Synthesis of Stable Isotope-Labeled Precursors for the Biosyntheses of Capsaicinoids, Capsinoids, and Capsiconinoids

  • KOBATA Kenji
    Graduate School of Nutritional and Environmental Sciences and Global COE Program, University of Shizuoka Faculty of Pharmaceutical Sciences, Josai University
  • MIMURA Makoto
    Graduate School of Nutritional and Environmental Sciences and Global COE Program, University of Shizuoka
  • SUGAWARA Mai
    Graduate School of Nutritional and Environmental Sciences and Global COE Program, University of Shizuoka
  • WATANABE Tatsuo
    Graduate School of Nutritional and Environmental Sciences and Global COE Program, University of Shizuoka

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Stable isotope-labeled precursors were synthesized for an analysis by liquid chromatography-tandem mass spectrometry (LC-MS/MS) to elucidate the biosynthetic flow of capsaicinoids, capsinoids, and capsiconinoids. [1′-13C][5-2H]-Vanillin was prepared by the condensation of guaiacol with [13C]-chloroform and a D2O treatment. Labeled vanillylamine, vanillyl alcohol, ferulic acid, and coniferyl alcohol were prepared from the labeled vanillin. The labeled vanillylamine was converted to labeled capsaicinoid in a crude enzyme solution extracted from pungent Capsicum fruits.

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