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p-Nitroanilides of N-acylated di-, tri- and tetrapeptides with C-terminal arginine or lysine residues have been obtained, as a rule with good yields, via acylation of arginine or lysine p-nitroanilides by methyl esters of respective N-acylated peptides, catalyzed by subtilisin or α-chymotrypsin. The synthesis might be performed by two routes--by reaction in water-organic solvent mixtures, catalyzed...
In α-chymotrypsin-catalyzed acyl-transfer reactions in water the specificity of the enzyme (the nucleophile reactivity of amino acid amides) is correlated with the substrate hydrophobicity and increases as the hydrophobicity of the side chain of the amino acid amides is increased. In a low water system (4% H 2 O) bulky amino acid amides are less efficient nucleophiles. The specificity of α-chymotrypsin...
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