSA-N -- AHDSYMVAUJZCOP-UHFFFAOYSA-N -- FTJXITJXPPAOHB-WYHKMIKZSA-L -- BOMVSGROZFEHMM-UHFFFAOYSA-N; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2016.07.039
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Recent investigations revealed the close relationship between H2 S and HNO in biological systems. It is significant to develop an efficient fluorescent sensor to realize the discriminative sensing of HNO and H2 S. Herein, we designed and synthesized a novel fluorescent sensor (CuHCD ) with hemicyanine-carbazole as fluorophore and bipyridine-triazole-Cu 2+ complex as receptor, which enabled the selective recognition of HNO and H2 S, respectively via the non-covalent modulation of surfactant assemblies. TheCuHCD /surfactant sensor system exhibited excellent selectivity for H2 S at 5 mM SDS in HEPES buffer, and displayed high specificity for HNO at 1 mM SDS in HEPES buffer over other common anions and reactive species. Different detection mechanisms in sensing H2 S and HNO were deeply investigated. The results showed that H2 S seized Cu 2+ from the complex to recover the fluorescence ofHCD, while HNO reduced Cu 2+ to Cu + in the complex to turn on the fluorescence. In different SDS micellar systems, HCD possessed different dispersity and binding capacity with Cu 2+, which led to the selective detection of H2 S and HNO, respectively. The hypothesis was further confirmed by replacing SDS micelles with liposome under the same conditions. Graphical abstract: ACuHCD /surfactant sensor system was constructed to exhibit excellent selectivity for H2 S at higher SDS concentrations, and display high specificity for HNO at lower SDS concentrations.