359
Bioelectrochemistry and Bioenergetics, 26 (1991) 359-366
A section of J. Electroanai. Chem.. and constituting Vol. 321 (1991)
Elsevier Sequoia S.A., Lausanne
JEC BB 01394
Short communication
Voltammetric studies on the surface activity and orientation
of 2-thiobarbituric acid at the mercury~solution interface
Mostafa M. Kamal
Chemistry Department, Faculty of Science, Assiut University, Assiut (Egypt)
(Received 12 March 1991; in revised form 20 April 1991)
INTRODUCTION
The first hypnotic barbiturate, 5,5-diethylbarbituric acid (barbital), was intro-
duced in medicine in 1905; the second was 5-ethyl-5-phenyl-barbituric acid (pheno-
barbitol), used as a long acting CNS depressant. Similarly, thiobarbituric acid
derivatives were used as intermediates for the synthesis of dialkyl barbituric, acid
until the anaesthetic properties of some thiobarbiturie acids were discovered [1].
Thiobarbiturates, like other sulphur-containing compounds, exhibit an anodic
oxidation wave at the mercury electrode surface [2-4] corresponding to the forma-
tion of slightly soluble mercury compounds. Indeed, anodic waves of thiobar-
biturates in 0.1 M sodium hydroxide have been used for the analysis of
pharmaceutical preparations [4-7].
The polarographic and voltammetric behaviour of thiobarbituric acid derivatives
has been investigated extensively [2-7], from both the analytical and the mechanis-
tic view. In the present paper the adsorption properties of TBA are studied by
out-of-phase sensitive ac voltammetry. A further aim of this study was to compare
the surface activities of TBA (dihydroxymercaptopyrimidine) and the nucleic acid
base uracil (dihydroxypyriraidine). Due to the biological significance of both com-
pounds it is of great interest to investigate how the introduction of an -SH group in
the hydroxypyrimidine system will influence its adsorption effects at the mercury/
solution interface.
EXPERIMENTAL
2-Thiobarbituric acid (TBA, 4,6-dihydroxy-2-merce.ptopyrimidine) was purchased
from Sigma and was used without further purification. Solutions containing differ-
ent concentrations of TBA were prepa:ed by dissolving a known amount of the
chemically pure product into a definite volume of Britton-Robinson buffer. Buffers
0302-4598/9~/$03.50 © 1991 Elsevier Sequoia S.A. All rights reserved