title: One-pot synthesis of a 3,6-branched hexaarabinogalactan using galactopyranosyl thioglycoside diol as a key glycosylating agent.
abstract: We present in this paper the efficient four-component one-pot synthesis of a fully protected hexaarabinogalactan 2 with di-branched structure by using D-thiogalactopyranoside 3,6-diol 3 as the central glycosylating agent. After global deprotection, 2 was converted into the 3-aminopropyl linker-containing free oligosaccharide 1 that is structurally related to ALR-5IIa-1-1, an arabino-3,6-galactan with intestinal immune system modulating activity.
authors.affiliation: a Department of Pharmacy , Evidence-Based Pharmacy Center, West China Second University Hospital, Sichuan University , Chengdu 610041 , China.
authors.forename: Hong
authors.initials: H
authors.lastname: Huang
authors.forename: Lu
authors.initials: L
authors.lastname: Han
authors.forename: Yu-Mei
authors.initials: YM
authors.lastname: Lan
authors.forename: Ling-Li
authors.initials: LL
authors.lastname: Zhang
mesh_terms: D031174:Atractylodes / Q000737:chemistry; D005685:Galactans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006031:Glycosylation; D015394:Molecular Structure; D009844:Oligosaccharides / Q000737:chemistry; D013865:Thioglycosides / Q000737:chemistry
chemical_list: D005685:Galactans; D009844:Oligosaccharides; D013865:Thioglycosides; C005653:arabinogalactan
keywords: arabinogalactan; one-pot glycosylation; regioselective glycosylation; synthesis