title: Synthesis of [6"-3H]-, (6"-2H)- and (2-2H)-maltotriose.
abstract: To prepare labeled precursors for biosynthetic studies, methods for the specific introduction of tritium and deuterium into the reducing and the terminal glucose unit of maltotriose were developed. Thus [6"-3H]- and (6"-2H)-maltotriose (17) and (18) were prepared via selective methoxytritylation, deprotection and subsequent modified Pfitzner-Moffatt oxidation, followed by reduction with sodium borotritiide or sodium borodeuteride, respectively. A simple two step procedure utilizing the Lobry de Bruyn/van Ekenstein transformation gave (2-2H)maltotriose (20).
authors.affiliation: Department of Chemistry, University of Washington, Seattle 98195-1700, USA.
authors.forename: B
authors.initials: B
authors.lastname: Sauerbrei
authors.forename: J
authors.initials: J
authors.lastname: Niggemann
authors.forename: S
authors.initials: S
authors.lastname: Gröger
authors.forename: S
authors.initials: S
authors.lastname: Lee
authors.forename: H G
authors.initials: HG
authors.lastname: Floss
mesh_terms: D002240:Carbohydrate Sequence; D003903:Deuterium; D007553:Isotope Labeling / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D014312:Trisaccharides / Q000138:chemical synthesis*; D014316:Tritium; D001614:beta-Amylase / Q000378:metabolism
chemical_list: D014312:Trisaccharides; D014316:Tritium; C008317:maltotriose; D003903:Deuterium; D001614:beta-Amylase