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Reported here is a novel ratiometric and colorimetric fluorescent probe 1 for hypochlorite based on cyanobiphenyl and diaminomaleonitrile. This probe 1 was designed based on the mechanism that ClO− selectively cleaved the hydrazone bond (-C=N-) in this probe and released the fluorophore, 3'-formyl-4'-hydroxy-4-biphenylcarbonitrile. The addition of ClO− to the solution of probe 1 resulted in a very large blue-shift in both fluorescence (107 nm) spectra and an obvious fluorescence color change from red to green. Furthermore, this probe displays a rapid response (30 s) and a low detection limit (3.34 × 10−7 M, based on LOD = 3σ/slope) in detecting ClO−. Importantly, practical utility of this probe for the selective detection of ClO− in living cells has been successfully demonstrated, illustrating the great potential for biological analysis. Additionally, the probe 1 was also successfully applied to the detection of ClO− in real water sample. Unlabelled Image • A ratiometric and colorimetric fluorescent probe for ClO− was designed and synthesized. • The addition of ClO− resulted in a very large blue-shift in emission spectra and an obvious fluorescence color change. • This probe displays a rapid response and a low detection limit in detecting ClO−. • This probe for the selective detection of ClO− in living cells has been successfully demonstrated. • The probe 1 was also successfully applied to the detection of ClO− in real water sample. [ABSTRACT FROM AUTHOR]

A novel quinazolinone based turn-on fluorescence probe for sensitive monitoring hypochlorite was prepared using the mild condensation reaction between 2-(2′-hydroxyphenyl)-4(3H)-quinazolinone derivative and 4-methylbenzenesulfonyl hydrazide. The probe exhibited specific selectivity to ClO− with obvious optical signal changes from weak fluorescence at 560 nm to a strong fluorescence emission at 520 nm and color changes from colorless to yellow, which could be noticed by the naked eye. The detection limit toward hypochlorite is as low as 11.4 nM. Moreover, the probe could sensitively response to ClO− in living cells with satisfying imaging effect and has been successfully applied to the determination of ClO− in practical water samples, which indicated that the probe has certain application potential for hypochlorite monitoring. Unlabelled Image • A quinazolinone based fluorescent probe for detection of ClO− was designed and synthesized. • Probe QBH showed a rapid and remarkable fluorescence "turn-on" response to ClO−. • The QBH could detect ClO− quantitatively with a detection limit as low as 11.4 nM. • The sensing mechanism is analyzed through the NMR and MS spectra. • The probe was successfully applied to the determination of ClO− in practical water samples. [ABSTRACT FROM AUTHOR]