An Alternative Access to a Trisaccharide Repeating Unit of the Capsular Polysaccharide of Streptococcus pneumoniae Serotype 19A
スポンサーリンク
概要
- 論文の詳細を見る
A chemical synthesis has been achieved for β-D-ManNAc-(1→4)-α-D-Glc-(1→3)-L-Rha, a trisaccharide repeating unit of the capsular polysaccharide of Streptococcus pneumoniae serotype 19A, by stepwise link-up of the suitably functionalized, constituent sugar units. A β-selective glycosylation of trimethylsilylethyl glucoside having free 4-OH with 2-(benzoyloxyimino)-2-deoxyglycosyl bromide, followed by manno-selective hydroboration, N-acetylation, and functionalization of the anomeric center (1-OSE→1-OH→1-F), gave a key disaccharide donor, β-D-ManNAc-(1→4)-α-D-Glc-(1→F. Ensuing glycosylation of an L-rhamnosyl acceptor with the donor substrate afforded, after deblocking, the target trisaccharide in 6.5% yield over 13 steps from D-glucose.
- 公益社団法人日本薬学会の論文
- 1996-02-15
著者
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Takayanagi Hiroaki
School Of Pharmaceutical Sciences Kitasato University
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KAJI Eisuke
School of Pharmaceutical Sciences, Kitasato University
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OSA Yumiko
School of Pharmaceutical Sciences, Kitasato University
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Osa Yumiko
School Of Pharmaceutical Sciences Kitasato University
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Kaji Eisuke
School Of Pharmaceutical Sciences Kitasato University
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Takada A
Waseda Univ. Tokyo Jpn
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TANAIKE Mutsumi
School of Pharmaceutical Sciences, Kitasato University
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HOSOKAWA Yugo
School of Pharmaceutical Sciences, Kitasato University
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TAKADA Atsushi
School of Pharmaceutical Sciences, Kitasato University
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Hosokawa Yugo
Yakult Central Institute For Microbiological Research
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Tanaike Mutsumi
School Of Pharmaceutical Sciences Kitasato University
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HOSOKAWA Yukiko
Yakult Central Institute for Microbiological Research
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Takada Atsushi
School Of Pharmaceutical Sciences Kitasato University
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Takayanagi Hiroaki
School of Parmaceutical Sciences, Kitasato University
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