Tuesday, 24 May 2005
476

This presentation is part of: Graduate Posters

Electron Deficient C-Nitroso Compounds as Donors of Nitrosonium (NO+)

David M. Gooden and Eric J. Toone. Duke University, Durham, NC

The fundamental role of nitric oxide in myriad biochemical processes is well established.  Our understanding of nitric oxide biology has largely been deduced from studies using relatively stable synthetic agents that contain nitric oxide and demonstrate “NO-like” bioactivity.  The development of such agents, the so-called “NO donors”, has received considerable attention and the primary literature is now replete with examples of compounds whose bioactivities are based on their ability to release nitric oxide or a redox-related species. C-nitroso compounds offer several significant advantages as NO donors relative to other classes of compounds.  Most importantly, incremental alteration of substitution patterns at the nitrogen-bearing carbon facilitates precise control over both the rate of NO release and the redox form of the released species.  We have established that electron deficient C-nitroso compounds serve as selective donors of nitrosonium (NO+) in transnitrosation experiments with simple aliphatic thiols. Preliminary kinetic analysis of the transnitrosation reaction indicates dimer dissociation to the monomeric species is rate limiting.                                                        


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