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Synthesis and Application of Branched Type II Arabinogalactans

Lookup NU author(s): Professor William WillatsORCiD


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© 2017 American Chemical Society. The synthesis of linear and (1 → 6)-branched β-(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.

Publication metadata

Author(s): Andersen MCF, Boos I, Ruprecht C, Willats WGT, Pfrengle F, Clausen MH

Publication type: Article

Publication status: Published

Journal: Journal of Organic Chemistry

Year: 2017

Volume: 82

Issue: 23

Pages: 12066-12084

Print publication date: 01/12/2017

Online publication date: 09/11/2017

Acceptance date: 19/07/2017

ISSN (print): 0022-3263

ISSN (electronic): 1520-6904

Publisher: American Chemical Society


DOI: 10.1021/acs.joc.7b01796


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