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基于苯并吡喃的双光子荧光探针用于具有完全光谱分离的溶酶体亚硫酸氢盐的比率成像。

A Benzopyronin-Based Two-Photon Fluorescent Probe for Ratiometric Imaging of Lysosomal Bisulfite with Complete Spectral Separation.

机构信息

Department of Chemistry , Pohang University of Science and Technology (POSTECH) , 77 Cheongam-Ro, Nam-Gu , Pohang, Gyungbuk 37673 , Republic of Korea.

EaStCHEM School of Chemistry , University of Edinburgh , Joseph Black Building, King's Buildings, David Brewster Road , EH9 3FJ Edinburgh , U.K.

出版信息

Anal Chem. 2019 Aug 20;91(16):10779-10785. doi: 10.1021/acs.analchem.9b02384. Epub 2019 Aug 2.

DOI:10.1021/acs.analchem.9b02384
PMID:31347826
Abstract

Bisulfite (HSO), which equilibrates with sulfite (SO) and sulfur dioxide (SO) in aqueous media, can be produced endogenously during oxidation of hydrogen sulfide or sulfur-containing amino acids. Lysosomes, known as the scavengers of living cells, play a crucial role in the metabolic process, and bisulfite is often produced inside the lysosomes. Therefore, detection of bisulfite in lysosomes is a subject of significant interest. Herein, we disclose a lysosome-targeting, two-photon excitable, and ratiometric signaling (near-infrared/green) fluorescent probe that detects bisulfite through a fast 1,6-conjugate addition reaction. The probe shows excellent selectivity toward bisulfite over other biologically relevant species. Notably, the probe allows ratiometric fluorescence imaging of lysosomal bisulfite with complete spectral separation under one-photon as well as two-photon excitation conditions.

摘要

亚硫酸氢盐(HSO)在水介质中与亚硫酸盐(SO)和二氧化硫(SO)处于平衡状态,可在硫化氢或含硫氨基酸氧化过程中内源性产生。溶酶体被称为活细胞的“清道夫”,在代谢过程中起着至关重要的作用,亚硫酸氢盐通常在溶酶体内产生。因此,检测溶酶体中的亚硫酸氢盐是一个非常有意义的课题。本文中,我们披露了一种溶酶体靶向的、双光子激发的、比率信号(近红外/绿光)荧光探针,该探针通过快速的 1,6-共轭加成反应检测亚硫酸氢盐。该探针对亚硫酸氢盐具有优异的选择性,优于其他生物学相关物质。值得注意的是,该探针允许在单光子和双光子激发条件下,对溶酶体中亚硫酸氢盐进行比率荧光成像,具有完全的光谱分离。

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