Eloisa Atienza April 20, 2009

Frances Jane Hermo Chemistry 40 Biochemistry

Nick Rainier Santos Evangeline Amor
Assignment #2: Proteins
Amino acid analysis of an octapeptide revealed the following composition:
2 Arg, 1 Gly, 1 Met, 1 Trp, 1 Tyr,1 Phe, 1 Lys.
The following facts were observed:
a. Edman degradation gave
b. CNBr treatment yielded a pentapeptide and a tripeptide containing phenylalanine.
c. Chymotrypsin treatment yielded a tetrapeptide containing a C-terminal indole amino
acid and two dipeptides.
d. Trypsin treatment yielded a tetrapeptide, a dipeptide, and free Lys and Phe.
e. Clostripain yielded a pentapeptide, a dipeptide, and free Phe.
What is the amino acid sequence of this octapeptide?
CNBr attacks the peptide bond of Met at the carboxylic group.
Gly – Arg – Lys – Trp – Met + Tyr – Arg – Phe
Chymostrypsin attacks the peptide bonds of amino acids with aromatic ring at the
carboxylic group.
Gly – Arg – Lys – Trp + Met – Tyr + Arg – Phe
Trypsin attacks the peptide bonds of Arginine and Lysine at the carboxylic group.
Gly – Arg + Lys + Trp – Met – Tyr – Arg + Phe
Clostripain attacks the peptide bond of Arginine at the carboxylic group.
Gly – Arg + Lys – Trp – Met – Tyr – Arg + Phe

Structure of the octapeptide:

Gly – Arg – Lys – Trp – Met – Tyr – Arg – Phe