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Dipeptide Sequence Determination: Analyzing Phenylthiohydantoin Amino Acids by HPLC

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Janice S. Barton , Chung-Fei Tang and Steven S. Reed

Department of Chemistry, Washburn University, Topeka, KS 66621

J. Chem. Educ., 2000, 77 (2), p 268

DOI: 10.1021/ed077p268

Publication Date (Web): February 1, 2000

Section:

History, Education, and Documentation

Abstract

Amino acid composition and sequence determination, important techniques for characterizing peptides and proteins, are essential for predicting conformation and studying sequence alignment. This experiment presents improved, fundamental methods of sequence analysis for an upper-division biochemistry laboratory. Working in pairs, students use the Edman reagent to prepare phenylthiohydantoin derivatives of amino acids for determination of the sequence of an unknown dipeptide. With a single HPLC technique, students identify both the N-terminal amino acid and the composition of the dipeptide. This method yields good precision of retention times and allows use of a broad range of amino acids as components of the dipeptide. Students learn fundamental principles and techniques of sequence analysis and HPLC.

Keywords (Audience):

Upper-Division Undergraduate

Keywords (Domain):

Biochemistry

Keywords (Pedagogy):

Hands-On Learning / Manipulatives

Keywords (Subject):

Amino Acids

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