A near-IR Fluorescent Probe for Enantioselective Recognition of Amino Acids in Aqueous Solution.

A novel BINOL-based near-IR fluorescent probe was designed and synthesized by incorporating a rhodamine-like dye. In the presence of Zn(II), this compound was found to exhibit highly enantioselective fluorescence enhancement at λemi > 730 nm and λexc = 690 nm when treated with 14 common amino acids in aqueous solution. An enantioselective fluorescence enhancement ratio up to 163 was observed. The mechanism of the fluorescence response of this probe was investigated by various spectroscopic methods.