Dual-functional turn-on fluorescent probe for discriminative sulfite and sulfide detection via organic/aqueous ratio tuning and its application in real samples

亚硫酸盐 化学 硫化物 乙腈 硫化氢 荧光团 部分 光化学 检出限 荧光 氰化物 无机化学 水溶液 硫黄 有机化学 色谱法 物理 量子力学
作者
Ching-Chun Su,Kyoung-Rok Kim,Jong‐In Hong
出处
期刊:Dyes and Pigments [Elsevier]
卷期号:206: 110669-110669 被引量:13
标识
DOI:10.1016/j.dyepig.2022.110669
摘要

Sulfite and sulfide are substances commonly present in food, biological and industrial processes. While excess amounts of these anions can elicit physiological disorders in humans, there are only limited examples of probes capable of selectively detecting both of them. In this study, we present a sulfite/sulfide dual-functional probe 1 based on a dimethylaminonaphthalene-oxazaborine fluorophore and a dicyanovinyl reaction site. Probe 1 enabled a highly selective detection of sulfite under acetonitrile/tris buffer (85:15, v/v), discriminating sulfite from common interfering species such as sulfide, cyanide, and biothiols. The probe fully responded to sulfite within 4 min, with an 18-fold increase in the fluorescence intensity . Besides, probe 1 was also able to selectively sense sulfide in pure acetonitrile , while displaying a detection limit as low as 96 nM. Mechanistic studies revealed that a large 170 nm Stokes shift of the probe after sulfite/sulfide detection can be ascribed to the nucleophilic addition of sulfite/sulfide to the dicyanovinyl moiety, which broke the conjugation system between the fluorophore scaffold and the dicyanovinyl group, thereby triggering the intramolecular charge transfer effect. Finally, the probe displayed good capability for sensing sulfite and sulfide in real samples with good recoveries, proving its potential in the determination of sulfite and sulfide concentrations for real-life applications. • A dual-functional fluorescent probe for sulfite and sulfide detection was synthesized. • The probe displayed sulfite selectivity in acetonitrile/water mixture and sulfide selectivity in acetonitrile. • Discriminative sensing was achieved by tuning the solvent ratio. • The probe can detect sulfite and sulfide quantitatively in tap water and real alcoholic drink samples.
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