Surface participation during imine formation

ORGN 521

David R. Dalton, david.dalton@temple.edu1, Philip E. Sonnet, psonett@temple.edu1, and Linda M. Mascavage, mascavage@arcadia.edu2. (1) Department of Chemistry, Temple University, Temple University, 13th and Norris Streets, Philadelphia, PA 19122, (2) Department of Chemistry, Arcadia University, 450 South Easton Road, Glenside, PA 19038
Calculations show that the reaction between the gases methanamine and ethanal to form a gas phase imine (via a carbinolamine) is assisted by water molecules. Do pyridoxal dependent enzymes employ a similar mechanism using the hydroxyl groups of water and/or amino acid residues such as serine, threonine, et al., to convert the aldehyde to the internal aldimine? Data from the Protein Data Bank is analyzed.
 

Physical Organic Chemistry, Metal-Mediated Reactions, Asymmetric Reactions and Syntheses
8:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007