Synthesis of aspartame precursor with an immobilized thermolysin in mixed organic solvents
โ Scribed by Masamitsu Miyanaga; Takaaki Tanaka; Takaharu Sakiyama; Kazuhiro Nakanishi
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- English
- Weight
- 455 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0006-3592
No coin nor oath required. For personal study only.
โฆ Synopsis
N-(benzyloxycarbony1)-L-aspartyl-L-phenylalanine methyl ester, a precursor of the synthetic sweetener, aspartame, was synthesized from N-(benzyloxycarbony1)-L-as- partic acid and L-phenylalanine methyl ester with an immobilized thermolysin (EC 3.4.24.4) in the mixed organic solvent system of tert-amyl alcohol and ethyl acetate. A mixed solvent consisting of tert-amyl alcohol and ethyl acetate at a ratio of 33:67 (v/v) was found to be the most suitable with respect to synthetic rate and stability of the immobilized enzyme. The reaction continued to proceed quite successfully in a column reactor at 40ยฐC and at a space velocity of 3.6 h -' with a yield of 99%, using 40 m M Z-Asp and 200 m M PheOMe dissolved in the mixed solvent as the substrate.
๐ SIMILAR VOLUMES
N-(Benzyloxycarbonyl)-L-asparty-L-phenylalanine methyl ester, the precursor of the synthetic sweetener aspartame, was continuously synthesized in an immobilized thermolysin plug-flow type reactor at 25 degrees C with the substrates (N-benzyloxycarbonyl-L-aspartic acid and L-phenylalanine methyl este
Lipase from Candida rugosa immobilized on a nylon support has been used to synthesize lovastatin, a drug which lowers serum cholesterol levels, by the regioselective acylation of a diol lactone precursor with 2methylbutyric acid in mixtures of organic solvents. Analogs of lovastatin having a differe