Abstract
The para-sulfonamide analogue ( p-TsABDI) of a green fluorescent protein (GFP) chromophore was synthesized to mimic the GFP chromophore. Its S1 excited-state p Ka* value in dimethylsulfoxide (DMSO) is -1.5, which is strong enough to partially protonate dipolar aprotic solvents and causes excited-state proton transfer (ESPT), so it can partially mimic the GFP chromophore to further study the ESPT-related photophysics and the blinking phenomenon of GFP. In comparison with 8-hydroxypyrene-1,3,6-trisulfonate (HPTS) (p Ka = 7.4, p Ka* = 1.3 in water), p-TsABDI (p Ka = 6.7, p Ka* = -1.5 in DMSO) is a better photoacid for pH-jump studies.
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