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      A Facile Route to Tailoring Peptide-Stabilized Gold Nanoparticles Using Glutathione as a Synthon

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          Abstract

          The preparation of gold nanoparticles (AuNPs) of high purity and stability remains a major challenge for biological applications. This paper reports a simple synthetic strategy to prepare water-soluble peptide-stabilized AuNPs. Reduced glutathione, a natural tripeptide, was used as a synthon for the growth of two peptide chains directly on the AuNP surface. Both nonpolar (tryptophan and methionine) and polar basic (histidine and dansylated arginine) amino acids were conjugated to the GSH-capped AuNPs. Ultracentrifugation concentrators with polyethersulfone (PES) membranes were used to purify precursor materials in each stage of the multi-step synthesis to minimize side reactions. Thin layer chromatography, transmission electron microscopy, UV-Visible, 1H-NMR, and fluorescence spectroscopies demonstrated that ultracentrifugation produces high purity AuNPs, with narrow polydispersity, and minimal aggregation. More importantly, it allows for more control over the composition of the final ligand structure. Studies under conditions of varying pH and ionic strength revealed that peptide length, charge, and hydrophobicity influence the stability as well as solubility of the peptide-capped AuNPs. The synthetic and purification strategies used provide a facile route for developing a library of tailored biocompatible peptide-stabilized AuNPs for biomedical applications.

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          Most cited references61

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          Synthesis of thiol-derivatised gold nanoparticles in a two-phase Liquid–Liquid system

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            Nanoparticles, Proteins, and Nucleic Acids: Biotechnology Meets Materials Science

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              Extinction coefficient of gold nanoparticles with different sizes and different capping ligands.

              Extinction coefficients of gold nanoparticles with core size ranging from approximately 4 to 40 nm were determined by high resolution transmission electron microscopy analysis and UV-vis absorption spectroscopic measurement. Three different types of gold nanoparticles were prepared and studied: citrate-stabilized nanoparticles in five different sizes; oleylamide-protected gold nanoparticles with a core diameter of 8 nm, and a decanethiol-protected nanoparticle with a diameter of around 4 nm. A linear relationship between the logarithms of extinction coefficients and core diameters of gold particles was found independent of the capping ligands on the particle surface and the solvents used to dissolve the nanoparticles. This linear relation may be used as a calibration curve to determine the concentration or average size of an unknown nanoparticle or nanoparticle-biomolecule conjugate sample.
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                Author and article information

                Journal
                Molecules
                Molecules
                molecules
                Molecules
                MDPI
                1420-3049
                23 May 2014
                May 2014
                : 19
                : 5
                : 6754-6775
                Affiliations
                Department of Chemistry, Portland State University, Portland, OR 97201, USA
                Author notes
                [* ]Author to whom correspondence should be addressed; E-Mail: mackiewi@ 123456pdx.edu ; Tel.: +1-503-725-3811.
                Article
                molecules-19-06754
                10.3390/molecules19056754
                6271629
                24858266
                9c697306-6eef-41f7-920b-d5db9889d0f2
                © 2014 by the authors.

                Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license ( http://creativecommons.org/licenses/by/3.0/).

                History
                : 03 March 2014
                : 20 May 2014
                : 21 May 2014
                Categories
                Article

                peptide-functionalized,glutathione,gold nanoparticles,bioconjugation,ultracentrifugation,surface modification

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