Teaching Catalytic Antibodies to Undergraduate Students: An Organic Chemistry Lab Experiment

Avidor Shulman and Ehud Keinan
Department of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa 32000, Israel
Doron Shabat and Carlos F. Barbas III
The Scripps Research Institute, Department of Molecular Biology and the Skaggs Institute for Chemical Biology, 10550 North Torrey Pines Rd., La Jolla, CA 92037
J. Chem. Educ., 1999, 76 (7), p 977
DOI: 10.1021/ed076p977
Publication Date (Web): July 1, 1999

Abstract

Only 13 years ago, few believed that antibodies could be catalytic or that any protein could be made to order to perform a catalytic task. The field has quickly matured from initial proof of concept and demonstration of fundamental enzyme-like characteristics to one in which antibodies have catalyzed an extremely broad range of organic transformations. Now that the first catalytic antibody is commercially available, it is possible to bring these novel biocatalysts into the classroom so every student can gain hands-on experience and carry out experiments on the cutting edge of scientific discovery.

This lab project deals with antibody-catalyzed aldol condensations. It includes the (i) synthesis of substrate and product; (ii) HPLC characterization of the antibody-catalyzed reaction; (iii) titration of the antibody active-site; and (iv) analysis of the kinetics of the antibody-catalyzed reaction. The lab project provides training not only in biocatalysis but in a number of related aspects of chemical and biochemical research, including organic synthesis, mechanistic organic chemistry, and chemical kinetics. Students will learn the use of various experimental techniques, such as UV-vis spectroscopy and HPLC, to monitor chemical reactions and determine kinetic parameters. They will be exposed to concepts and terminology of bioorganic chemistry, such as protein structure and function, inhibition and active-site titration, and basic principles of biocatalysis.

Keywords (Audience):

Graduate Education / Research

Keywords (Domain):

Organic Chemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Aqueous Solution Chemistry

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History

  • Received: August 03, 2009

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