title: Enantioselectivity of redox reaction of DOPA at the gold electrode modified with a self-assembled monolayer of homocysteine.
abstract: The enantioselectivity of the self-assembled monolayer (SAM) of homocysteine formed on the (111)-oriented gold surface was investigated. We analyzed the redox behavior of 3,4-dihydroxyphenylalanine (DOPA), which is an electrochemically active chiral molecule, by means of cyclic voltammetry at a gold electrode modified with one enantiomeric form of homocysteine. It was demonstrated that the homocysteine SAM of one enantiomeric form blocked the redox reaction of only one enantiomer of DOPA, with cross inversion for the other enantiomer, in acidic solution.
authors.affiliation: Institute for Biomedical Engineering, Waseda University, 513 Wasedatsurumakicho, Shinjuku, Tokyo 162-0041, Japan. takn@waseda.jp
authors.forename: Takuya
authors.initials: T
authors.lastname: Nakanishi
authors.forename: Mariko
authors.initials: M
authors.lastname: Matsunaga
authors.forename: Makoto
authors.initials: M
authors.lastname: Nagasaka
authors.forename: Toru
authors.initials: T
authors.lastname: Asahi
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Osaka
mesh_terms: D015374:Biosensing Techniques / Q000379:methods*; D004295:Dihydroxyphenylalanine / Q000737:chemistry*; D015259:Dopamine Agents / Q000737:chemistry*; D004563:Electrochemistry; D004566:Electrodes; D006046:Gold / Q000737:chemistry*; D006711:Homocystine / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D010084:Oxidation-Reduction; D013499:Surface Properties
chemical_list: D015259:Dopamine Agents; D006711:Homocystine; D004295:Dihydroxyphenylalanine; D006046:Gold