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The Cis-Trans Equilibrium of N-Acetyl-L-Proline. An Experiment for the Biophysical Chemistry Laboratory

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Kathryn R. Williams , Bhavin Adhyaru , Igor German and Eric Alvarez

Department of Chemistry, University of Florida, Gainesville, FL 32611-7200

J. Chem. Educ., 2002, 79 (3), p 372

DOI: 10.1021/ed079p372

Publication Date (Web): March 1, 2002

Section:

History, Education, and Documentation

Abstract

Students in the biophysical chemistry laboratory use ¹H NMR to evaluate the equilibrium constant for the cis-trans isomerism of N-acetyl-L-proline. The four solvent systems (45:55 d₆-benzene-CDCl₃, d₆-acetone, D₂O with pH < 2, and D₂O with pH > 7) demonstrate the effects of solvent polarity and aqueous pH.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Laboratory Instruction

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Amino Acids

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