Semicarbazide-Functionalized Si(111) Surfaces for the Site-Specific Immobilization of Peptides

Abstract

The covalent attachment of semicarbazide-functionalized layers to hydrogen-terminated Si(111) surfaces is reported. The surface modification, based on the photoinduced hydrosilylation of a Si(111) surface with protected semicarbazide-functionalized alkenes, was investigated by means of X-ray photoelectron spectroscopy (XPS), contact angle measurements, and atomic force microscopy (AFM). The removal of the protecting group yielded a semicarbazide-terminated monolayer which was reacted with peptides bearing a glyoxylyl group for site-specific alpha-oxo semicarbazone ligation.

Carboxyl functionalization of ultrasmall luminescent silicon nanoparticles through thermal hydrosilylation

“…21,22 To generate a highly robust system, it is preferable to minimize reactions such as these that can degrade the Si core and irreversibly quench their PL. As was demonstrated on flat, [39][40][41][42][43] porous, 21,22,[44][45][46] and nanocrystalline 8,[31][32][33] hydride-terminated Si, this can be accomplished through hydrosilylation with 1-alkenes. In this process, the terminal double bond of the organic linker is directly inserted into a Si-H bond to form the Si-C linkage without breaking Si-Si bonds.…”

Molecular recognition of chromophore molecules to amine terminated surfaces

“…The relative amounts of carbon and nitrogen on the surface increased and the peaks shifted to higher binding energies. Several different types of carbon are present, C-C, À 2 HN-C = O, and C-N, and are expected from the adsorbates used [15]. The following species can be identified in the N 1s spectra and are labeled on Fig.…”

Deciphering Enzyme Function Using Peptide Arrays

“…Photocleavable acrylamide labelled cysteine-containing kinase substrates were incorporated into peptide-acrylamide copolymer hydrogel surfaces and v-Abl-or c-Abl-mediated phosphorylation was detected by MALDI-TOF/TOF subsequent to laser-induced cleavage at the ß-(2-Nitrophenyl)-ß-alanine residue [50]. There are several additional chemistries used for the chemoselective immobilisation of peptides onto different surfaces (comprehensively reviewed in [19]) like formation of covalent bonds by reaction of salicylhydroxamic acids with 1,3-phenyldiboronic acid derivatives [51][52][53] or semicarbazides with aldehydes [54][55][56][57][58][59][60] or using thio-ene chemistry [61][62][63][64] but no applications for enzyme profiling have been described so far.…”