A multidentate peptide for stabilization and facile bioconjugation of gold nanoparticles.

Gold nanoparticles of two different sizes stabilized by a 15-mer peptide ligand specifically designed for this purpose have been prepared in aqueous solution and characterized by UV-vis spectroscopy and TEM. The presence of the ligand and its binding mode to the particles via its four cystein thiols is evidenced by FTIR and NMR spectroscopy. Biotinylation of the particles via binding to a freely accessible lysine residue is demonstrated.

[1]  Tianbo Liu,et al.  Mediator-template assembly of nanoparticles. , 2005, Journal of the American Chemical Society.

[2]  Charles S. Johnson,et al.  NMR Diffusion, Relaxation, and Spectroscopic Studies of Water Soluble, Monolayer-Protected Gold Nanoclusters† , 2001 .

[3]  Yongmin Chang,et al.  Magnetic and MR relaxation properties of avidin-biotin conjugated superparamagnetic nanoparticles , 2008 .

[4]  Antonietta Guagliardi,et al.  Determination of nanoparticle structure type, size and strain distribution from X-ray data for monatomic f.c.c.-derived non-crystallographic nanoclusters , 2003 .

[5]  M. Zheng,et al.  Nanoparticles comprising a mixed monolayer for specific bindings with biomolecules. , 2004, Journal of the American Chemical Society.

[6]  M. Sastry,et al.  Investigation into the Interaction between Surface-Bound Alkylamines and Gold Nanoparticles. , 2003, Langmuir : the ACS journal of surfaces and colloids.

[7]  K. Schaumburg,et al.  Thioalkylated tetraethylene glycol: a new ligand for water soluble monolayer protected gold clusters. , 2002, Chemical communications.

[8]  E. Oh,et al.  Protein kinase assay on peptide-conjugated gold nanoparticles by using secondary-ion mass spectrometric imaging. , 2007, Angewandte Chemie.

[9]  J. Hillier,et al.  A study of the nucleation and growth processes in the synthesis of colloidal gold , 1951 .

[10]  G. Jensen,et al.  Rigid, specific, and discrete gold nanoparticle/antibody conjugates. , 2006, Journal of the American Chemical Society.

[11]  Raphaël Lévy.  Peptide‐Capped Gold Nanoparticles: Towards Artificial Proteins , 2006, Chembiochem : a European journal of chemical biology.

[12]  Irshad Hussain,et al.  Rational and combinatorial design of peptide capping ligands for gold nanoparticles. , 2004, Journal of the American Chemical Society.

[13]  S. Chah,et al.  Gold nanoparticles as a colorimetric sensor for protein conformational changes. , 2005, Chemistry & biology.

[14]  Scott C. Brown,et al.  Nanoparticles for bioimaging. , 2006, Advances in colloid and interface science.

[15]  W. Tremel,et al.  Monothiols derived from glycols as agents for stabilizing gold colloids in water: synthesis, self-assembly and use as crystallization templates , 1999 .

[16]  V. Rotello,et al.  Drug and gene delivery using gold nanoparticles , 2007 .

[17]  T. Mandal,et al.  pH-controlled reversible assembly of peptide-functionalized gold nanoparticles. , 2007, Langmuir : the ACS journal of surfaces and colloids.

[18]  C. Lehr,et al.  Coupling of biotin-(poly(ethylene glycol))amine to poly(D,L-lactide-co-glycolide) nanoparticles for versatile surface modification. , 2007, Bioconjugate chemistry.

[19]  Satyabrata Si,et al.  Reversible self-assembly of carboxylated peptide-functionalized gold nanoparticles driven by metal-ion coordination. , 2008, Chemphyschem : a European journal of chemical physics and physical chemistry.

[20]  Yanli Liu,et al.  Cellular trajectories of peptide-modified gold particle complexes: comparison of nuclear localization signals and peptide transduction domains. , 2004, Bioconjugate chemistry.

[21]  C. Morasso,et al.  Avidin Decorated Core–Shell Nanoparticles for Biorecognition Studies by Elastic Light Scattering , 2007, Chembiochem : a European journal of chemical biology.

[22]  Horst Weller,et al.  Ligand design and bioconjugation of colloidal gold nanoparticles. , 2002, Angewandte Chemie.

[23]  Shaojun Dong,et al.  pH-dependent protein conformational changes in albumin:gold nanoparticle bioconjugates: a spectroscopic study. , 2007, Langmuir : the ACS journal of surfaces and colloids.

[24]  V. Rotello,et al.  Peptide ligation catalyzed by functionalized gold nanoparticles. , 2007, Journal of the American Chemical Society.

[25]  M. Brust,et al.  Biocompatible gold nanoparticles , 2004 .

[26]  D. Astruc,et al.  Gold Nanoparticles: Assembly, Supramolecular Chemistry, Quantum‐Size‐Related Properties, and Applications Toward Biology, Catalysis, and Nanotechnology. , 2004 .

