Menthone

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Jochen Mattay - One of the best experts on this subject based on the ideXlab platform.

Ursula Jansen - One of the best experts on this subject based on the ideXlab platform.

Jan Runsink - One of the best experts on this subject based on the ideXlab platform.

Mitsuo Miyazawa - One of the best experts on this subject based on the ideXlab platform.

  • biotransformation of 1r 4s Menthone and 1s 4r Menthone by the common cutworm spodoptera litura larvae
    Journal of Oleo Science, 2017
    Co-Authors: Shinsuke Marumoto, Yoshiharu Okuno, Yuki Hagiwara, Mitsuo Miyazawa
    Abstract:

    Using biotransformation as a biocatalytic process has the advantage of being able to proceed under mild conditions and with high regio- and enantioselectivity. This study investigated the biotransformation of (-)-(1R,4S)-Menthone (1) and (+)-(1S,4R)-Menthone (2) by Spodoptera litura larvae. Compound 1 was converted to (-)-(1R,4S)-7-hydroxyMenthone (1-1), (+)-(1R,3S,4S)-7-hydroxyneomenthol (1-2) and (-)-(1R,4S,8R)-p-menth-3-one-9-oic acid (1-3). The metabolism of substrate 2 generated three enantiomers of the above metabolites, designated as 2-1 to 2-3, respectively. The C-9 position of (-)-Menthone and (+)-Menthone was oxidized to carboxylic acid by S. litura, which is a metabolic pathway not observed in any other example of biocatalysis.

  • Biotransformation of (-)-(1R,4S)-Menthone and (+)-(1S,4R)-Menthone by the Common Cutworm Spodoptera litura Larvae.
    Journal of Oleo Science, 2017
    Co-Authors: Shinsuke Marumoto, Yoshiharu Okuno, Yuki Hagiwara, Mitsuo Miyazawa
    Abstract:

    Using biotransformation as a biocatalytic process has the advantage of being able to proceed under mild conditions and with high regio- and enantioselectivity. This study investigated the biotransformation of (-)-(1R,4S)-Menthone (1) and (+)-(1S,4R)-Menthone (2) by Spodoptera litura larvae. Compound 1 was converted to (-)-(1R,4S)-7-hydroxyMenthone (1-1), (+)-(1R,3S,4S)-7-hydroxyneomenthol (1-2) and (-)-(1R,4S,8R)-p-menth-3-one-9-oic acid (1-3). The metabolism of substrate 2 generated three enantiomers of the above metabolites, designated as 2-1 to 2-3, respectively. The C-9 position of (-)-Menthone and (+)-Menthone was oxidized to carboxylic acid by S. litura, which is a metabolic pathway not observed in any other example of biocatalysis.

  • biotransformation of Menthone by human liver microsomes
    Bioscience Biotechnology and Biochemistry, 2006
    Co-Authors: Mitsuo Miyazawa, Kyousuke Nakanishi
    Abstract:

    The aim of the current study was to investigate the metabolism of (−)-Menthone by liver microsomes of humans. (−)-Menthone (1) was metabolized to (+)-neomenthol (2) (3-reduction) and 7-hydroxyMenthone (3) by human liver microsomes. The metabolites formed were analyzed on GC and GC–MS. Kinetic analysis showed that K m and V max values for the metabolized (−)-Menthone to respective (+)-neomenthol and 7-hydroxyMenthone by liver microsomes of human sample HG70 were 0.37 mM and 4.91 nmol/min/mg protein and 0.07 mM and 0.71 nmol/min/mg protein.

  • Biotransformation of (−)-Menthone by Human Liver Microsomes
    Bioscience Biotechnology and Biochemistry, 2006
    Co-Authors: Mitsuo Miyazawa, Kyousuke Nakanishi
    Abstract:

    The aim of the current study was to investigate the metabolism of (−)-Menthone by liver microsomes of humans. (−)-Menthone (1) was metabolized to (+)-neomenthol (2) (3-reduction) and 7-hydroxyMenthone (3) by human liver microsomes. The metabolites formed were analyzed on GC and GC–MS. Kinetic analysis showed that K m and V max values for the metabolized (−)-Menthone to respective (+)-neomenthol and 7-hydroxyMenthone by liver microsomes of human sample HG70 were 0.37 mM and 4.91 nmol/min/mg protein and 0.07 mM and 0.71 nmol/min/mg protein.

Irena Katzir - One of the best experts on this subject based on the ideXlab platform.