Block synthesis of Streptococcus pneumoniae type 14 capsular polysaccharide structures

被引：21
|
作者：
Sundgren, A
Lahmann, M
Oscarson, S [1 ]
机构：
[1] Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
[2] Univ Gothenburg, Dept Chem, Gothenburg, Sweden
来源：
JOURNAL OF CARBOHYDRATE CHEMISTRY | 2005年 / 24卷 / 4-6期
关键词：
oligosaccharide synthesis; block synthesis; glycoconjugate vaccines;
D O I：
10.1081/CAR-200066935
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Synthesis of a thioglycoside tetrasaccharide block, beta-D-Galp-(1 -> 4)-beta-DGlcp-(1 -> 6)-[beta-D-Galp-(1 -> 4)]-beta-D-GlcNPhthp-(1 -> SEt, corresponding to the repeating unit of Streptococcus pneumoniae serotype 14 CPS is described. Coupling of this block with a spacer followed by removal of an isopropylidene acetal yielded an acceptor, which was elongated with the donor block to give a protected dimer of the repeating unit. Iteration of this methodology yielded the trimer. Deprotection then produced an octa and a dode-casaccharide derivative ready for conjugation to proteins to afford immunoactive glycoconjugates.
引用
收藏
页码：379 / 391
页数：13
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