title: Carbohydrate surface attachment characterized by sum frequency generation spectroscopy.
abstract: Covalent surface attachment of carbohydrate moieties using maleimide-sulfhydril reaction was characterized by surface-selective vibrational sum-frequency generation (VSFG) spectroscopy. The comparative VSFG spectra of the precursor maleimide-terminated SAM and the product glucose adlayer reveal the high efficiency of the surface coupling reaction (>90%) and the details of the molecular organization of the formed carbohydrate adlayer. The glucose groups are orientationally well ordered, as judged by their sharp C-H stretch bands. The chemical structure of the linker can significantly affect the orientation of the carbohydrate moiety at the surface. Two alkanethiol linkers of different chain lengths (11 and 16 carbons) yield similar orientations of the glucose in the adlayer whereas the cysteine-containing linker produces markedly different relative peak intensities of the glucose C-H stretch bands in the VSFG spectra, suggesting a significantly different orientation with respect to the surface plane.
authors.affiliation: Department of Chemistry, Wayne State University, Detroit, Michigan 48202, USA.
authors.forename: Achani K
authors.initials: AK
authors.lastname: Yatawara
authors.forename: Gopinath
authors.initials: G
authors.lastname: Tiruchinapally
authors.forename: Andrey N
authors.initials: AN
authors.lastname: Bordenyuk
authors.forename: Peter R
authors.initials: PR
authors.lastname: Andreana
authors.forename: Alexander V
authors.initials: AV
authors.lastname: Benderskii
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D015394:Molecular Structure; D013057:Spectrum Analysis
chemical_list: D002241:Carbohydrates; D002244:Carbon; D006859:Hydrogen