Chemistry 30A3 Fall 2011 Labs Dr. Troendle 52

Chemistry 30A3 Fall 2011 Labs Dr. Troendle 52 - EXPERIMENT...

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Chemical Biology 3OA3, September 2009 Page 52 E XPERIMENT 7 S TUDYING THE R EGIOSELECTIVITY OF O RANGE P EEL E STERASE 1. O VERVIEW In Part 1 of this lab, you will be given one of 6 possible monoesters containing a phenolic group, and acylate this compound with one of 5 possible acyl chlorides to prepare one of 30 possible diesters. Then, in Part 2, you will examine the enzyme orange peel esterase (OPE) and determine which of the two distinct ester groups in your synthetic substrate is hydrolyzed by this enzyme. You will also estimate the rate of ester hydrolysis for your substrate, and finally you will use the entire class data set of rates for all the substrates to construct a model of the esterase active site. 2. I NTRODUCTION A highly active area of research in organic chemistry involves using enzymes to perform organic transformations (1-4) . Enzymes have the potential advantages of (1) catalyzing reactions under mild conditions (aqueous solution, neutral p H, room temperature) and (2) high selectivity. In this context, selectivity can mean
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This note was uploaded on 01/08/2012 for the course CHM 30A3 taught by Professor Ricktroendle during the Fall '11 term at UNF.

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