Carbazole-based Near-infrared Bisulfite Fluorescent Probe and Its Applications in Water Sample and Bioimaging
Abstract:Bisulfite(HSO3-)as an important food additive,is widely used in daily life.But excessive use and abuse can cause harmful effects on organisms and the environment.Concurrently,HSO3-as a derivative of the signal-ing molecule(SO2)in the body,plays a huge role in normal physiological activities.But the abnormal expression and excessive intake of HSO3-in the body can lead to a number of diseases.Therefore,it is of great significance to detect and monitor HSO3-in vivo and in the environment with the specificity and sensitivity.Herein,a near-infrared HSO3-fluorescent probe(CL)with D-π-A structure was synthesized by condensation reaction using N-ethylcarbazole as electron donor group and 2-oxo-4-phenyl-2,5-dihydro3-furanonitrile as electron acceptor group.The near-infrared fluorescence was declined and the wavelength was blue-shifted after the probe CL recognizes HSO3-.The nucleophil-ic addition sensing mechanism of probe CL to HSO3-was verified by high resolution mass spectrometry(HR-MS)and theoretical calculation.The probe CL has the advantages of near-infrared emission(λem=685 nm),large Stokes shift(195 nm),high selectivity and sensitivity(49 nmol/L).In addition,probe CL has been prepared into a test paper and the on-site and rapid detection of HSO3-in water samples is realized by connection with smartphones.Most im-portantly,the probe has been successfully applied to fluorescence imaging of HSO3-in living mice.
bisulfitenear-infrared fluorescent probecarbazole derivativeenvironmental water samplesbioimaging
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