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Doug Frantz
Assistant Professor
Office Phone: (210) 458-7048
Office: BSE 4.258
E-Mail: doug.frantz@utsa.edu
Areas of Specialization
• Medicinal Chemistry
• Process Chemistry
• Asymmetric Catalysis
• Heterocyclic Synthesis
• Physical Organic Chemistry
Laboratory Web Page
• http://www.utsa.edu/chem/faculty/dougfrantz/index.html
Research Interests
The centralized theme of research in my lab involves the application and development of new synthetic methodology in organic chemistry that can provide new avenues of chemical reactivity while keeping practicality as a viable and equally important goal. Many of the reactions we develop are mediated by late-transition metals catalysts that are fine-tuned through the use of real-time quantitative techniques allowing us to rapidly screen new reactions and parameters with unparalleled efficiency in academia. Furthermore, my lab is also involved with several medicinal chemistry programs aimed at developing new small molecule probes towards studying the mechanisms of stem cell differentiation. Students in my lab learn techniques in synthetic chemistry, medicinal chemistry, analytical chemistry, physical organic chemistry and drug discovery and development.
Selected Publications
An Alternative Polyamine Biosynthetic Pathway Is Widespread in Bacteria and Essential for Biofilm Formation in Vibrio cholerae
Lee, J., Sperandio, V., Frantz, D. E., Longgood, J., Camilli, J., Phillips, M. A., Michael, A. J. J.
Biol. Chem. 2009, 284, 9899.
Process Development of a Potent Bradykinin 1 Antagonist
Menzel, K., Machrouhi, F., Bodenstein, M., Alorati, A., Cowden, C., Gibson, A. W., Bishop, B., Ikemoto, N., Nelson, T. D., Kress, M. H., Frantz, D. E.
"Org. Process Res. Dev. 2009, 13, 519.
Process Development of a Potent Bradykinin 1 Antagonist
Schneider, J. W.; Gao, Z.; Li, S.; Farooqi, M.; Tang, T., -S.; Bezprozvanny, I.; Frantz, D. E.; Hsieh, J.
Nature Chem. Bio 2008, 4, 408.
Stereoselective Synthesis of Acetoacetate-Derived Enol Triflates
Babinski, D.; Soltani, O.; Frantz, D. E.
Org. Lett. 2008, 10, 2901.
Cardiogenic small molecules that enhance myocardial repair by stem cells
Sadek, H.; Hannack, B.; Choe, E.; Wang, J.; Latif, S.; Garry, M. G.; Garry, D. J.; Longgood, J.; Frantz, D. E.; Olson, E. N.; Hsieh, J,; Schneider, J. W.
Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 6063-6068.
Substitution effect on the regioselective halogen/metal exchange of 3-substituted 1,2,5-tribromobenzenes
Menzel, K.; Mills, P. M.; Frantz, D. E.; Nelson, T. D.; Kress, M. H.
Tetrahedron Lett. 2008, 49, 415-418.
High-Throughput Screen for Small Molecule Inhibitors of Mint1-PDZ Domains
Chen, X.; Longgood, J. C.; Michnoff, C.; Wei, S.; Frantz, D. E.; Bezprozvanny, I.
Assay and Drug Development Technologies 2007, 5, 769-784.
Halogen - metal exchange of 3-substituted 1,2-dibromoarenes: the use of long-range JCH coupling constants to determine regiochemistry
DiMichele, L.; Menzel, K.; Mills, P.; Frantz, D. E..; Nelson, T. D.
Magn. Reson. Chem. 2006, 44, 1041-1043.
An Improved Method for the Bromination of Metalated Haloarenes via Lithium, Zinc Transmetalation: A Convenient Synthesis of 1,2-Dibromoarenes
Menzel, K.; Fisher, E. L.; DiMichele, L.; Frantz, D. E.; Nelson, T. D.; Kress, M. H.
J. Org. Chem. 2006, 71,2188-2191.
Regioselective Halogen-Metal Exchange Reaction of 3-Substituted 1,2-Dibromo Arenes: The Synthesis of 2-Substituted 5-Bromobenzoic Acids
Menzel, K.; DiMichele, L.; Mills, P.; Frantz, D. E.; Nelson, T. D.; Kress, M. H.
Synlett 2006, 12, 1948-1952.
Current graduate students
• David Babinski
Current project involves the use of stereodefined enol triflates in catalytic Pd-mediated reactions
• Hector Aguilar
Current project involves the developing new routes to novel heterocyclic small molecules that are capable of inducing stem cell differentiation
• Ian Crouch
Current project involves the chromatography free synthesis of alkynoates and allenoates and the extension of new transition metal mediated processes.
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