Molecularly imprinted hydrophobic monolayers have been fabricated by sponta
neous self-assembly of hexadecyl mercaptan in the presence of cholesterol o
n gold surfaces. The lypophilic layer of long chain hexadecan have been for
med around the template molecules adsorbed on gold surface. The extraction
of cholesterol has resulted in formation of sites in the layer of hexadecyl
mercaptan which could selectively re-bind the template molecules. The impr
inting cavities have been used as channels for potassium ferricyanide which
was reduced at the electrode surface. It has been shown, that the molecula
r recognition process running inside of these channels diminished the mass-
transport of potassium ferricyanide to the electrode surface and consequent
ly reduced an electrochemical signal. The change of potassium ferricyanide
reduction peak has been related to the template concentration. The formatio
n of the cholesterol-specific monolayers, their specificity and stability h
as been studied and the possibility of its application for sensor developme
nt has been discussed. (C) 1999 Elsevier Science S.A. All rights reserved.