title: Sequencing and characterization of oligosaccharides using infrared multiphoton dissociation and boronic acid derivatization in a quadrupole ion trap.
abstract: A simplified method for determining the sequence and branching of oligosaccharides using infrared multiphoton dissociation (IRMPD) in a quadrupole ion trap (QIT) is described. An IR-active boronic acid (IRABA) reagent is used to derivatize the oligosaccharides before IRMPD analysis. The IRABA ligand is designed to both enhance the efficiency of the derivatization reaction and to facilitate the photon absorption process. The resulting IRMPD spectra display oligosaccharide fragments that are formed from primarily one type of diagnostic cleavage, thus making sequencing straightforward. The presence of sequential fragment ions, a phenomenon of IRMPD, permit the comprehensive sequencing of the oligosaccharides studied in a single stage of activation. We demonstrate this approach for two series of oligosaccharides, the lacto-N-fucopentaoses (LNFPs) and the lacto-N-difucohexaoses (LNDFHs).
authors.affiliation: Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712-0165, USA.
authors.forename: Michael
authors.initials: M
authors.lastname: Pikulski
authors.forename: Amanda
authors.initials: A
authors.lastname: Hargrove
authors.forename: Shagufta H
authors.initials: SH
authors.lastname: Shabbir
authors.forename: Eric V
authors.initials: EV
authors.lastname: Anslyn
authors.forename: Jennifer S
authors.initials: JS
authors.lastname: Brodbelt
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D013058:Mass Spectrometry / Q000379:methods*; D008969:Molecular Sequence Data; D008970:Molecular Weight; D009844:Oligosaccharides / Q000737:chemistry*; D011522:Protons; D017421:Sequence Analysis / Q000379:methods*; D012964:Sodium / Q000737:chemistry; D012996:Solutions; D013055:Spectrophotometry, Infrared; D014312:Trisaccharides / Q000737:chemistry
chemical_list: D001897:Boronic Acids; D009844:Oligosaccharides; D011522:Protons; D012996:Solutions; D014312:Trisaccharides; C509062:disialyllactose; D012964:Sodium