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Annals of the New York Academy of Sciences | 1984

Enzymatic Production of Aspartame

Kiyotaka Oyama; Shigeaki Irino; Tsuneo Harada; Norio Hagi

Aspartame (1.-aspartyl-1.-phenylalanine methyl ester, APM) is the methyl ester of the terminal dipeptide of gastrin, the hormone that is released from the antral mucosa during digcstion. I t i s about 200 times as sweet as sucrose, and has a pleasant sweetness without a bitter aftertaste. Recently, i t was approved in many countries as a food additive. and is receiving much attention as a low-calorie sweetener. Proteinases catalyze the hydrolysis of peptide bonds. This is an equilibrium reaction. and thus a peptide bond may be formed in a significant yield if one can choose the proper enzymc and conditions. W e thought that aspartame might be synthesized enzymatically. After screening many enzymes, we found that some metalloproteinases that hydrolyze an amine or hydrophobic amino acids can catalyze the following react ions:


Archive | 1983

Process for producing an addition compound of a dipeptide ester and an amino acid ester

Kiyotaka Oyama; Shigeaki Irino; Tsuneo Harada; Masao Nakamura


Archive | 1987

Method for racemizing an optically active amino acid

Tsuneo Harada; Kiyotaka Oyama


Archive | 1988

Method for purifying a dipeptide ester

Tsuneo Harada; Ken-Ichi Fukuda; Hiroshi Shimizu; Akira Tokuda; Kiyotaka Oyama


Archive | 1987

Process for producing alpha-l-aspartyl-l-phenylalanine methyl ester having an improved solubility

Hidetoshi Wakamatsu; Shigeaki Irino; Tsuneo Harada; Akira Tokuda; Kiyotaka Oyama


Archive | 1996

Enzymatic coupling reaction of N-protected-L-aspartic acid and phenylalanine methyl ester

Tsuneo Harada; Shigeaki Irino; Yukio Kunisawa; Kiyotaka Oyama


Archive | 1989

Process for producing stable alpha -L-aspartyl-L-phenylalanine methyl ester

Hidetoshi Wakamatsu; Shigeaki Irino; Tsuneo Harada; Akira Tokuda; Kiyotaka Oyama


Archive | 1987

Process for producing dry alpha-L-aspartyl-L-phenylalanine methyl ester

Hidetoshi Wakamatsu; Shigeaki Irino; Tsuneo Harada; Akira Tokuda; Kiyotaka Oyama


Archive | 1996

Stabilized neutral metalloprotease composition, a method of making the composition, and a method of transporting the composition

Tsuneo Harada; Yukio Kunisawa; Kiyotaka Oyama; Johanna Christina Maria Smeets; Shuya Takasuga; Wilhelmus J. J. Van Den Tweel


Archive | 1987

Process for producing stable α-L-aspartyl-L-phenylalanine methyl ester

Hidetoshi Wakamatsu; Shigeaki Irino; Tsuneo Harada; Akira Tokuda; Kiyotaka Oyama

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