Chiral Carbon Dots Derived from Serine with Well-Defined Structure and Enantioselective Catalytic Activity.

Abstract

Carbon dots (C-Dots), with unique properties from tunable photoluminescence to biocompatibility, show wide applications in biotechnology, optoelectronic device and catalysis. Chiral C-Dots are expected to have strongly chirality-dependent biological and catalytic properties. For chiral C-Dots, a clear structure and quantitative structure-property relationship need to be clarified. Here, chiral C-Dots were fabricated by electrooxidation polymerization from serine enantiomers. The oxidized serine has a reversed chiral configuration to serine, which leads to the chiral C-Dots possessing inverse handedness compared with their raw materials. Electron circular dichroism spectrum, together with other diverse characterization techniques and theoretical calculations, confirmed that these chiral C-Dots (2-7 nm) have a well-defined primary structure of polycyclic dipeptide and possess a spatial structure with a <i>c</i>-axis of hexagonal symmetry and two cyclic dipeptides as the spatial structural unit. These chiral C-Dots also show enantioselective catalytic activity on DOPA enantiomers oxidation.