Chemical Engineering Institute, Ural Federal University, Yekaterinburg, K-2, 620002, 19 Mira Street, Russian Federation.
Ural State Medical Academy of the, Ministry of Health of the Russian Federation, 620014, Yekaterinburg, 3 Repina Street, Russian Federation.
Chem Asian J. 2016 Mar 4;11(5):775-81. doi: 10.1002/asia.201501310. Epub 2016 Feb 2.
Pyrene-containing water-soluble probes for the fluorescent detection of nitroaromatic compounds (NACs), such as explosive components (2,4-DNT and 2,4,6-TNT) and herbicides (2,4-dinitrocresol, 2,4-DNOC), in aqueous media are reported. In the probes, the introduction of surface-active hydrophilic "heads" at the periphery of lipophilic (i.e., hydrophobic) pyrene "tails" resulted in the formation of highly fluorescent micelle-like aggregates/pre-associates in aqueous solutions at concentrations of ≤10(-5) m. The enhanced fluorescence quenching of the herein reported architectures is achieved in the presence of ultra-trace amounts of TNT or 2,4-DNT with values of Stern-Volmer quenching constant close to 1×10(5) m(-1) and a detection limit as low as 182 ppb. The most hydrophilic probes demonstrated higher response to 2,4-DNT over TNT. Filter paper test strips impregnated with 1×10(-5) m solutions of the probes were able to detect TNT, 2,4-DNT, and other NACs at levels as low as 50 ppb in water.
报道了一种含芘的水溶性探针,可用于荧光检测水中的硝基芳香族化合物(NACs),如爆炸物成分(2,4-DNT 和 2,4,6-TNT)和除草剂(2,4-二硝基甲酚、2,4-DNOC)。在探针中,亲脂性(即疏水性)芘“尾部”的外围引入表面活性的亲水性“头”,导致在浓度≤10(-5) m 的水溶液中形成高度荧光的胶束状聚集体/预聚集体。在存在痕量 TNT 或 2,4-DNT 的情况下,本文报道的结构实现了增强的荧光猝灭,Stern-Volmer 猝灭常数接近 1×10(5) m(-1),检测限低至 182 ppb。最亲水的探针对 2,4-DNT 的响应高于 TNT。用 1×10(-5) m 溶液浸渍的滤纸测试条能够在水中检测到低至 50 ppb 的 TNT、2,4-DNT 和其他 NACs。