Sialated diazeniumdiolate: A new sialidase-activated nitric oxide donor

A new sialated diazeniumdiolate has been synthesized, and the glycosylation product was exclusively an alpha anomer. This new nitric oxide donor exhibited significantly improved stability as compared to its parent diazeniumdiolate salts, and it could be efficiently hydrolyzed by neuraminidase to release nitric oxide with a K-m of 0.14 mM. The sialic acid-NO conjugate would be a valuable prodrug that targets NO to influenza viruses.