title: Protecting group free synthesis of urea-linked glycoconjugates: efficient synthesis of β-urea glycosides in aqueous solution.
abstract: A method for the protecting group free synthesis of β-urea-linked glycoconjugates has been developed. The one step process, involving reactions between urea and D-glucose, N-acetyl-D-glucosamine or D-xylose in acidic aqueous solution, furnishes the corresponding β-urea glycosides in modest yields. This simple and efficient procedure is applicable to the synthesis of β-urea tethered amino acid-carbohydrate conjugates.
authors.affiliation: Faculty of Science, Kochi University, Akebono-cho, Kochi 780-8520, Japan. ichikawa@kochi-u.ac.jp.
authors.forename: Yoshiyasu
authors.initials: Y
authors.lastname: Ichikawa
authors.forename: Takahiro
authors.initials: T
authors.lastname: Minami
authors.forename: Shohei
authors.initials: S
authors.lastname: Kusaba
authors.forename: Nobuyoshi
authors.initials: N
authors.lastname: Saeki
authors.forename: Yuta
authors.initials: Y
authors.lastname: Tonegawa
authors.forename: Yumiko
authors.initials: Y
authors.lastname: Tomita
authors.forename: Keiji
authors.initials: K
authors.lastname: Nakano
authors.forename: Hiyoshizo
authors.initials: H
authors.lastname: Kotsuki
authors.forename: Toshiya
authors.initials: T
authors.lastname: Masuda
mesh_terms: D000107:Acetylation; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D066244:Proton Magnetic Resonance Spectroscopy; D012996:Solutions; D014508:Urea / Q000737:chemistry*
chemical_list: D006001:Glycoconjugates; D006027:Glycosides; D012996:Solutions; C010807:xylosides; D014508:Urea