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Lampteromyces Bioluminescence---production of the light emitter from riboflavin

Research Project

Project/Area Number 62560124
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field 製造化学・食品
Research InstitutionNAGOYA UNIVERSITY

Principal Investigator

ISOBE Minoru  Nagoya University, School of Agriculture, 農学部, 助教授 (00023466)

Project Period (FY) 1987 – 1988
Project Status Completed (Fiscal Year 1988)
Budget Amount *help
¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 1988: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1987: ¥1,500,000 (Direct Cost: ¥1,500,000)
KeywordsLampteromyces japonicus / bioluminescence / light emitter / lampteroflavin / リボフラビン / 月夜茸、生物発光 / イルジンーS / ビタミンB_2
Research Abstract

The molecular mechanism of the bioluminescence in moon-night mushroom (TSUKIYOTAKE) is to be elucidated in this project. The chromophore of the light emitter in this luminescence was assigned to be isoalloxazine from the facts that the bioluminescence spectrum showed its maximum at 524 nm and that the extracts showed an identical fluorescence spectrum. Luminous myceria was cultivated to exhibit the same light as the gills from the mushroom. The light emitter was named as lampteroflavin. It was isolated from an acidic solution in which fresh gills were immerged and luminesced for overnight under oxygen atmosphere. The solution was passed through columns which combined the hydrophobic substances. Methanol eluate afforded a single green fluorescent compound, lampteroflavin, which showed m/z 509 in FAB-MS spectrum. Lampteroflavin was readily hydrolyzed by acid into riboflavin, m/x 377; the mass difference 133 suggested the presence of pentse. This sugar was identified by tandem MS/MS of hexaacetate of Lf at m/z 259 as parent ion. From comparison of four authentic MS/MS spectra the sugar was identified to be ribose. This was further supported from nmr spectra. NOE experiments disclosed the connection of the ribose in alpha linkage at the 5' position of riboflavin. CD spectrum of the hydrolysate concluded the D-ribose; and thus the absolute structure of lampteroflavin is 5'- -D-ribofuranosyl-riboflavin. Further studies will be followed by stereoselective synthesis of lampteroflavin to supply for the investigation of the molecular mechanism of the mushroom bioluminescence.

Report

(3 results)
  • 1988 Annual Research Report   Final Research Report Summary
  • 1987 Annual Research Report
  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] Minoru Isobe,;Duangchan Uyakul.;Toshio Goto: Journal of Bioluminescence and Chemiluminescence. 1. 181-188 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Minoru Isobe,;Duangchan Uyakul.;Toshio Goto: Tetrahedron Letters. 29. 1169-1172 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Minoru Isobe; Duangchan Uyakul; Toshio Goto: "Lampteromyces Bioluminescence---1. Identification of Riboflavin as the Light Emitter in the Mushroom L. japonicus" Journal of Bioluminescence and Chemiluminescence. 1. 181-188 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Minoru Isobe; Duangchan Uyakul; Toshio Goto: "Lampteromyces Bioluminescence---2. Lampteroflavin, a Light Emitter in the Luminous Mushroom L. japonicus" Tetrahedron Letters,. 29. 1169-1172 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Minoru,Isobe;Duangchan,Uyakul;Toshio,Goto: Journal of Bioluminescecne and Chemiluminescence. 1. 181-188 (1987)

    • Related Report
      1988 Annual Research Report
  • [Publications] Minoru,Isobe;Duangchan,Uyakul;Tochio,Goto: Tetrahedron Letters. 29. 1169-1172 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] M. Isode,: Journal of Bioluminescence and Chemiluminescence. 1. 181-188 (1987)

    • Related Report
      1987 Annual Research Report
  • [Publications] M. Isode,: Tetrahedron Letters. 29. (1988)

    • Related Report
      1987 Annual Research Report

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Published: 1987-04-01   Modified: 2016-04-21  

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