[27]  Lars Baltzer,et al.  Substrate modulation of the activity of an artificial nanoesterase made of peptide-functionalized gold nanoparticles. , 2007, Angewandte Chemie.

[28]  Yeukuang Hwu,et al.  Synchrotron X-ray synthesis of colloidal gold particles for drug delivery , 2006 .

[29]  Allan Svendsen,et al.  Bionanoconjugation via click chemistry: The creation of functional hybrids of lipases and gold nanoparticles. , 2006, Bioconjugate chemistry.

[30]  V. Rotello,et al.  The tuneable complexation of gold nanoparticles. , 2006, Chemical communications.

[31]  J. Park,et al.  Preparation, characterization, and chemical stability of gold nanoparticles coated with mono-, bis-, and tris-chelating alkanethiols. , 2008, Langmuir.

[32]  M. Kawaguchi,et al.  Structural control of peptide-coated gold nanoparticle assemblies by the conformational transition of surface peptides. , 2007, Journal of colloid and interface science.

[33]  Wilhelm R. Glomm,et al.  Functionalized Gold Nanoparticles for Applications in Bionanotechnology , 2005 .

[34]  E. Zubarev,et al.  Amphiphilic gold nanoparticles with V-shaped arms. , 2006, Journal of the American Chemical Society.

[35]  P. Scrimin,et al.  Reversible aggregation/deaggregation of gold nanoparticles induced by a cleavable dithiol linker. , 2005, Langmuir : the ACS journal of surfaces and colloids.

[36]  Giovanna Speranza,et al.  Gold nanoparticles capped by peptides , 2007 .

[37]  Xiaohua Huang,et al.  Peptide-conjugated gold nanorods for nuclear targeting. , 2007, Bioconjugate chemistry.

[38]  Marc D. Porter,et al.  Alkanethiolate Gold Cluster Molecules with Core Diameters from 1.5 to 5.2 nm: Core and Monolayer Properties as a Function of Core Size , 1998 .

[39]  Christopher J. Kiely,et al.  From monolayers to nanostructured materials: an organic chemist's view of self-assembly , 1996 .

[40]  V. De Filippis,et al.  Gold nanoparticles-based protease assay. , 2006, Proceedings of the National Academy of Sciences of the United States of America.

[41]  J. Aveyard,et al.  One molecule per particle method for functionalising nanoparticles. , 2004, Chemical communications.

[42]  Q. Huo,et al.  Comparison study of the solution phase versus solid phase place exchange reactions in the controlled functionalization of gold nanoparticles. , 2004, Langmuir : the ACS journal of surfaces and colloids.

[43]  M. Maye,et al.  Novel spherical assembly of gold nanoparticles mediated by a tetradentate thioether. , 2002, Journal of the American Chemical Society.

[44]  R. Murray,et al.  Poly(ethylene glycol) ligands for high-resolution nanoparticle mass spectrometry. , 2007, Journal of the American Chemical Society.

[45]  Pablo D. Jadzinsky,et al.  Structure of a Thiol Monolayer-Protected Gold Nanoparticle at 1.1 Å Resolution , 2007, Science.

[46]  Wei Lu,et al.  Lectin-conjugated PEG-PLA nanoparticles: preparation and brain delivery after intranasal administration. , 2006, Biomaterials.

[47]  V. Rotello,et al.  Engineering the nanoparticle-biomacromolecule interface. , 2006, Soft matter.

[48]  C. Toniolo,et al.  Gold nanoclusters protected by conformationally constrained peptides. , 2006, Journal of the American Chemical Society.

[49]  G. Frens.  Controlled Nucleation for the Regulation of the Particle Size in Monodisperse Gold Suspensions , 1973 .

[50]  A. Wei.  Calixarene-Encapsulated Nanoparticles: Self-Assembly into Functional Nanomaterials , 2006 .

[51]  R. Goody,et al.  Functional Immobilization of the Small GTPase Rab6A on DNA–Gold Nanoparticles by Using a Site‐Specifically Attached Poly(ethylene glycol) Linker and Thiol Place‐Exchange Reaction , 2007, Chembiochem : a European journal of chemical biology.

[52]  M. Amiji,et al.  Poly(ethylene glycol)-modified thiolated gelatin nanoparticles for glutathione-responsive intracellular DNA delivery. , 2007, Nanomedicine : nanotechnology, biology, and medicine.

[53]  Joseph M Slocik,et al.  Peptide-assembled optically responsive nanoparticle complexes. , 2007, Nano letters.

[54]  M. Sastry,et al.  An Optical Absorption Investigation of Cross-Linking of Gold Colloidal Particles with a Small Dithiol Molecule , 2000 .

[55]  M. Brust,et al.  Molecular recognition by calix[4]arene-modified gold nanoparticles in aqueous solution. , 2005, Angewandte Chemie.