title: Bioconjugation of gold nanoparticles through the oxidative coupling of ortho-aminophenols and anilines.
abstract: While there are a number of methods for attaching gold nanoparticles (AuNPs) to biomolecules, the existing strategies suffer from nonspecific AuNP adsorption, reagents that are unstable in aqueous solutions, and/or long reaction times. To improve upon existing AuNP bioconjugation strategies, we have adapted a recently reported potassium ferricyanide-mediated oxidative coupling reaction for the attachment of aniline-functionalized AuNPs to o-aminophenol-containing oligonucleotides, peptides, and proteins. The aniline-AuNPs are stable in aqueous solutions, show little-to-no nonspecific adsorption with biomolecules, and react rapidly (30 min) with o-aminophenols under mild conditions (pH 6.5, 1 mM oxidant).
authors.affiliation: Department of Chemistry, University of California, Berkeley , Berkeley, California 94720, United States.
authors.forename: Stacy L
authors.initials: SL
authors.lastname: Capehart
authors.forename: Adel M
authors.initials: AM
authors.lastname: ElSohly
authors.forename: Allie C
authors.initials: AC
authors.lastname: Obermeyer
authors.forename: Matthew B
authors.initials: MB
authors.lastname: Francis
mesh_terms: D000627:Aminophenols / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D005292:Ferricyanides / Q000737:chemistry; D006046:Gold / Q000737:chemistry*; D009841:Oligonucleotides / Q000737:chemistry; D058451:Oxidative Coupling; D010455:Peptides / Q000737:chemistry; D011506:Proteins / Q000737:chemistry
chemical_list: D000627:Aminophenols; D000814:Aniline Compounds; D005292:Ferricyanides; D009841:Oligonucleotides; D010455:Peptides; D011506:Proteins; C027667:2-aminophenol; D006046:Gold; C023650:aniline; C028033:potassium ferricyanide