Abstract
Abstract In our previous communication ( Matsuo, 1965 ), we reported selective 2H- and 3H-labelling reaction at the C-terminal amino acid of several N-acetylpeptides through the C-terminal racemization mechanism. The selective deuteration or tritiation is based upon the C-terminal oxazolone formation in peptides by the action of acetic anhydride or dicyclohexylcarbodiimide, followed by the base-catalyzed hydrolytic ring-opening in deuterium oxide or tritium oxide as shown in the following scheme. The above selective C-terminal tritiation has now been applied to the determination of the known C-terminal amino acids of angiotensin II ( Skeggs, 1955 ) and beef-insulin ( Sanger, 1955 ). The experimental results described in this communication will indicate that the C-terminal determination of polypeptides or proteins may be accomplished in a simple manipulation and in a micro-scale by this method. A modification of the above procedure for identifying C-terminal aspartic acid and proline, which were two exceptions that resisted the oxazolone formation by the above method, will also be described.
Published Version
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