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一种基于二酮吡咯并吡咯的新型探针,用于水溶液中亚硫酸盐的灵敏和选择性检测。

A new diketopyrrolopyrrole-based probe for sensitive and selective detection of sulfite in aqueous solution.

作者信息

Yang Xiaofeng, Cui Yu, Li Yexin, Zheng Luyi, Xie Lijun, Ning Rui, Liu Zheng, Lu Junling, Zhang Gege, Liu Chunxiang, Zhang Guangyou

机构信息

Key Laboratory of Chemical Sensing & Analysis in Universities of Shandong, School of Chemistry and Chemical Engineering, University of Jinan, No. 336, West Road of Nan Xinzhuang, Jinan 250022, Shandong, China.

Key Laboratory of Chemical Sensing & Analysis in Universities of Shandong, School of Chemistry and Chemical Engineering, University of Jinan, No. 336, West Road of Nan Xinzhuang, Jinan 250022, Shandong, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 25;137:1055-60. doi: 10.1016/j.saa.2014.08.144. Epub 2014 Oct 4.

Abstract

A new probe was synthesized by incorporating an α,β-unsaturated ketone to a diketopyrrolopyrrole fluorophore. The probe had exhibited a selective and sensitive response to the sulfite against other thirteen anions and biothiols (Cys, Hcy and GSH), through the nucleophilic addition of sulfite to the alkene of probe with the detection limit of 0.1 μM in HEPES (10 mM, pH 7.4) THF/H2O (1:1, v/v). Meanwhile, it could be easily observed that the probe for sulfite changed from pink to colorless by the naked eye, and from pink to blue under UV lamp after the sulfite was added for 20 min. The NMR and Mass spectral analysis demonstrated the expected addition of sulfite to the C=C bonds.

摘要

通过将α,β-不饱和酮引入二酮吡咯并吡咯荧光团合成了一种新的探针。该探针对亚硫酸盐表现出选择性和灵敏的响应,相对于其他13种阴离子和生物硫醇(半胱氨酸、同型半胱氨酸和谷胱甘肽)而言,通过亚硫酸盐对探针烯烃的亲核加成反应,在HEPES(10 mM,pH 7.4)THF/H₂O(1:1,v/v)体系中的检测限为0.1 μM。同时,可以很容易地观察到,加入亚硫酸盐20分钟后,用于检测亚硫酸盐的探针肉眼观察从粉红色变为无色,在紫外灯下从粉红色变为蓝色。核磁共振和质谱分析证明了亚硫酸盐预期地加成到C=C键上。

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