Sialated Diazeniumdiolate: A New Sialidase-Activated Nitric Oxide Donor

A new sialated diazeniumdiolate has been synthesized, and the glycosylation product was exclusively an α 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 Km of 0.14 mM. The sialic acid−NO conjugate would be a valuable prodrug that targets NO to influenza viruses.