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Proton-Coupled Photochromic Hemithioindigo: Toward Photoactivated Chemical Sensing and Imaging
Analytical Chemistry ( IF 6.7 ) Pub Date : 2023-07-26 , DOI: 10.1021/acs.analchem.3c01504
Jing Li 1 , Xueqing Ma 1 , Yifu Wang 1 , Yu Cheng 1 , Yuemin Qin 1 , Jingying Zhai 2 , Xiaojiang Xie 1
Affiliation  

We report photoswitchable fluorescent hemithioindigos (HTIs) where the metastable E isomers were stabilized by the proton-bridged intramolecular hydrogen bond. Titration experiments and computational analysis indicated that the E isomers were much more basic than the Z isomers, which enabled photoactivated colorimetric and fluorescent pH response in solvents and polypropylene films. The HTIs exhibited reversibly switchable fluorescence with the Z isomers being the most fluorescent. Moreover, the HTIs were lysosomotropic and the kinetic fluorescence evolution during photoswitching was able to differentiate subcellular compartments with different pH. The combination of photoenhanced basicity, switchable fluorescence, and proton-coupled photochromism lay the groundwork for a broad range of chemical and biological applications.

中文翻译:


质子耦合光致变色半硫靛:迈向光活化化学传感和成像



我们报道了光开关荧光半硫靛蓝(HTI),其中亚稳态E异构体通过质子桥分子内氢键稳定。滴定实验和计算分析表明,E 异构体比 Z 异构体碱性得多,这使得溶剂和聚丙烯薄膜中能够产生光敏比色和荧光 pH 响应。 HTI 表现出可逆可切换的荧光,其中 Z 异构体的荧光最强。此外,HTI 具有溶酶体活性,并且光开关过程中的动态荧光演化能够区分具有不同 pH 值的亚细胞区室。光增强碱性、可切换荧光和质子耦合光致变色的结合为广泛的化学和生物应用奠定了基础。
更新日期:2023-07-26
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