A facile synthesis of the tetrasaccharide repeating unit of mannoglucan from Microellobosporia grisea.
A facile synthesis of the tetrasaccharide repeating unit of mannoglucan from Microellobosporia grisea was achieved through coupling of 4,6-O-benzylidene-1,2-O-ethylidene-alpha-D-glucopyranose with per-O-benzoylated mannopyranosyl trichloroacetimidate, followed by debenzylidenation, selective 6-O-mannopyranosylation, then hydrolysis of the 1,2-O-ethylidene group, 1,2-O-acetylation and conversion to the 1-trichloroacetimidate, and subsequent condensation of the activated trisaccharide with allyl 2,3,6-tri-O-benzoyl-alpha-D-glucopyranoside.
Zhu
Y
Y
Research Center for Eco-Environmental Sciences, Academia Sinica, Beijing, PR China.
Kong
F
F
D000192:Actinomycetales / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis; D002240:Carbohydrate Sequence; D005936:Glucans / Q000737:chemistry; D008358:Mannose / Q000737:chemistry; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D011135:Polysaccharides, Bacterial / Q000737:chemistry; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D005936:Glucans; D009844:Oligosaccharides; D011135:Polysaccharides, Bacterial; C421920:allyl mannopyranosyl-1-3-(mannopyranosyl-1-6)glucopyranosyl-1-4-glucopyranoside; D008358:Mannose