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Synthesis of neuraminidase-resistant sialoside-modified three-way junction DNA and its binding ability to various influenza viruses

tetano

Editor, Senior Moderator
Carbohydr Res. 2019 Jan 21;474:43-50. doi: 10.1016/j.carres.2019.01.008. [Epub ahead of print]
[h=1]Synthesis of neuraminidase-resistant sialoside-modified three-way junction DNA and its binding ability to various influenza viruses.[/h] Yamabe M[SUP]1[/SUP], Fujita A[SUP]1[/SUP], Kaihatsu K[SUP]2[/SUP], Ebara Y[SUP]3[/SUP].
[h=3]Author information[/h]

[h=3]Abstract[/h] Natural sialic acid-modified compounds are capable of targeting influenza virus hemagglutinin (HA). However, these compounds have limited inhibitory effect because natural O-glycoside bond in these compounds are prone to be cleaved by neuraminidase (NA) on the surface of viruses. In this study, we synthesized NA-resistant sialoside that included unnatural S-glycoside bonds and modified this sialoside on a three-way junction (3WJ) DNA to display complementary distribution to its binding sites on a HA trimer. This S-glycoside-containing sialoside-modified 3WJ DNA showed certain NA resistance and maintained high binding affinity. Importantly, our observations showed that substituting natural O-glycoside with unnatural S-glycoside did not affect the binding affinity of the sialoside-modified 3WJ DNA for viruses. Thus, this study is an important step forward in the development of NA-resistant sialoside derivatives for more effective detection and inhibition of infection by a broad spectrum of viruses.
Copyright ? 2019 Elsevier Ltd. All rights reserved.


PMID: 30711767 DOI: 10.1016/j.carres.2019.01.008
 
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