Stepwise synthesis of Gly-Gly-His on gold surfaces modified with mixed self-assembled monolayers |
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Authors: | Yang Wenrong R Hibbert D Brynn Zhang Rui Willett Gary D Gooding J Justin |
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Affiliation: | School of Chemistry, The University of New South Wales, Sydney 2052, Australia. |
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Abstract: | Peptide-modified electrode surfaces have been shown to have excellent recognition properties for metal ions. An efficient method of screening a potential peptide for its selectivity for a given metal would involve the synthesis of the peptide directly on the electrode surface. This paper outlines a procedure in which the tripeptide Gly-Gly-His was synthesized one amino acid at a time on a gold surface modified with a self-assembled monolayer of the mixed alkanethiolates 3-mercaptopropionic acid (MPA) and 3-mercaptopropane (MP). Electrochemistry and high-resolution mass spectrometry were used to elucidate the structure of the adsorbed species and follow the synthesis. The amino acids can be attached only to MPA, but the presence of a diluting unreactive molecule of MP reduces steric crowding about the reaction center. The maximum coverage of synthesized tripeptide occurs at a ratio of MPA/MP of 1:1. |
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