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Automated Solid-Phase Synthesis of [beta]-Mannuronic Acid Alginates

A big step towards routine: The title synthesis provides mannuronic acid alginate fragments featuring up to 12 cis-mannosidic linkages, in multi-milligram quantities (see scheme; Bn=benzyl, Lev=levulinoyl). Mannuronic acid building blocks were used in a second-generation carbohydrate synthesizer to...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-04, Vol.51 (18), p.4393-4396
Main Authors: Walvoort, Marthe T C, vandenElst, Hans, Plante, Obadiah J, Krock, Lenz, Seeberger, Peter H, Overkleeft, Herman S, vanderMarel, Gijsbert A, Codee, Jeroen D C
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Language:English
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Summary:A big step towards routine: The title synthesis provides mannuronic acid alginate fragments featuring up to 12 cis-mannosidic linkages, in multi-milligram quantities (see scheme; Bn=benzyl, Lev=levulinoyl). Mannuronic acid building blocks were used in a second-generation carbohydrate synthesizer to secure the stereoselective introduction of the [beta]-mannosidic bonds in a fully automated fashion.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201108744