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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 28, Number 2
BKCSDE 28(2)
February 20, 2007 

 
Title
Improved Synthesis of the Tetrasaccharide Repeat Unit of the O-Antigen Polysaccharide from Escherichia coli O77
Author
Bo-Young Lee, Ju Yuel Baek, Heung Bae Jeon, Kwan Soo Kim*
Keywords
Escherichia coli O77, Glycosylation, 2'-Carboxybenzyl (CB) glycoside, Mannosyl 4-pentenoate/PhSeOTf, Glycosyl trichloroacetimidate
Abstract
The efficient synthesis of a tetrasaccharide, the suitably protected form of the repeat unit, →2)-α-D-Manp-(1→2)-β-D-Manp-(1→3)-α-D-GlcpNAc-(1→6)-α-D-Manp-(1→, of the O-antigen polysaccharide of the lipopolysaccharide from E. coli O77 has been accomplished. Glycosylation reactions for the coupling of four monosaccharide building blocks of the tetrasaccharide were carried out employing the CB glycoside method, the mannosyl 4-pentenoate/PhSeOTf method, and the glycosyl trichloroacetimidate method with complete stereoselectivities in excellent yields.
Page
257 - 262
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