論文

査読有り
2008年9月

Photoisomerization of 2-[3-(2-thioxopyrrolidin-3-ylidene)methyl]-tryptophan, a yellow pigment in salted radish roots

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY
  • Hiroki Matsuoka
  • ,
  • Shuji Honzawa
  • ,
  • Asaka Takahashi
  • ,
  • Hiroko Yoshikawa
  • ,
  • Emi Watanabe
  • ,
  • Takeaki Watanabe
  • ,
  • Yoshio Ozawa
  • ,
  • Yoichi Yamada
  • ,
  • Takeshi Iizuka
  • ,
  • Yasushi Uda

72
9
開始ページ
2262
終了ページ
2268
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1271/bbb.80092
出版者・発行元
TAYLOR & FRANCIS LTD

The photostability of (E)-2-[3-(2-thioxopyrrolidin-3-ylidene)methyl]-tryptophan ((E)-TPMT), the main yellow pigment in salted radish, was studied. First we analyzed the photoproduct generated from (E)-TPMT under longwave UV irradiation. On the basis of NMR spectroscopy, the photoproduct was identified as Z-configurated TPMT, and isomerization from the Z- to the E-form was reversibly induced by Vis-light irradiation. The optimum wavelength for isomerization from the E- to the Z-form was 360-380 nm, and that for isomerization from the Z- to the E-form was 440460 nm. The E/Z-ratios in the photostationary state under UV- and Vis-light irradiation conditions were approximately 0.95:1 and 26:1 respectively. The (Z)-isomer was more sensitive to light irradiation than the (E)-isomer in the quantum yield measurement. Yellowing was dependent on the ratio of the (Z)-isomer, because the b* and chroma value rose with increases in the (Z)-isomer by the colorimeters. Hence, it is possible that the formation of the (Z)-isomer contribute to the yellow color of takuan-zuke during long salting and fermentation.

リンク情報
DOI
https://doi.org/10.1271/bbb.80092
PubMed
https://www.ncbi.nlm.nih.gov/pubmed/18776682
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000259770100002&DestApp=WOS_CPL
ID情報
  • DOI : 10.1271/bbb.80092
  • ISSN : 0916-8451
  • eISSN : 1347-6947
  • PubMed ID : 18776682
  • Web of Science ID : WOS:000259770100002

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