title: Assembling ligands in situ using bioorthogonal boronate ester synthesis.
abstract: Many molecules that could manipulate cellular function are not practical due to their large size and concomitant undesirable pharmocokinetic properties. Here, we describe a bioorthogonal, highly stable boronate ester (HiSBE) synthesis and use this reaction to synthesize a biologically active molecule from smaller precursors in a physiological context. The rapid rate of HiSBE synthesis suggests that it may be useful for assembling a wide variety of biologically active molecules in physiological solutions.
authors.affiliation: Department of Pharmacology, Weill Medical College, Cornell University, New York, NY 10065, USA.
authors.forename: Sung Bin Y
authors.initials: SB
authors.lastname: Shin
authors.forename: Ramiro D
authors.initials: RD
authors.lastname: Almeida
authors.forename: Guillermo
authors.initials: G
authors.lastname: Gerona-Navarro
authors.forename: Clay
authors.initials: C
authors.lastname: Bracken
authors.forename: Samie R
authors.initials: SR
authors.lastname: Jaffrey
mesh_terms: D000595:Amino Acid Sequence; D001897:Boronic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D019281:Dimerization; D004952:Esters; D007700:Kinetics; D008024:Ligands; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry; D053628:Receptors, Thrombopoietin / Q000737:chemistry / Q000378:metabolism; D012457:Salicylamides / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D004952:Esters; D008024:Ligands; D010455:Peptides; D053628:Receptors, Thrombopoietin; D012457:Salicylamides; C005703:salicylhydroxamic acid; C010686:benzeneboronic acid