Synthesis and characterization of chemical analogs of nitrile hydratase: Initial steps in design of a functionalized metal-organic framework

CHED 1254

Jennifer J. Smith and Jeffrey J. Bodwin, bodwin@mnstate.edu. Department of Chemistry, Minnesota State University Moorhead, 1104 7th Avenue South, Moorhead, MN 56563
Nitrile hydratase (NHase) is a cobalt or iron containing enzyme that catalyses the conversion of nitriles to amides. NHase is used commercially for production of acrylamide, nicotinamide, etc. and for the bioremediation of nitriles in contaminated water sources. Although NHase performs quite well in these applications, it would be convenient to have a small-molecule functional model of the enzyme active site for use in applications that are not amenable to the biological form of the enzyme. To this end, we have been attempting to synthesize an analog of the cobalt-containing enzyme that could be immobilized on or included in the structure of a metal-organic framework (MOF). A characteristic absorbance at 425nm confirms formation of the complex shown below. This complex's catalytic competence in the conversion of acetonitrile to acrylamide as well as ligand modifications for inclusion in/on a MOF will be presented.