title: PLGA-PEG-supported Pd Nanoparticles as Efficient Catalysts for Suzuki-Miyaura Coupling Reactions in Water.
abstract: Chemical transformations that can be performed selectively under physiological conditions are highly desirable tools to track biomolecules and manipulate complex biological processes. Here, we report a new nanocatalyst consisting of small palladium nanoparticles stabilized on the surface of PLGA-PEG nanoparticles that show excellent catalytic activity for the modification of biological building blocks through Suzuki-Miyaura cross-coupling reactions in water. Brominated or iodinated amino acids were coupled with aryl boronic acids in phosphate buffer in good yields. Interestingly, up to 98% conversion into the coupled amino acid could be achieved in 2 h at 37 °C using the stable, water-soluble cyclic triolborate as organometallic partner in the presence of only 1 mol% of palladium. These results pave the way for the modification of biomolecules in complex biological systems such as the intracellular space.
authors.affiliation: Institut Galien Paris-Sud UMR 8612, CNRS, Univ. Paris-Sud Université Paris-Saclay Faculté de Pharmacie 5 rue JB Clément 92296 Châtenay-Malabry, France. anaelle.dumas@u-psud.fr.
authors.forename: Anaëlle
authors.initials: A
authors.lastname: Dumas
authors.affiliation: Institut Galien Paris-Sud UMR 8612, CNRS, Univ. Paris-Sud Université Paris-Saclay Faculté de Pharmacie 5 rue JB Clément 92296 Châtenay-Malabry, France.
authors.forename: Arnaud
authors.initials: A
authors.lastname: Peramo
authors.affiliation: Institut Galien Paris-Sud UMR 8612, CNRS, Univ. Paris-Sud Université Paris-Saclay Faculté de Pharmacie 5 rue JB Clément 92296 Châtenay-Malabry, France.
authors.forename: Didier
authors.initials: D
authors.lastname: Desmaële
authors.affiliation: Institut Galien Paris-Sud UMR 8612, CNRS, Univ. Paris-Sud Université Paris-Saclay Faculté de Pharmacie 5 rue JB Clément 92296 Châtenay-Malabry, France.
authors.forename: Patrick
authors.initials: P
authors.lastname: Couvreur
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D054879:Halogenation; D006863:Hydrogen-Ion Concentration; D019344:Lactic Acid / Q000737:chemistry*; D053758:Nanoparticles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011100:Polyglycolic Acid / Q000737:chemistry*; D000077182:Polylactic Acid-Polyglycolic Acid Copolymer; D014867:Water / Q000737:chemistry
chemical_list: D000596:Amino Acids; D001897:Boronic Acids; D014867:Water; D000077182:Polylactic Acid-Polyglycolic Acid Copolymer; D011100:Polyglycolic Acid; D019344:Lactic Acid; D010165:Palladium; C010686:benzeneboronic acid