Structure and electrochemical behavior of a flavin sulfide monolayer adsorbed on gold

Keith J. Stine, Donna M. Andrauskas, Abdul R. Khan, P. Forgó, Valerian T. D'Souza, Jingyue Liu, Robert Mark Friedman

Research output: Article

11 Citations (Scopus)

Abstract

The electrochemical behavior and structure of monolayers of the synthetic flavin 10-(3′-methylthiopropyl)-isoalloxazinyl-7-carboxylic acid adsorbed on gold is reported. The redox behavior of the compound is quasi-reversible. The surface concentration is estimated to be 1.5×10-10 mol cm-2. An electron transfer rate constant of 340 s-1 is estimated for the cathodic process and a value of 540 s-1 is estimated for the anodic process. The reduction potential of the monolayer is found to shift with pH as expected for a 2e-, 2H+ process. The monolayers have also been characterized by X-ray photoelectron spectroscopy (XPS) and low voltage field emission secondary electron microscopy (LVFESEM). The most likely orientation would have the long axis parallel to the surface with the carboxyl group exposed to the solution. A comparison of the C1s XPS spectra at glancing and normal emission indicates that the carboxyl group is at the film surface. The LVFESEM images indicate that the molecules pack in domains that do not follow the topology of the gold grains. Semi-quantitative examination of the micrographs shows that 10-15% of the gold surface is uncovered. The bare gold substrate catalyzes the oxidation of NADH; the presence of the flavin film reduces the observed catalysis by the gold substrate.

Original languageEnglish
Pages (from-to)147-156
Number of pages10
JournalJournal of Electroanalytical Chemistry
Volume472
Issue number2
DOIs
Publication statusPublished - aug. 30 1999

Fingerprint

Sulfides
Gold
Monolayers
Field emission
Electron microscopy
X ray photoelectron spectroscopy
Electric potential
Substrates
Carboxylic Acids
Carboxylic acids
NAD
Catalysis
Rate constants
Topology
4,6-dinitro-o-cresol
Oxidation
Molecules
Electrons

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Analytical Chemistry
  • Electrochemistry

Cite this

Structure and electrochemical behavior of a flavin sulfide monolayer adsorbed on gold. / Stine, Keith J.; Andrauskas, Donna M.; Khan, Abdul R.; Forgó, P.; D'Souza, Valerian T.; Liu, Jingyue; Friedman, Robert Mark.

In: Journal of Electroanalytical Chemistry, Vol. 472, No. 2, 30.08.1999, p. 147-156.

Research output: Article

Stine, Keith J. ; Andrauskas, Donna M. ; Khan, Abdul R. ; Forgó, P. ; D'Souza, Valerian T. ; Liu, Jingyue ; Friedman, Robert Mark. / Structure and electrochemical behavior of a flavin sulfide monolayer adsorbed on gold. In: Journal of Electroanalytical Chemistry. 1999 ; Vol. 472, No. 2. pp. 147-156.
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