Date of Award

Fall 2011

Document Type

Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

First Advisor

Sem, Daniel

Second Advisor

Timerghazin, Qadir

Third Advisor

Kovriguine, Evgueni

Abstract

Tuberculosis (TB) is one of the most dangerous diseases in a sense of spread method. According W.H.O., one third of world population has this disease and annual one of these infected people spreads 10 -15 people unintentionally. To protect human from this bacterial, the unique feature of mycrobacterial [sic] TB was studied previously. The unique cell wall, peptidoglycan, has high content of DAP (diaminopimelic acid). The disruption of synthesis DAP results in cell death due to instability of cell wall. One way to inhibiting synthesis of DAP is to modify cofactor which acts with dehydrogenase. To do that the study of cofactor is necessary.

There are limitation for determination of Nitrogen and Oxygen by X-ray Crystallography. Recent research paper found several examples that Nitrogen and Oxygen of carboxamide on Nicotinamide adenosine dinucleotide (NAD(P)(H) were misplaced in X-ray crystallography. NMR is more accurate measurement on Nitrogen and Oxygen determination. For NMR studies, 15N labeled cofactors are required due to a half spin property of Nitrogen. The synthesis of N15 labeled cofactors, NAD(P)(H)\, will be addressed. Additionally, Energy, charge, NMR, resonance structures are studied with computational calculation, Gaussian 9.0 and NBO5. There are several distinctive differences between carboxamide conformation on NAD(P)(H) by Conjugation, Nitrogen, substituent, and steric hinderance effects.

Our findings will help understanding of cofactors binding enzyme. It will facilitate the drug development.

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Chemistry Commons

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