Occurrence of Stereoisomers of 1-(2′-Pyrrolidinethione-3′-yl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic Acid in Fermented Radish Roots and Their Different Mutagenic Properties

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  • OZAWA Yoshio
    Department of Food and Nutrition, Gunma Women’s Junior College
  • UDA Yasushi
    Department of Bioproductive Sciences, Utsunomiya University
  • MATSUOKA Hiroki
    Department of Food and Nutrition, Gunma Women’s Junior College
  • ABE Masako
    Department of Food and Nutrition, Gunma Women’s Junior College
  • KAWAKISHI Shunro
    Department of Food and Nutrition, Sugiyama Jogakuen University
  • OSAWA Toshihiko
    Laboratory of Food and Biodynamics, Nagoya University Graduate School of Bioagricultural Sciences

書誌事項

タイトル別名
  • Occurrence of Stereoisomers of 1-(2'-Pyrrolidinethione-3'-yl)-1,2,3,4-tetrahydro-.BETA.-carboline-3-carboxylic Acid in Fermented Radish Roots and Their Different Mutagenic Properties.
  • Occurrence of Stereoisomers of 1 2 Pyrrolidinethione 3 yl 1 2 3 4 tetrahydro ベータ carboline 3 carboxylic Acid in Fermented Radish Roots and Their Different Mutagenic Properties

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  Stereoisomers of the tetrahydro-β-carboline derivative, 1-(2′-pyrrolidinethione-3′-yl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (PTCC), were formed from L-tryptophan with 4-methylthio-3-butenyl isothiocyanate, and their mutagenic properties and contents in different types of the radish products were studied. The isomers were identified as (1S*, 3S*, 3′R*)- and (1R*, 3S*, 3′R*)-PTCCs; the former was found as the major compound but had no mutagenic activity, while the latter was mutagenic toward Salmonella typhimurium TA 98 in the presence of a rat microsomal fraction. Both (1S*, 3S*, 3′R*)- and (1R*, 3S*, 3′R*)-PTCC were detected in a ratio of about 4:1 in a product fermented for 8 months, but only a trace was apparent in products manufactured within a few weeks.<br>

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