Covalent linking of peptides onto oxygen-terminated boron-doped diamond surfaces

Abstract

This paper reports on the formation of semicarbazide boron-doped diamond surfaces and their use for the preparation of peptide microarrays through site-specific α-oxo semicarbazone ligation. Hydrogen-terminated diamond substrates were first photochemically oxidized and the resulting surface hydroxyl groups were coupled with aminopropyltriethoxysilane to yield amine-terminated surfaces. Chemical reaction of the terminal amino groups with triphosgene and Fmoc-protected hydrazine, followed by a deprotection step led to the formation of a semicarbazide termination. Peptides bearing a glyoxylyl group were linked to the semicarbazide-terminated BDD surfaces through site-specific ligation. X-ray photoelectron spectroscopy and fluorescence measurements were used to characterize the resulting surfaces.