Thomas G. Upton, Ph.D.

Affiliations: 
2008 Chemistry University of Southern California, Los Angeles, CA, United States 
Area:
organophosphorus, bioorganic and medicinal chemistry
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Charles E. McKenna grad student 2008 USC
 (Design and synthesis of a series of methylenebisphosphonates: A nucleotide analogue toolkit to probe nucleic acid polymerase structure and function.)
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Publications

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Haratipour P, Minard C, Nakhjiri M, et al. (2020) Completing the β,γ-CXY-dNTP Stereochemical Probe Toolkit: Synthetic Access to the dCTP Diastereomers and P and F NMR Correlations with Absolute Configurations. The Journal of Organic Chemistry
Senavirathne G, Jaszczur M, Auerbach PA, et al. (2012) Single-stranded DNA scanning and deamination by APOBEC3G cytidine deaminase at single molecule resolution. The Journal of Biological Chemistry. 287: 15826-35
Chamberlain BT, Upton TG, Kashemirov BA, et al. (2011) α-Azido bisphosphonates: synthesis and nucleotide analogues. The Journal of Organic Chemistry. 76: 5132-6
Surya Prakash GK, Zibinsky M, Upton TG, et al. (2010) Synthesis and biological evaluation of fluorinated deoxynucleotide analogs based on bis-(difluoromethylene)triphosphoric acid. Proceedings of the National Academy of Sciences of the United States of America. 107: 15693-8
Batra VK, Pedersen LC, Beard WA, et al. (2010) Halogenated beta,gamma-methylene- and ethylidene-dGTP-DNA ternary complexes with DNA polymerase beta: structural evidence for stereospecific binding of the fluoromethylene analogues. Journal of the American Chemical Society. 132: 7617-25
Upton TG, Kashemirov BA, McKenna CE, et al. (2009) Alpha,beta-difluoromethylene deoxynucleoside 5'-triphosphates: a convenient synthesis of useful probes for DNA polymerase beta structure and function. Organic Letters. 11: 1883-6
Sucato CA, Upton TG, Kashemirov BA, et al. (2008) DNA polymerase beta fidelity: halomethylene-modified leaving groups in pre-steady-state kinetic analysis reveal differences at the chemical transition state. Biochemistry. 47: 870-9
McKenna CE, Kashemirov BA, Upton TG, et al. (2007) (R)-beta,gamma-fluoromethylene-dGTP-DNA ternary complex with DNA polymerase beta. Journal of the American Chemical Society. 129: 15412-3
Sucato CA, Upton TG, Kashemirov BA, et al. (2007) Modifying the beta,gamma leaving-group bridging oxygen alters nucleotide incorporation efficiency, fidelity, and the catalytic mechanism of DNA polymerase beta. Biochemistry. 46: 461-71
Laughrey ZR, Upton TG, Gibb BC. (2006) A deuterated deep-cavity cavitand confirms the importance of C-H...X-R hydrogen bonds in guest binding. Chemical Communications (Cambridge, England). 970-2
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