Synthesis of 3-O- and 4-O-(2-aminoethylphosphono) derivatives of methyl l-glycero-α-d-manno-heptopyranoside

被引：1

作者：

Walter, Martin ^{[1
]}

Kohout, Claudia ^{[1
]}

Blaukopf, Markus ^{[1
]}

Kosma, Paul ^{[1
]}

机构：

[1] Univ Nat Resources & Life Sci Vienna, Dept Chem, Vienna, Austria

来源：

MONATSHEFTE FUR CHEMIE | 2017年 / 148卷 / 01期

基金：

奥地利科学基金会;

关键词：

Lipopolysaccharide; Phosphorylations; Heptose; Carbohydrates; Glycosides; INNER-CORE STRUCTURES; NEISSERIA-MENINGITIDIS; HAEMOPHILUS-INFLUENZAE; LIPOPOLYSACCHARIDE; HEPTOSES; LPS; LIPOOLIGOSACCHARIDE; RECOGNITION; ANTIBODY; BINDING;

D O I：

10.1007/s00706-016-1868-6

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Phosphoethanolamine derivatives of the bacterial saccharide l-glycero-d-manno-heptose have been prepared using a phosphoramidite-based coupling reaction at position 4 of a side-chain-protected 2,3-O-orthoester methyl heptoside and at position 3 of a 3,4-diol heptoside, respectively. Global deprotection afforded the corresponding 2-aminoethylphosphodiester derivatives as substrates for crystallographic and binding studies with lectins and antibodies targeting the inner core structure of bacterial lipopolysaccharides.

引用

页码：111 / 119

页数：9

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