Aggregation behavior of Dabsylated Amino Acids in Aqueous Solution

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  • HAYASHI Hiroshige
    Division of Material Engineering, Graduate School of Natural Science and Technology, Kanazawa University
  • SASAKI Chizuru
    Division of Material Engineering, Graduate School of Natural Science and Technology, Kanazawa University
  • KUNIMOTO Ko-Ki
    Division of Material Engineering, Graduate School of Natural Science and Technology, Kanazawa University
  • MAEDA Shiro
    Department of Applied Chemistry and Biotechnology, Faculty of Engineering, Fukui University
  • HOSOI Shinzo
    School of Pharmaceutical Sciences, Kyushu University of Health and Welfare
  • KUWAE Akio
    Graduate School of Natural Sciences, Nagoya City University
  • HANAI Kazuhiko
    Graduate School of Natural Sciences, Nagoya City University

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Other Title
  • 水溶液中におけるダブシルアミノ酸の会合挙動
  • スイヨウエキ チュウ ニ オケル ダブシル アミノサン ノ カイゴウ キョドウ

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Abstract

A series of dabsylated amino acids (Dabs-AA) were prepared and their aggregation behavior in aqueous solution was studied by UV/Vis absorption and CD spectroscopies. Dabs-AAs show pH-dependent absorption in the visible region, characteristic of the dimethylamio azobenzene chromophore in a dilute aqueous solution. Upon increasing the concentration of Dabs-AAs, the visible absorption around 500 nm of the Dabs-AA monomer decreased its intensity, and a new band due to the Dabs-AA dimer appeared in the 360∼400 nm region. Dimer formation depended on the DMSO co-solvent concentration, the solution temperature and the R-groups of amino acids. A split-type induced CD spectrum was observed for the dimer absorption band of Dabs-L-Phe at 363 nm: a negative first Cotton effect at 379 nm and a positive second Cotton effect at 359 nm. These results indicate that a pair of Dabs-L-Phe molecules were stacked with negative exciton chirality.<br>

Journal

  • BUNSEKI KAGAKU

    BUNSEKI KAGAKU 54 (9), 799-805, 2005

    The Japan Society for Analytical Chemistry

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