Synthesis of Proposed Inhibitors of the Enzyme Aspartate-Beta-Semialdehyde Dehydrogenase.
Published in Journal of Undergraduate Chemistry Research, 2018
Abstract
Analogs for the substrates of aspartate semialdehyde dehydrogenase were prepared. Phosphonomethylcysteine, its sulfoxide, and its sulfone were synthesized starting from phosphonomethyltrifluoromethanesulfonic acid and cysteine. Phosphonomethylhomocysteine, its sulfoxide, and its sulfone were prepared in a similar manner. 2-Amino-5-phosphonopentanoic acid, 2-amino-4-butanoic acid, were synthesized via the Hell-Volhard-Zelinsky reaction. S-Methylcysteinesulfone was synthesized by oxidation of S-methylcysteine. A bisubstrate analog was also synthesized, namely S-(3-(acetyl)pyridinyl) homocysteine. Most of these molecules are potential inhibitors of aspartate β -semialdehyde dehydrogenase.
Recommended citation: Halkides CJ, Langford WS, Kish WS, Johnson NP, Lookadoo DB, Hey B, Jansen D, Hifko N. Synthesis of Proposed Inhibitors of the Enzyme Aspartate-Beta-Semialdehyde Dehydrogenase. Journal of Undergraduate Chemistry Research. (2018)
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