ORGN 144 |
| We recently reported a kinetic study of the hydride transfer reaction from isopropanol to an NAD+ model, N-methylacridinium ion (MA+) (Tetrahedron Lett. 2007, 48, 6356). The reaction is believed to be an effective model of the alcohol dehydrogenase reaction. The complexed Zn(II) in the active site of the enzyme catalyzes the hydride reduction of the NAD+ with alcohols by forming a reactive zinc alkoxide. We report the study of the effect of Zn(II) and its complexes on the kinetics of our model reaction in order to provide insights into the role of the Zn(II) during the biochemical process. No rate acceleration was observed for the reactions in the presence of either the free or complexed form of Zn (II). This may be explained in terms of electrostatic repulsion effect between MA+ and the positively charged zinc(II) associated with the alkoxide so that the chances for the two species to react are little. |
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Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster
Division of Organic Chemistry |