Anomer-Selective Glucosylation of l-Menthol by Yeast α-Glucosidase

Hiroyuki Nakagawa, Masaaki Yoshiyama, Susumu Shimura, Kotaro Kirimura, Shoji Usami

    Research output: Contribution to journalArticle

    21 Citations (Scopus)

    Abstract

    l-Menthol was glucosylated by the α-glucosidase (EC 3.2.1.20) of Saccharomyces cerevisiae using maltose as the glucosyl donor. When 50 mg of l-menthol and 1.6 M maltose in 10 mM citrate-phosphate buffer (pH 5.5) were incubated at 45°C, l-menthyl α-D-glucopyranoside (α-MenG) was α-anomer-selectively formed as a product. The specificity of the α-linkage was confirmed by 13C-NMR analysis. In the reaction mixture after 2 h, α-MenG was mainly accumulated in a crystalline form and the concentration of dissolved α-MenG was constant at 1.4 mM. The molar conversion yield of α-MenG produced based on the supplied l-menthol was maximally 30.7% at 48 h of reaction.

    Original languageEnglish
    Pages (from-to)1332-1336
    Number of pages5
    JournalBioscience, Biotechnology and Biochemistry
    Volume62
    Issue number7
    Publication statusPublished - 1998 Jul

    Fingerprint

    Glucosidases
    Menthol
    Maltose
    menthol
    glucosidases
    Yeast
    Yeasts
    maltose
    yeasts
    Phosphates
    Nuclear magnetic resonance
    alpha-glucosidase
    Crystalline materials
    Citric Acid
    citrates
    Saccharomyces cerevisiae
    Buffers
    buffers
    phosphates

    Keywords

    • α-glucosidase
    • Menthol
    • Saccharomyces cerevisiae
    • Transglucosylation

    ASJC Scopus subject areas

    • Food Science
    • Biochemistry, Genetics and Molecular Biology(all)
    • Biochemistry
    • Biotechnology
    • Chemistry (miscellaneous)
    • Applied Microbiology and Biotechnology
    • Bioengineering

    Cite this

    Nakagawa, H., Yoshiyama, M., Shimura, S., Kirimura, K., & Usami, S. (1998). Anomer-Selective Glucosylation of l-Menthol by Yeast α-Glucosidase. Bioscience, Biotechnology and Biochemistry, 62(7), 1332-1336.

    Anomer-Selective Glucosylation of l-Menthol by Yeast α-Glucosidase. / Nakagawa, Hiroyuki; Yoshiyama, Masaaki; Shimura, Susumu; Kirimura, Kotaro; Usami, Shoji.

    In: Bioscience, Biotechnology and Biochemistry, Vol. 62, No. 7, 07.1998, p. 1332-1336.

    Research output: Contribution to journalArticle

    Nakagawa, H, Yoshiyama, M, Shimura, S, Kirimura, K & Usami, S 1998, 'Anomer-Selective Glucosylation of l-Menthol by Yeast α-Glucosidase', Bioscience, Biotechnology and Biochemistry, vol. 62, no. 7, pp. 1332-1336.
    Nakagawa, Hiroyuki ; Yoshiyama, Masaaki ; Shimura, Susumu ; Kirimura, Kotaro ; Usami, Shoji. / Anomer-Selective Glucosylation of l-Menthol by Yeast α-Glucosidase. In: Bioscience, Biotechnology and Biochemistry. 1998 ; Vol. 62, No. 7. pp. 1332-1336.
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