Display options
Cite
Oaki J, Nakahara K, Tamura M, et al. One Step Synthesis of Inverted Aspartame Type Sweetener, Ac-Phe-Lys, Using Chemically Modified Chymotrypsin. Biosci Biotechnol Biochem. 1999;63(7):1156-9doi: 10.1271/bbb.63.1156.
Oaki, J., Nakahara, K., Tamura, M., & Okai, H. (1999). One Step Synthesis of Inverted Aspartame Type Sweetener, Ac-Phe-Lys, Using Chemically Modified Chymotrypsin. Bioscience, biotechnology, and biochemistry, 63(7), 1156-9. https://doi.org/10.1271/bbb.63.1156
Oaki, J, et al. "One Step Synthesis of Inverted Aspartame Type Sweetener, Ac-Phe-Lys, Using Chemically Modified Chymotrypsin." Bioscience, biotechnology, and biochemistry vol. 63,7 (1999): 1156-9. doi: https://doi.org/10.1271/bbb.63.1156
Oaki J, Nakahara K, Tamura M, Okai H. One Step Synthesis of Inverted Aspartame Type Sweetener, Ac-Phe-Lys, Using Chemically Modified Chymotrypsin. Biosci Biotechnol Biochem. 1999;63(7):1156-9. doi: 10.1271/bbb.63.1156. PMID: 27380229.
Copy Download .nbib Format: NLM
Share it on

Biosci Biotechnol Biochem. 1999;63(7):1156-9. doi: 10.1271/bbb.63.1156.

One Step Synthesis of Inverted Aspartame Type Sweetener, Ac-Phe-Lys, Using Chemically Modified Chymotrypsin.

Bioscience, biotechnology, and biochemistry

J Oaki, K Nakahara, M Tamura, H Okai

Affiliations

  1. a Department of Fermentation Technology, Faculty of Engineering, Hiroshima University.
  2. b Tokyo Research Laboratories, Kowa Company, Ltd.

PMID: 27380229 DOI: 10.1271/bbb.63.1156

Abstract

To search for techniques of simplified peptide synthesis, benzyloxycarbonyl chymotrypsin was prepared by a water-soluble acylating reagent and used to make Ac-Phe-Lys, an artificial peptide sweetener, which was selected as a target compound. As a result of using chemically modified chymotrypsin, Lys can be coupled directly with Ac-Phe and Ac-Phe-Lys made virtually in one step. Moreover, the total yield from preparation and purification steps for Ac-Phe-Lys was 13%. The value corresponds to that of the chemical synthesis method. On the contrary, enzymatic synthesis using native chymotrypsin cannot reach the level of the new method. It is expected that the method is more effective for simplified peptide synthesis as compared with other methods, especially on a large scale.

Keywords: acetyl-phenylalanyl-lysine; chemically modified chymotrypsin; enzymatic peptide synthesis; inverted-aspartame-type sweetener; water-soluble acylating reagent

Publication Types