Title
Synthesis and structural characterization of glucopyranosylamide films on gold
Document Type
Article
Publication Date
1-16-2007
Abstract
Self-assembled monolayers (SAMs) of glucose derivatives on gold have been prepared from α- and β-glucopyranosylamide derivatives. The glucosyl conjugates were synthesized stereoselectively via the in situ generation of glucosyl isoxazolines followed by treatment with thiopyridyl esters. The resulting film structures were characterized by atomic force microscopy, reflection Fourier transform infrared spectroscopy, and X-ray photoelectron spectroscopy. The experimental data indicated that α- or β-linked glucopyranosylamide derivatives with free hydroxyl groups attach to gold via the thiol linker. Both derivatives form monolayer films with high packing densities-comparable to those typically observed for alkanethiol monolayers on gold. Acetate analogues of these conjugates do not form SAMs on gold; they form multilayered films under identical deposition conditions. © 2007 American Chemical Society.
Publication Source (Journal or Book title)
Langmuir
First Page
700
Last Page
707
Recommended Citation
Kadalbajoo, M., Park, J., Opdahl, A., Suda, H., Kitchens, C., Garno, J., Batteas, J., Tarlov, M., & DeShong, P. (2007). Synthesis and structural characterization of glucopyranosylamide films on gold. Langmuir, 23 (2), 700-707. https://doi.org/10.1021/la062678j