Development of an Si-Rhodamine-Based Far-Red to Near-Infrared Fluorescence Probe Selective for Hypochlorous Acid and Its Applications for Biological Imaging

Yuichiro Koide(Japan Science and Technology Agency), Yasuteru Urano(The University of Tokyo), Kenjiro Hanaoka(Japan Science and Technology Agency), Takuya Terai(Japan Science and Technology Agency), Tetsuo Nagano(Japan Science and Technology Agency)
Journal of the American Chemical Society
March 28, 2011
Cited by 573

Abstract

A far-red to near-infrared (NIR) fluorescence probe, MMSiR, based on Si-rhodamine, was designed and synthesized for sensitive and selective detection of HOCl in real time. MMSiR and its oxidized product SMSiR have excellent properties, including pH-independence of fluorescence, high resistance to autoxidation and photobleaching, and good tissue penetration of far-red to NIR fluorescence emission. The value of MMSiR was confirmed by real-time imaging of phagocytosis using a fluorescence microscope. wsMMSiR, a more hydrophilic derivative of MMSiR, permitted effective in vivo imaging of HOCl generation in a mouse peritonitis model. This probe is expected to be a useful tool for investigating the wide range of biological functions of HOCl.


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