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Demonstration of Enantiomer Specificity of Proteins and Drugs

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Gretchen L. Anderson

Department of Chemistry, Indiana University–South Bend, South Bend, IN 46634-7111

Shallee T. Page

Department of Chemistry and Biochemistry, University of Maine–Machias, Machias, ME 04654

J. Chem. Educ., 2004, 81 (7), p 971

DOI: 10.1021/ed081p971

Publication Date (Web): July 1, 2004

Section:

History, Education, and Documentation

Abstract

In addition to the traditional use of molecular models of tetrahedral asymmetric centers, the concept of chirality and its importance to protein–drug interactions is demonstrated in a guided classroom activity. A watchglass with three different colored Post-it Notes is set on a desktop or table surface to simulate a molecular binding site of a protein. As students build models of symmetric and asymmetric centers, the models are tested for binding to the watchglass "binding site". By relating the chiral or achiral models to various common or familiar drugs, students can easily understand the importance of chirality in protein–drug interactions. This approach can be easily adapted to the knowledge base of the student and can include concepts of prochirality, nomenclature, properties, and chemical separation schemes of enantiomers.

See the Discussion on this Tested Demonstation.

Keywords (Audience):

High School / Introductory Chemistry

Keywords (Domain):

Demonstrations

Keywords (Feature):

JCE DigiDemos: Tested Demonstrations

Keywords (Subject):

Enantiomers

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