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Aminoacylase-Catalyzed Synthesis of N-Acyl Amino Acid from Fatty Acid or Its Ethyl Ester and Amino Acid

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Book cover Biochemical Engineering for 2001

Abstract

There are many works on synthesis of valuable substances through condensation or transferase action by using hydrolytic enzymes, such as proteinases [1,2] or lipases [3]. However, few attempt has been reported for aminoacylase-catalyzed synthesis of N-acyl amino acid from amino acid and fatty acid or its ethyl ester [4]. Especially, fatty acid or its ester with the acyl-chain longer than 3 has not been used for the synthesis. In this study we tried to synthesize N-acyl amino acids with the acyl-chain of 2 to 7 from fatty acid or its ethyl ester and L-methionine or L-tryptophan by aminoacylase through condensation and transesterification. The products, N-acyl amino acids with longer acyl-chains, may be usable as safe biosurfactants.

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References

  1. Morihara K (1987) Using proteases in peptide synthesis TIBTECH 5: 164–170

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  2. Kimura Y, Nakanishi K, Matsuno R (1990) Enzymatic synthesis of the precursor of Leu-enkephalin in water-immiscible organic solvent systems. Enzyme Microb Technol 12: 272–280

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Author information

Authors and Affiliations

  1. Department of Food Science and Technology, Faculty of Agriculture, Kyoto University, Kitashirakawa, Sakyoku, Kyoto, 606-01, Japan

    Yukitaka Kimura, Yuriko Kobayashi, Shuji Adachi & Ryuichi Matsuno

Authors
  1. Yukitaka Kimura
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  2. Yuriko Kobayashi
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  3. Shuji Adachi
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  4. Ryuichi Matsuno
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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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Kimura, Y., Kobayashi, Y., Adachi, S., Matsuno, R. (1992). Aminoacylase-Catalyzed Synthesis of N-Acyl Amino Acid from Fatty Acid or Its Ethyl Ester and Amino Acid. In: Furusaki, S., Endo, I., Matsuno, R. (eds) Biochemical Engineering for 2001. Springer, Tokyo. https://doi.org/10.1007/978-4-431-68180-9_27

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  • DOI: https://doi.org/10.1007/978-4-431-68180-9_27

  • 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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