Abstract

A diarylacetylene-containing 1,1′-bi-2-naphthol derivative (R)-2 was designed and synthesized. This compound in combination with Zn2+ represents the first chemoselective as well as enantioselective fluorescent probe for the biologically important amino acid serine. It was found that l-serine can greatly enhance the fluorescence of the probe at λ = 471 nm but d-serine and 17 other common amino acids cannot. An enantioselective fluorescence enhancement ratio [ef = (IL − I0)/(ID − I0) = ΔIL/ΔID] of 15 was observed for the response of (R)-2 + Zn2+ toward serine.

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