Metabolic Oligosaccharide Engineering with Alkyne Sialic Acids Confers Neuraminidase Resistance and Inhibits Influenza Reproduction
Publication year
2017Author(s)
Number of pages
5 p.
Source
Bioconjugate Chemistry, 28, 7, (2017), pp. 1811-1815ISSN
Publication type
Article / Letter to editor

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Organization
Synthetic Organic Chemistry
Tumorimmunology
Radiation Oncology
Paediatrics
Paediatrics - OUD tm 2017
Laboratory Medicine
Journal title
Bioconjugate Chemistry
Volume
vol. 28
Issue
iss. 7
Languages used
English (eng)
Page start
p. 1811
Page end
p. 1815
Subject
Radboudumc 2: Cancer development and immune defence RIMLS: Radboud Institute for Molecular Life Sciences; Radboudumc 4: lnfectious Diseases and Global Health RIMLS: Radboud Institute for Molecular Life Sciences; Synthetic Organic ChemistryAbstract
Metabolic incorporation of azide- or alkyne-modified sialic acids into the cellular glycosylation pathway enables the study of sialoglycan expression, localization, and trafficking via bioorthogonal chemistry. Herein, we report that such modifications of the sialic acid sugar can have a profound influence on their hydrolysis by neuraminidases (sialidase). Azidoacetyl (Az)-modified sialic acids were prone to neuraminidase cleavage, whereas propargyloxycarbonyl (Poc)-modified sialic acids were largely resistant to cleavage. Because the influenza virus infection cycle depends on the hydrolysis of host-cell-surface sialic acids, influenza cell-to-cell transmission was strongly reduced in Poc sialic acid glycoengineered host cells. The use of Poc sialic acids may disturb biological processes involving neuraminidase cleavage but also provides perspective for use in applications in which sialic acid hydrolysis is not desired, such as antibody modification, viral infection, etc.
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- Academic publications [189114]
- Electronic publications [87988]
- Faculty of Medical Sciences [74524]
- Faculty of Science [29205]
- Open Access publications [57382]
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