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Ubiquinone‐Rhodol (UQ‐Rh) for Fluorescence Imaging of NAD(P)H through Intracellular Activation
Author(s) -
Komatsu Hirokazu,
Shindo Yutaka,
Oka Kotaro,
Hill Jonathan P.,
Ariga Katsuhiko
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201311192
Subject(s) - nad+ kinase , nicotinamide adenine dinucleotide , bioorthogonal chemistry , intracellular , chemistry , fluorescence , biochemistry , biophysics , stereochemistry , combinatorial chemistry , enzyme , biology , click chemistry , physics , quantum mechanics
The nicotinamide adenine dinucleotide (NAD) derivatives NADH and NADPH are critical components of cellular energy metabolism and operate as electron carriers. A novel fluorescent ubiquinone‐rhodol derivative (UQ‐Rh) was developed as a probe for NAD(P)H. By using the artificial promoter [(η 5 ‐C 5 Me 5 )Ir(phen)(H 2 O)] 2+ , intracellular activation and imaging of NAD(P)H were successfully demonstrated. In contrast to bioorthogonal chemistry, this “bioparallel chemistry” approach involves interactions with native biological processes and could potentially be used to control or investigate cellular systems.