Synthesis of heptasaccharide and nonasaccharide analogues of the lentinan repeating unit.
The allyl glycoside beta-D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->6)]-beta-D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->6)]-alpha-D-Glcp (18) and the acetonyl glycoside of beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->6)]-beta-D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->6)]-beta-D-Glcp-(1-->3)-beta-D-Glcp-(1-->3)-[beta-D-Glcp-(1-->6)]-alpha-D-Glcp (28) were synthesized as analogues of the lentinan heptaose repeating unit. 4,6-O-Benzylidenated monosaccharide donor 3 and 4,6-O-benzylidenated tetrasaccharide acceptor 14 were used to ensure the beta-linkage in the synthesis of 18, while 4,6-O-benzylidenated disaccharide acceptor 20, and 4,6-O-benzylidenated disaccharide donors 21 and 24 were used to ensure the beta-linkage in the synthesis of 28.
Yang
Guangbin
G
Research Center for Eco-Environmental Sciences, Academia Sinica, PO Box 2871, Beijing 100085, China.
Kong
Fanzuo
F
D002240:Carbohydrate Sequence; D007912:Lentinan / Q000031:analogs & derivatives / Q000737:chemistry*; D008969:Molecular Sequence Data; D015394:Molecular Structure; D025942:Oligosaccharides, Branched-Chain / Q000138:chemical synthesis / Q000737:chemistry; D011134:Polysaccharides / Q000138:chemical synthesis* / Q000737:chemistry*
D025942:Oligosaccharides, Branched-Chain; D011134:Polysaccharides; D007912:Lentinan