Enantioselectivity of redox reaction of DOPA at the gold electrode modified with a self-assembled monolayer of homocysteine

Takuya Nakanishi, Mariko Matsunaga, Makoto Nagasaka, Toru Asahi, Tetsuya Osaka

Research output: Contribution to journalArticle

42 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)13322-13323
Number of pages2
JournalJournal of the American Chemical Society
Volume128
Issue number41
DOIs
Publication statusPublished - 2006 Oct 18

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Dihydroxyphenylalanine
Enantiomers
Enantioselectivity
Redox reactions
Self assembled monolayers
Homocysteine
Gold
Oxidation-Reduction
Electrodes
Cyclic voltammetry
Molecules

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Enantioselectivity of redox reaction of DOPA at the gold electrode modified with a self-assembled monolayer of homocysteine. / Nakanishi, Takuya; Matsunaga, Mariko; Nagasaka, Makoto; Asahi, Toru; Osaka, Tetsuya.

In: Journal of the American Chemical Society, Vol. 128, No. 41, 18.10.2006, p. 13322-13323.

Research output: Contribution to journalArticle

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AU - Osaka, Tetsuya

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