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Intestinal Absorption of Amino Acid Derivatives: Importance of the Free Alpha-Amino Group

Intestinal Absorption of Amino Acid Derivatives: Importance of the Free Alpha-Amino Group

G L Amidon, M Chang, D Fleisher, R Allen

J Pharm Sci. 1982 Oct;71(10):1138-41.

PMID: 7143212

Abstract:

The intestinal absorption of L-lysine-p-nitroanilide, L-alanine-p-nitroanilide, and glycine-p-nitroanilide was studied in the presence of competitive inhibitors in a perfused rat intestine. It ws observed that L-lysine-p-nitroanilide absorption was inhibited by L-lysine methyl ester and L-arginine-beta-naphthylamide but not by N alpha-acetyl-L-lysine methyl esters. L-Alanine-p-nitroanilide absorption was inhibited by L-alinine methyl ester but not by beta-alanine methyl ester. It was further observed that N alpha-benzoyl-L-arginine-p-nitroanilide and N alpha-succinyl-L-phenylalanine-p-nitroanilide were poorly absorbed. It was concluded that the peptidase in the brush border region that serves as the hydrolysis site requires a free alpha-amino group (an aminopeptidase), and that passive absorption of these compounds occurs only to a small extent.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1205885	Glycine p-nitroanilide		1205-88-5	Price

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