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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Abstract

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-trypto-phan 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.

Journal

Bioscience, biotechnology, and biochemistry   [List of Volumes]

Bioscience, biotechnology, and biochemistry 63(1), 216-219, 1999-01-23  [Table of Contents]

Japan Society for Bioscience, Biotechnology, and Agrochemistry

References:  13

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Codes

  • NII Article ID (NAID) :
    110002679370
  • NII NACSIS-CAT ID (NCID) :
    AA10824164
  • Text Lang :
    ENG
  • Article Type :
    Journal Article
  • ISSN :
    09168451
  • NDL Article ID :
    4653652
  • NDL Source Classification :
    ZR7(科学技術--農林水産--農産) // ZR2(科学技術--生物学--生化学) // ZP1(科学技術--化学・化学工業)
  • NDL Call No. :
    Z53-G223
  • Databases :
    CJP  CJPref  NDL  NII-ELS  J-STAGE