Esterification

When heated with alcohol in the presence of anhydrous hydrochloric acid, COOH in the a-position on the amino acid converts to the hydrochloride of the ester salt, corresponding to the alcohol used. This ester bond is easily released by treatment with alkali solution. The free ester of an amino acid eliminates alcohol on standing or warming to form cyclic 2,5-diketopiprazine, which converts to the corresponding peptide by hydrolysis with weak acidic. Moreover, when this amino acid ester reacts with hydrox-ylamine, it changes to hydroxamic acid, which on colorimetric analysis exhibits a specific color with FeCl3.

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