Glycyglycine Experiment

Essay # 1957

Chemistry

Deblocking of Benzyloxycarbonylglycylglycine to Glycylglycine.

950 words () | 4 sources | 1999 United States

Paper Summary:

This paper details the results of a chemistry experiment on the deblocking of benzyloxycarbonlyglycylglycine to glycylglycine. The production of glycylglycine 4, a peptide consisting of two glycine units, is described. The reaction of Z-Gly-Gly-OH 1, an N-carbobenzoxylated peptide was reacted with hydrogen bromide in acetic acid to produce glycylglycine 4. The purification of glycylglycine 4 was achieved through filtration to give a low yield of 13%. The experiment was successful with the product being identified as glycylglycine 4; it was identified as such through the analysis of its melting point.

From the Paper:

"Z-Gly-Gly-OH 1 is a peptide composed of two gylcine residues or units. Z-Gly-Gly-OH 1 may also be referred to as a C-terminal amino acid because it has a free carboxyl group at the right end of the molecule1. Z-Gly-Gly-OH 1 is reacted with hydrogen bromide in glacial acetic acid, which results in the scission of the N-acyl substituent yielding glycylglycine 42. "