Synthesis and Application of Branched Type II Arabinogalactans

被引：11

作者：

Andersen, Mathias C. F. ^{[1
]}

Boos, Irene ^{[1
]}

Ruprecht, Colin ^{[2
]}

Willats, William G. T. ^{[3
]}

Pfrengle, Fabian ^{[2
,4
]}

Clausen, Mads H. ^{[1
]}

机构：

[1] Tech Univ Denmark, Ctr Nanomed & Theranost, Dept Chem, Bldg 207, DK-2800 Lyngby, Denmark

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

[3] Newcastle Univ, Sch Agr Food & Rural Dev, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England

[4] Free Univ Berlin, Inst Chem & Biochem, Arnimallee 22, D-14195 Berlin, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 23期

关键词：

PROTECTING GROUPS; CELL-WALLS; PROTEINS; THIOGLYCOSIDES; ROOT; OLIGOSACCHARIDES; ANTIBODIES; EPITOPE; GLYCOSYLATION; CONVERSION;

D O I：

10.1021/acs.joc.7b01796

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of linear and (1 -> 6)-branched beta-(1 -> 3)-D-galactans, structures found in plant arabinogalactan proteins (AGPs), is described. The synthetic strategy relies on iterative couplings of monosaccharide and disaccharide thioglycoside donors, followed by a late-stage glycosylation of heptagalactan backbone acceptors to introduce branching. A key finding from the synthetic study was the need to match protective groups in order to tune reactivity and ensure selectivity during the assembly. Carbohydrate microarrays were generated to enable the detailed epitope mapping of two monoclonal antibodies known to recognize AGPs: JIM16 and JIM133.

引用

页码：12066 / 12084

页数：19

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