Automated Synthesis of a Protected N-Linked Glycoprotein Core Pentasaccharide

Described is the first automated solid-phase synthesis of the core N-linked pentasaccharide, common to all N-linked glycoproteins via stepwise assembly from mono- and disaccharide building blocks. The challenging β-mannosidic linkage was incorporated by the inclusion of a disaccharide trichloroaceti...

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Bibliographic Details
Published in:	Organic letters Vol. 5; no. 24; pp. 4717 - 4720
Main Authors:	Ratner, Daniel M, Swanson, Erika R, Seeberger, Peter H
Format:	Journal Article
Language:	English
Published:	United States American Chemical Society 27-11-2003
Subjects:	Acetamides Automation Carbohydrate Sequence Chloroacetates Glycoproteins - chemical synthesis Glycoproteins - chemistry Molecular Sequence Data Oligosaccharides - chemical synthesis Oligosaccharides - chemistry Trichloroacetic Acid - chemistry
Online Access:	Get full text
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Summary:	Described is the first automated solid-phase synthesis of the core N-linked pentasaccharide, common to all N-linked glycoproteins via stepwise assembly from mono- and disaccharide building blocks. The challenging β-mannosidic linkage was incorporated by the inclusion of a disaccharide trichloroacetimidate. This automated synthesis provides rapid access to an oligosaccharide common to an entire class of glycoconjugates.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	1523-7060 1523-7052
DOI:	10.1021/ol035887t