Unusual Conformation and Photoisomerization of Retinochrome Analogues with 11-Methylretinals

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著者

    • TSUJIMOTO Kazuo
    • School of Materials Science, Japan Advanced Institute of Science and Technology
    • SHIRASAKA Yasuhiro
    • Department of Applied Physics and Chemistry, The University of Electro-Communications
    • MIZUKAMI Taku
    • School of Materials Science, Japan Advanced Institute of Science and Technology
    • OHASHI Mamoru
    • Department of Applied Physics and Chemistry, The University of Electro-Communications

抄録

Three kinds of 11-methylretinals were synthesized for elucidating effect of methyl substitution on formation of retinochrome-analogues and their properties. The stable conformation of 11-methylretinal was found as 6,10,12-tri-<I>S</I>-cis conformation based on NOESY measurement. The formed retinochrome-analogues with 11-Me-, 11-Me-13-deMe- and 11-Me-9,13-dideMe-retinals showed their absorption maxima at 450, 470 and 470 nm, respectively. The enzymatic photoisomerization of their retinochrome-analogues gave the 11-cis isomers in 90-91 % regioselectivity. The CD spectra of 11-methylretinochrome exhibited the intense β-band with extremely weak α-band.

収録刊行物

  • Chemistry letters

    Chemistry letters 1997(8), 813-814, 1997-08

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10002614246
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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