Simulating the Fluorescence of Di-8-ANEPPS in Solvents of Different Polarity

Voltage-sensitive fluorescent probes, such as di-8-amino-naphthyl-ethylene-pyridinium-propyl-sulfonate (di-8-ANEPPS), are extremely useful for monitoring the membrane potential in biological and biophysical studies. However, because di-8-ANEPPS is very sensitive to its environment, it can be difficult to distinguish the degree to which a given external factor affects the observed fluorescence. Molecular dynamics simulations based on detailed atomic models make it possible to examine the particular characteristics of the system and predict the effects of the surroundings. Here, the sensitivity of the spectra of di-8-ANEPPS to solvent polarity is investigated by modeling the electronic transition between the ground and excited states using classical molecular mechanical force fields. The absorption and emission of di-8-ANEPPS were simulated in 12 solvents of increasing polarity using nonpolarizable and polarizable force fields. While the computational results and experimental data do not match perfectly, classical Lippert plots of both models show the expected increase of the Stokes shift of di-8-ANEPPS with the orientation polarizability of the surrounding solvent.