title: Triacetonide of Glucoheptonic Acid in the Scalable Syntheses of d-Gulose, 6-Deoxy-d-gulose, l-Glucose, 6-Deoxy-l-glucose, and Related Sugars.
abstract: Ease of separation of petrol-soluble acetonides derived from the triacetonide of methyl glucoheptonate allows scalable syntheses of rare sugars containing the l-gluco or d-gulo structural motif with any oxidation level at the C6 or C1 position of the hexose, usually without chromatography: meso-d-glycero-d-guloheptitol available in two steps is an ideal entry point for the study of the biotechnological production of heptoses.
authors.affiliation: Chemistry Research Laboratory, Department of Chemistry, University of Oxford , Oxford OX1 3TA, U.K.|Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford , Oxford OX1 3QU, U.K.
authors.forename: Zilei
authors.initials: Z
authors.lastname: Liu
authors.affiliation: International Institute of Rare Sugar Research and Education, Kagawa University , Miki, Kagawa 761-0795, Japan.
authors.forename: Akihide
authors.initials: A
authors.lastname: Yoshihara
authors.affiliation: Chemistry Research Laboratory, Department of Chemistry, University of Oxford , Oxford OX1 3TA, U.K.
authors.forename: Sarah F
authors.initials: SF
authors.lastname: Jenkinson
authors.affiliation: Oxford Glycobiology Institute, Department of Biochemistry, University of Oxford , Oxford OX1 3QU, U.K.
authors.forename: Mark R
authors.initials: MR
authors.lastname: Wormald
authors.affiliation: Departamento de Química Orgánica and Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares, Universidade de Santiago de Compostela , 15782 Santiago de Compostela, Spain.
authors.forename: Ramón J
authors.initials: RJ
authors.lastname: Estévez
authors.affiliation: Chemistry Research Laboratory, Department of Chemistry, University of Oxford , Oxford OX1 3TA, U.K.
authors.forename: George W J
authors.initials: GW
authors.lastname: Fleet
authors.affiliation: International Institute of Rare Sugar Research and Education, Kagawa University , Miki, Kagawa 761-0795, Japan.
authors.forename: Ken
authors.initials: K
authors.lastname: Izumori
mesh_terms: D006601:Hexoses / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D013237:Stereoisomerism; D013400:Sugar Acids / Q000737:chemistry*; D000073893:Sugars / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006601:Hexoses; D013400:Sugar Acids; D000073893:Sugars; C057406:gulose; C007852:alpha-glucoheptonic acid