Enzymatic Approach to the Synthesis of a Lysine-containing Sweet Peptide, N-Acetyl-L-phenylalanyl-L-lysine(Food & Nutrition)
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A sweet tasting peptide containing the L-lysine residue, N-acetyl-L-phenylalanyl-L-lysine, was synthesized from N-acetyl-L-phenylalanine ethyl ester (Ac-Phe-OEt) as donor and L-lysine esters as acceptor nucleophiles by an α-chymotrypsin catalyzed reaction. It was revealed by HPLC analysis that the reaction proceeded most satisfactorily at pH 9 within 3 min in a reaction system containing 100 mM Ac-Phe-OEt, equimolar esters of lysine and 10 μM of the enzyme, where the product yield based on the donor concentration was 53% for ethyl, 67% for n-butyl and 31% for benzyl esters. The highest reaction yield (75%) was attained by using a double molar excess of lysine n-butyl ester. The present results suggest that α-chymotrypsin may become a useful tool for the synthesis of peptides containing basic amino acids.
- 社団法人日本農芸化学会の論文
- 1989-03-23
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