Ashley Bartell and Timothy H' Warren

1
Ashley Bartell and Timothy H. Warren
Synthesis of Nitric Oxide Containing
Complexes Using N-nitrosamines and
Copper Metalloenzyme Model Complexes
amb87_at_georgetown.edu
-known to cause gastric, esophageal, and other
cancers
Me2NNO Dimethylnitrosamine
Me2NNO Naked Cu
Why study NO?
Carcinogen Degradation
Vasodilation
-shift of Me2NNO peaks indicates coordination to
Cu
Neurotransmission
Bronchodilation
1H NMR Spectra (C6D6)
o-Me
2.918
2.356
2.115
2.001
7.762
iminyl-H
Bound Me2NNO
Me2AICu(ONNMe2)
3.718
2.556
Free Me2NNO
Sources of NO
2.077
1.919
7.742
Me2AICu(C6D6)
Conclusions and Future Work
Naked Copper
Accomplishments -binding of a nitrosamine to
Cu(I) -shown that NO is not released in the
nitrosamine-Cu binding process
NO containing organic molecules
heme enzyme modifies L-Arginine
-acquire crystal structure for Me2NNO Naked
Cu -other nitrosamines
3 N bonding mode with various nitrosamines?
-exposed metal center promotes interaction with
the nitrosamine
possible NO storage molecule?
Biomimetic 2 cis-histidine ß-diketiminate
ligand How do nitrosamines bind to copper
metalloenzymes?
Cu-Zn Superoxide Dismutase

• catalyzes formation of NO
• from RS-NO other NO sources?

Thanks to GUROP, Georgetown Pilot Grant
Program, Georgetown Chemistry Department, Marie
Melzer, Matt Varonka, Yosra Badiei, and Kevin
Murphy.