Preparation and enzymatic hydrolysis of a library of esters

CHED 181

Traci L. Smith, smitht@hope.edu and Elizabeth M. Sanford, sanford@hope.edu. Department of Chemistry, Hope College, 35 E. 12th St., P.O. Box 9000, Holland, MI 49422-9000
A description of an investigative case study involving the preparation of a library of esters using a Fischer esterification and an alcoholysis of acid chlorides and their subsequent enzymatic hydrolysis by pig liver esterase and orange peel esterase is given. Students worked collaboratively to prepare and characterize the library of esters and complete and evaluate the feasibility of the enzymatic hydrolysis for the goals of the case. Students made extensive use of the 1H NMR to characterize products and to determine the product or products of the enzymatic reaction. The interdisciplinary nature of this experiment in the context of a case study allowed students to make connections to biology, see how chemical and biological approaches to a problem differ and complement each other, gain experience in a sequential three step synthesis and the characterization of mixtures and develop group skills and reflective judgment.
 

General Posters
7:30 PM-9:30 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Chemical Education

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007