Dependence on the Crystallographic Orientation of Au Single Crystal Surfaces modified with Homocysteine toward Enantioselective Redox Reactions

Abstract

Effects of enantioselective interactions on redox reactions of chiral molecules were studied using Au single crystal electrodes modified with amino acids. The redox peak current densities of R(+)- or S(–)-N, N-dimethyl-1-ferrocenylethylamine on Au(111) modified with L- or D-homocysteine (L-/D-Hcy) depended on the combination of these chiralities. Hcy/Au(100) showed no dependence on redox peak current densities. The difference in the molecular arrangement of Hcy between Au(111) and Au(100) greatly affects enantioselective redox reactions at the electrode interface.