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Synthesis and Structural Characterization of Glucopyranosylamide Films on Gold
Published
Author(s)
Mridula Kadalbajoo, J J. Park, A Opdahl, Hiromi Suda, Kitchens A. C, Jayne C. Garno, J Batteas, Michael J. Tarlov, Phillip DeShong
Abstract
Stereoselective synthesis of a- and b-linked glucopyranosylamide derivatives via the in situ generation of glucosyl isoxazolines has been performed utilizing a modified Staudinger methodology. Glucopyranosylamides were derivatized with thiol functionalities and adsorbed on gold surfaces from ethanol solutions. The resulting film structures were characterized by atomic force microscopy (AFM), reflection Fourier-transform infrared (FTIR) spectroscopy, and X-ray photoelectron spectroscopy (XPS). The experimental data indicate that a- or b-linked glucopyranosyl 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.
Kadalbajoo, M.
, Park, J.
, Opdahl, A.
, Suda, H.
, C, K.
, Garno, J.
, Batteas, J.
, Tarlov, M.
and DeShong, P.
(2007),
Synthesis and Structural Characterization of Glucopyranosylamide Films on Gold, Journal of the American Chemical Society
(Accessed October 8, 2025)