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Glycosylated PROLI/NO Derivatives as Nitric Oxide Prodrugs

Glycosylated PROLI/NO Derivatives as Nitric Oxide Prodrugs

Nandurdikar, Rahul S.; Maciag, Anna E.; Hong, Sam Y.; CHAKRAPANI, HARINATH; Citro, Michael L.; Keefer, Larry K.; Saavedra, Joseph E.
URI: http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/1485
https://doi.org/10.1021/ol902481s
Date: 2009-12


Abstract:

GlcNAc-PROLI/NO prodrugs that are activated by N-acetylglucosaminidase to release nitric oxide (NO) are described. A classical acid-amine coupling is used to bifunctionalize these PROLI/NO prodrugs, which on activation generate up to 4 mol of NO, a peptide residue, and an N-acetylglucosamine residue. Many of the prodrugs synthesized are efficient sources of intracellular NO.

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