Syntheses of alkenylated carbohydrate derivatives toward the preparation of monolayers on silicon surfaces
Smet, L.C.P.M. de; Pukin, A.V. ; Stork, G.A. ; Vos, C.H. de; Visser, G.M. ; Zuilhof, H. ; Sudhölter, E.J.R. - \ 2004
Carbohydrate Research : an international journal 339 (2004)15. - ISSN 0008-6215 - p. 2599 - 2605.
protein - glycosides - acid - si
This note describes the synthesis of different alkenylated carbohydrate derivatives suitable for direct attachment to hydrogen-terminated silicon surfaces. The derivatives were alkenylated at the C-1 position, while the remaining hydroxyl groups were protected. The development of such new carbohydrate-based sensing elements opens the access to new classes of biosensors
Covalently Attached Saccharides on Silicon Surfaces
Smet, L.C.P.M. de; Stork, G.A. ; Hurenkamp, G.H.F. ; Qiao-Yu, S. ; Topal, H. ; Vronen, P.J.E. ; Sieval, A.B. ; Wright, A. ; Visser, G.M. ; Zuilhof, H. ; Sudhölter, E.J.R. - \ 2003
Journal of the American Chemical Society 125 (2003). - ISSN 0002-7863 - p. 13916 - 13917.
hydrogen-terminated silicon - alkyl monolayers - si(111) surface - dna - hybridization - chemistry - biosensor - 1-alkenes - acid
This paper presents the first functionalization of silicon surfaces with well-defined, covalently attached monolayers containing saccharides. Two methods were used to this aim: a thermal method (refluxing in mesitylene) and a recently developed, extremely mild photochemical method (irradiation with 447 nm at room temperature). The results were analyzed by FT-IR and angle-resolved X-ray photoelectron spectroscopy. The use of a two-dimensional detector in ARXPS allows for unparalleled, subnanometer resolution in the determination of the elemental composition of monolayers. Even for monolayers with a total thickness of only ~1.5 nm, a clear elemental depth profile can be obtained. Such analyses display for sialic acid-containing monolayers that the mild photochemical attachment does not destroy the (rather fragile) sialic acid moiety and that the sugar is present at the top of the monolayer and thus available for biological interactions.