Enantioselectivity of redox reaction of DOPA at the gold electrode modified with a self-assembled monolayer of homocysteine.
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.
Nakanishi
Takuya
T
Institute for Biomedical Engineering, Waseda University, 513 Wasedatsurumakicho, Shinjuku, Tokyo 162-0041, Japan. takn@waseda.jp
Matsunaga
Mariko
M
Nagasaka
Makoto
M
Asahi
Toru
T
Osaka
Tetsuya
T
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
D015259:Dopamine Agents; D006711:Homocystine; D004295:Dihydroxyphenylalanine; D006046:Gold