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  • 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. (American Chemical Society, 2009-12)
    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 ...
  • The Nitric Oxide Prodrug V-PROLI/NO Inhibits Cellular Uptake of Proline 
    Hong, Sam Y.; L. Borchert, Gregory; Maciag, Anna E.; Nandurdikar, Rahul S.; Saavedra, Joseph E.; Keefer, Larry K.; Phang, James M.; CHAKRAPANI, HARINATH (American Chemical Society, 2010-07)
    V-PYRRO/NO is a well-studied nitric oxide (NO) prodrug that has been shown to protect human liver cells from arsenic, acetaminophen, and other toxic assaults in vivo. Its proline-based analogue, V-PROLI/NO, was designed ...
  • The Nitric Oxide Prodrug JS-K Is Effective against Non-Small-Cell Lung Cancer Cells In Vitro and In Vivo: Involvement of Reactive Oxygen Species 
    Maciag, Anna E.; CHAKRAPANI, HARINATH; Saavedra, Joseph E.; Morris, Nicole L.; Holland, Ryan J.; Kosak, Ken M.; Shami, Paul J.; Anderson, Lucy M.; Keefer, Larry K. (American Society for Pharmacology and Experimental Therapeutics, 2011-02)
    Non–small-cell lung cancer is among the most common and deadly forms of human malignancies. Early detection is unusual, and there are no curative therapies in most cases. Diazeniumdiolate-based nitric oxide (NO)-releasing ...
  • Thiol Modification By Pharmacologically Active Agents of the Diazeniumdiolate Class 
    Maciag, Anna E.; Holland, Ryan J.; Saavedra, Joseph E.; CHAKRAPANI, HARINATH; Shami, Paul J.; Keefer, Larry K. (Begell, 2012)
    Promising drug candidates of the diazeniumdiolate (NONOate) chemical family include several types of thiol modification among their mechanisms of action: 1) drugs designed to release nitric oxide (NO) on reaction with the ...
  • Cross-Linking Protein Glutathionylation Mediated by O2-Arylated Bis-Diazeniumdiolate “Double JS-K” 
    Holland, Ryan J.; Maciag, Anna E.; Kumar, Varun; Shi, Lei; Saavedra, Joseph E.; Prud homme, Robert K.; CHAKRAPANI, HARINATH; Keefer, Larry K. (American Chemical Society, 2012-10)
    Attachment of glutathione (GSH) to cysteine residues in proteins (S-glutathionylation) is a reversible post-translational modification that can profoundly alter protein structure and function. Often serving in a protective ...
  • Stereochemical Origins of Chromophore Extension in O2-Substituted Diazeniumdiolates, Prodrugs of Nitric Oxide 
    Deschamps, effrey R.; Saavedra, Joseph E.; Cao, Zhao; Keefer, Larry K.; CHAKRAPANI, HARINATH (Springer Nature, 2013-01)
    Ultraviolet spectral data for nitric oxide prodrugs of structure R2NN(O)=NOR′ tend to fall into two classes: those in which R2N is pyrrolidinyl have λmax near 255 nm when R′ is a simple alkyl substituent, while those in ...

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