A Lysosome‐Compatible Near‐Infrared Fluorescent Probe for Targeted Monitoring of Nitric Oxide. Issue 16 (2nd March 2016)

• Record Type: Journal Article
• Authors: Wang, Baogang; Yu, Shichong; Chai, Xiaoyun; Li, Tiejun; Wu, Qiuye; Wang, Ting
• Is Part Of: Chemistry. Volume 22:Issue 16(2016)
• Page Start: 5649
• Page End: 5656
• Publication Date: 2016-03-02
• Subjects: biosensors -- dyes/pigments -- imaging agents -- ring-opening -- silicon; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201505054
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: The requirement for nitric oxide (NO) of lysosomes has motivated the development of a sophisticated fluorescent probe to monitor the distribution of this important biomolecule at the subcellular level in living cells. A near‐infrared (NIR) fluorescent Si‐rhodamine (SiRB)‐NO probe was designed based on the NO‐induced ring‐opening process of Si‐rhodamine. The probe exhibits fast chromogenic and fluorogenic responses, and high sensitivity and selectivity toward trace amounts of NO. Significantly, the spirolactam in Si‐rhodamine exhibits very good tolerance to H +, which in turn brings extremely low background fluorescence not only in the physiological environment but also under acidic conditions. The stability of the highly fluorescent product in acidic solution provides persistent fluorescence emission for long‐term imaging experiments. To achieve targeted imaging with improved spatial resolution and sensitivity, an efficient lysosome‐targeting moiety was conjugated to a SiRB‐NO probe, affording a tailored lysosome‐targeting NIR fluorescent Lyso‐SiRB‐NO probe. Inheriting the key advantages of its parent SiRB‐NO probe, Lyso‐SiRB‐NO is a functional probe that is suited for monitoring lysosomal NO with excellent lysosome compatibility. Imaging experiments demonstrated the monitoring of both exogenous and endogenous NO in real time by using the Lyso‐SiRB‐NO probe. Abstract : Passing the acid test : Taking advantage of H + ‐related characteristics, lysosome‐compatible Lyso‐SiRB‐NO provides a functional probe with high fidelity for studying the level and localization of exogenous and endogenous NO in acidic lysosomes in vivo (see figure).