A Highly Selective and Sensitive Chemiluminescent Probe for Real‐Time Monitoring of Hydrogen Peroxide in Cells and Animals. (1st July 2020)

• Record Type: Journal Article
• Authors: Ye, Sen; Hananya, Nir; Green, Ori; Chen, Hansen; Zhao, Angela Qian; Shen, Jiangang; Shabat, Doron; Yang, Dan
• Is Part Of: Angewandte Chemie. Volume 132:Number 34(2020)
• Page Start: 14432
• Page End: 14436
• Publication Date: 2020-07-01
• Subjects: bioimaging -- chemiluminescence -- hydrogen peroxide -- imaging agents -- fluorescent probes; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.202005429
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Selective and sensitive molecular probes for hydrogen peroxide (H2 O2 ), which plays diverse roles in oxidative stress and redox signaling, are urgently needed to investigate the physiological and pathological effects of H2 O2 . A lack of reliable tools for in vivo imaging has hampered the development of H2 O2 mediated therapeutics. By combining a specific tandem Payne/Dakin reaction with a chemiluminescent scaffold, H2 O2 ‐CL‐510 was developed as a highly selective and sensitive probe for detection of H2 O2 both in vitro and in vivo. A rapid 430‐fold enhancement of chemiluminescence was triggered directly by H2 O2 without any laser excitation. Arsenic trioxide induced oxidative damage in leukemia was successfully detected. In particular, cerebral ischemia‐reperfusion injury‐induced H2 O2 fluxes were visualized in rat brains using H2 O2 ‐CL‐510, providing a new chemical tool for real‐time monitoring of H2 O2 dynamics in living animals. Abstract : Peroxide triggered, peroxide excited : Real‐time monitoring of hydrogen peroxide (H2 O2 ) in rat brains has been achieved by combining a unique H2 O2 sensing strategy and a peroxide bond excited chemiluminescent scaffold. This direct activation of phenoxy‐dioxetane by a tandem Payne/Dakin reaction provides a highly selective, sensitive, and rapid detection of H2 O2 in chemical systems, the cellular environment, and living animals.