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Peptide Synthesis in Organic Solvent with an Immobilized Enzyme

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Book cover Biochemical Engineering for 2001

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Abstract

Reaction with an immobilized protease in an organic solvent is one of the most effective methods for peptide synthesis both because the equilibrium of the reaction shifts towards the peptide formation and because a continuous operation is possible. However, its reaction mechanism has not yet been clarified. In this study, we elucidated the reaction mechanism from a viewpoint of the substrate concentration dependency of the reaction rate. We synthesized three dipeptide precursors with immobilized thermolysin (IMT) in ethyl acetate as a model reaction (Eq.1). In particular, synthesis of Z-AspPheOMe1 was elucidated in detail.

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References

  1. K. Nakanishi, T. Kamikubo, R. Matsuno (1985) Continuous synthesis of N- (benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl ester with immobilized thermolysin in an organic solvent. Bio/Technology 3: 459–464

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  2. K. Nakanishi, A. Takeuchi, R. Matsuno (1990) Long-term continuous synthesis of aspartame precursor in a column reactor with an immobilized thermolysin. Appl Microbiol Biotechnol 32: 633–636

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  3. K. Nakanishi, R. Matsuno (1989) Kinetics and equilibrium of enzymatic synthesis of peptides in aqueous/organic biphasic systems — Thermolysin catalyzed synthesis of N-(benzyloxycarbonyl)-L-phenylalanine methyl ester. Eur J Biochem 161: 541–549

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Author information

Authors and Affiliations

  1. Department of Biotechnology, Faculty of Engineering, Okayama University, Tsushima-naka, Okayama, 700, Japan

    Takeshi Nagayasu & Kazuhiro Nakanishi

Authors
  1. Takeshi Nagayasu
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  2. Kazuhiro Nakanishi
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Editor information

Editors and Affiliations

  1. Department of Chemical Engineering, Faculty of Engineering, The University of Tokyo, 3-1 Hongo 7-chome, Bunkyo-ku, Tokyo 113, Japan

    Shintaro Furusaki

  2. The Institute of Physical and Chemical Research, 2-1 Hirosawa, Wako-shi, Saitama, 351-01, Japan

    Isao Endo (Head of Chemical Engineering Laboratory) (Head of Chemical Engineering Laboratory)

  3. Department of Food Science and Technology, Faculty of Agriculture, Kyoto University, Kitashirakawa Oiwake-cho, Sakyo-ku, Kyoto, 606-01, Japan

    Ryuichi Matsuno

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© 1992 Springer-Verlag Tokyo

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Nagayasu, T., Nakanishi, K. (1992). Peptide Synthesis in Organic Solvent with an Immobilized Enzyme. In: Furusaki, S., Endo, I., Matsuno, R. (eds) Biochemical Engineering for 2001. Springer, Tokyo. https://doi.org/10.1007/978-4-431-68180-9_28

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  • DOI: https://doi.org/10.1007/978-4-431-68180-9_28

  • Publisher Name: Springer, Tokyo

  • Print ISBN: 978-4-431-68182-3

  • Online ISBN: 978-4-431-68180-9

  • eBook Packages: Springer Book Archive

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