Thiocholesterol on Gold:  A Nanoporous Molecular Assembly

Abstract

The formation of thiocholesterol (TC) monolayers on gold has been studied by ellipsometry, contact angle measurements, infrared spectroscopy, and cyclic voltammetry. Subsequent treatment of the TC assembly with 11-mercaptodeuterioundecanoic acid (MDUA) shows that the average surface coverage is about 65% of that of a self-assembled alkanethiolate monolayer and that it has a large number of molecular defects. These defects exist because of a mismatch between the size and shape of the TC molecule and the pinning distance at the Au(111) crystal lattice. Potential uses of these defect-rich structures are microelectrode arrays for electroanalytical and biosensor applications.

Solid Electrodes in Electroanalytical Chemistry: Present Applications and Prospects for High Throughput Screening of Drug Compounds

“…There is current interest in gold and platinum electrode modification by thiol derivatives thanks to their high reactivity to the metal. Self assembled monolayers of thioalkyl derivatives on gold represent an important investigation domain in electroanalysis and biosensor developments [16,17].…”

Self-assembled monolayers (SAMs) of alkoxycyanobiphenyl thiols on gold—A study of electron transfer reaction using cyclic voltammetry and electrochemical impedance spectroscopy

“…In literature, both discotic and calamitic (types of liquid crystalline phases) molecules have been shown to form highly ordered SAMs on gold leading to many interesting properties and phenomena [42][43][44][45][46][47][48]. A number of terminally substituted alkoxycyanobiphenyl compounds such as bromo-, hydroxy-, amino-, carboxy-, epoxy-and olefine-terminated cyanobiphenyls are already known.…”

Electron transfer studies on cholesterol LB films assembled on thiophenol and 2-naphthalenethiol self-assembled monolayers

“…Bin et al have carried out the PM-IRRAS studies on the effect of cholesterol on the DMPC bilayer supported at Au electrode [16,17]. Yang et al have reported the electrochemical and IRAS characterization of thiocholesterol SAM [18] and thiocholesterol, fatty acids mixed SAM [19]. To the best of our knowledge, there is no report in the literature on the study of electron transfer properties through the cholesterol monolayers and multilayer films formed on aromatic self-assembled monolayers.…”