Micelle-Encapsulated Fluorescent Probe: Chemoselective and Enantioselective Recognition of Lysine in Aqueous Solution.

A diblock copolymer, poly(ethylene glycol) methyl ether- block-poly(l-lactide), is used to solubilize 3,3'-diformylBINOL ( S)-1 in water to make the micelle-encapsulated fluorescent probe M L- S1. It was found that M L- S1 was able to recognize d-lysine chemoselectively as well as enantioselectively among 19 amino acids and their enantiomers in carbonate buffer. The enantioselective fluorescence enhancement ratio [ef = ( ID - I0)/( ID - I0) = Δ ID/Δ IL] up to 6.6 was observed for the response of M L- S1+Zn(II) toward lysine.