Retarding Effects of Cyclodextrins on the Decomposition of Organic Isothiocyanates in an Aqueous Solution

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One- and two-dimensional <SUP>1</SUP>H nuclear magnetic resonance (<SUP>1</SUP>H NMR) spectra were measured in order to estimate the dissociation constants (<I>K</I><SUB>diss</SUB>) and molecular geometries of cyclodextrin (CD) with three organic isothiocyanates (ITC), allyl-ITC, 3-butenyl-ITC, and 4-pentenyl-ITC, in an aqueous solution (pH 5.0, <I>I</I><SUB>c</SUB>=0.75 <small>M</small>). In every ITC, the <I>K</I><SUB>diss</SUB> values decreased in the order of α-CD>β-CD>γ-CD, and the three rod-like linear molecules of ITCs were accommodated with the best fit into the smallest cavity of α-CD. By rotating-frame nuclear Overhauser enhancement spectroscopy, cross peaks were found between the H-3 of α-CD and the H-1 of AITC. From the result, the molecular geometry of α-CD–AITC complex presume that the isothiocyanate group of AITC is located some where around the wideing rim and a hydrophobic allyl group is included within the hydrophobic cavity of α-CD.

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  • Bioscience, biotechnology, and biochemistry

    Bioscience, biotechnology, and biochemistry 68(3), 671-675, 2004-03-23

    公益社団法人 日本農芸化学会

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各種コード

  • NII論文ID(NAID)
    10013143131
  • NII書誌ID(NCID)
    AA10824164
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    09168451
  • NDL 記事登録ID
    6904430
  • NDL 雑誌分類
    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 請求記号
    Z53-G223
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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