Automated synthesis of sialylated oligosaccharides

被引：27

作者：

Esposito, Davide ^{[1
,2
]}

Hurevich, Mattan ^{[1
,2
]}

Castagner, Bastien ^{[3
]}

Wang, Cheng-Chung ^{[4
]}

Seeberger, Peter H. ^{[1
,2
]}

机构：

[1] Max Planck Inst Colloids & Interfaces, Dept Biomol Syst, D-14476 Potsdam, Germany

[2] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany

[3] Swiss Fed Inst Technol, Inst Pharmaceut Sci, CH-8093 Zurich, Switzerland

[4] Acad Sinica, Inst Chem, Taipei 11529, Taiwan

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 8卷

基金：

瑞士国家科学基金会;

关键词：

automated synthesis; disaccharide building blocks; solid-phase synthesis; sialic acid; sialosides; SOLID-PHASE SYNTHESIS; EFFICIENT SIALYLATION; SIALIC-ACID; DETERMINANT; SPECIFICITY; INFECTION; PHOSPHITE; RECEPTOR; GLYCANS;

D O I：

10.3762/bjoc.8.183

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sialic acid-containing glycans play a major role in cell-surface interactions with external partners such as cells and viruses. Straightforward access to sialosides is required in order to study their biological functions on a molecular level. Here, automated oligosaccharide synthesis was used to facilitate the preparation of this class of biomolecules. Our strategy relies on novel sialyl alpha-(2 -> 3) and alpha-(2 -> 6) galactosyl imidates, which, used in combination with the automated platform, provided rapid access to a small library of conjugation-ready sialosides of biological relevance.

引用

页码：1601 / 1609

页数：9

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