Rational Design of a Two-Photon Ratiometric Fluorescent Probe for Hypochlorous Acid with a Large Stokes Shift
Long He, Haiqing Xiong, Benhua Wang, Yun Zhang, Jingpei Wang, Hongyan Zhang, Haipu Li, Zhaoguang Yang, Xiangzhi Song
Abstract
By introducing the tetrahydroquinoxaline group as the electron donor to enhance intramolecular charge transfer effect, we deliberately designed a coumarin derivative, TQC-HClO, to serve as a two-photon ratiometric fluorescent probe for imaging hypochlorous acid in cells and zebra fish with good sensitivity and high selectivity. TQC-HClO displayed an obvious two-photon absorbance cross-section (over 100 GM in 800–840 nm), large Stokes shifts (159 to 173 nm), and a ratiometric fluorescence change from orange (λmaxem = 583 nm) to red (λmaxem = 650 nm) in response to hypochlorous acid.
Topics & Concepts
Hypochlorous acidChemistryFluorescencePhotochemistryStokes shiftIntramolecular forceAbsorbanceTwo-photon excitation microscopyCoumarinStereochemistryOrganic chemistryOpticsChromatographyPhysicsMolecular Sensors and Ion DetectionPhotochromic and Fluorescence ChemistryPorphyrin and Phthalocyanine Chemistry