Synthesis of a common tetrasaccharide motif of Haemophilus influenzae LPS inner core structures

被引：11

作者：

Mannerstedt, Karin ^{[1
]}

Segerstedt, Eva ^{[1
]}

Olsson, Johan ^{[1
]}

Oscarson, Stefan ^{[1
]}

机构：

[1] Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2008年 / 6卷 / 06期

关键词：

D O I：

10.1039/b717564g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A conserved tetrasaccharide structure, L-glycero-alpha-D-manno-heptopyranosyl-(1 -> 2)-(6-O-aminoethylphosphono-L-glycero-alpha-D-manno-heptopyranosyl)-(1.3)-[beta-D-glucopyranosyl-(1.4)]-L-glycero-alpha-D-manno-heptopyranose, from the LPS inner core of Haemophilus influenzae has been synthesised as its ethylamino glycosides to allow later conjugations. Starting from a previously synthesised suitably protected trisaccharide intermediate, the third heptose and subsequently the spacer were introduced using thioglycoside donor chemistry. The phosphoethanolamine was formed employing a Boc-protected phosphoamidite. Final deprotection and conjugation to biotin gave conjugates that will be used to study the specificity of MAbs raised against native LPS structures.

引用

页码：1087 / 1091

页数：5

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