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Research of Chemiluminescence and Bioluminescence intend to create new functional System

Research Project

Project/Area Number 10640520
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionKYUSHU UNIVERSITY (1999)
Okayama University (1998)

Principal Investigator

KIMURA Masaru  Institute of Fundamental Research of Organic Chemistry, Kyushu University, Professor, 有機化学基礎研究センター, 教授 (30033442)

Co-Investigator(Kenkyū-buntansha) TSUJIMOTO Kazuo  School of Materials Science, Japan Advanced Institute of Science and Technology, Professor, 材料科学研究科, 教授 (50017414)
MATSUMOTO Masakatsu  Department of Chemistry, Faculty of Science, Kanagawa University, Professor, 理学部, 教授 (10260986)
OHASHI Mamoru  Department of Chemistry, Faculty of Science, Kanagawa University, Professor, 理学部, 教授 (70015535)
FUJIMORI Ken  Department of Chemistry, Tsukuba University, Professor, 化学系, 助教授 (90015983)
IMAI Kazuhiro  Graduate School of Pharmaceutical Sciences, Tokyo University, Professor, 薬学系研究科, 教授 (50012620)
前田 昌子  昭和大学, 薬学部, 教授 (00053869)
丹羽 治樹  電気通信大学, 電気通信学部, 教授 (20135297)
Project Period (FY) 1998 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥2,900,000 (Direct Cost: ¥2,900,000)
Fiscal Year 1999: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 1998: ¥1,800,000 (Direct Cost: ¥1,800,000)
KeywordsChemiluminescence / Functional chemistry / Function assembly system / Energy transfer / Electron transfer / CIEEL mechanism / Reaction of single oxygen / Dioxetane / バイプレンマー / ダイナミックススペクトロメトリー / 光電子移動誘起
Research Abstract

1-1 : In order to prepare a high efficient chemiluminescent imidazole system, we tried to introduce an imidazole ring into the second position of rubrene which may help it to gain a very efficient chemiluminescent compound because of efficient fluorescence and low emission energy in an energy acceptor-emitter of the rubrene moiety.
1-2 : Adiabatic photocycloreversion of biplanemers (4π+4π cycloadducts of aromatic compounds) is an excited state because the efficiency of the reaction can be monitored by the emission from the photoproduct (photo-chemiluminescence, PCL), and factors controlling the efficiency for excited product formation and shapes of potential surface of an excited state have been discussed.
1-3 : The chemiluminescence compound 2-methyl-6-(4-methoxyphenol)imidazo[1, 2-α]pyrazin-3(7H)-one (MCLA) was attached to cyclomaltooligosaccharides (cyclodextrins) through a single spacer by the formation of an amide bond. The properties of oxygen-induced chemiluminescence of the synthesized cyclodextrin-bound MCLA were investigated in an aqueous phosphate buffer, pH 8.0. The light-emitting efficiency was remarkably dependent on the kind of bound cyclodextrin, spacer length between the MCLA and cyclodextrin, and the binding site in cyclodextrin. The light-emitting efficiencies of cyclomaltooctaose (γ-cyclodextrin)-bound compounds were higher than those of cyclomaltohexaose- or cyclomaltoheptaose-bound compounds.
2 : dl-Cypridina luciferin and its analogs were synthesized from 2-aminopyrazine by an eight-step method that included two regio-selective Pd-mediated cross couplings, and their chemi- and bioluminescent actives, were compared.
3 : We have scattered about 100 thiourea derivatives in order to develop a sensitive chemiluminescence detection for luminol derivatives. The proposed novel chemiluminescence reaction for luminol and luminol derivatives was applied to a high performance liquid chromatography (HPLC) assay for amino compounds.

Report

(3 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • Research Products

    (66 results)

All Other

All Publications (66 results)

  • [Publications] Zhi Zhi Hu: "Synthesis of 2-(4, 5-diphernyl-1 H-imidazol-2-yl)-5,5,11,12-tetraphenylnaphthacene via 2-formy-6, 11,-diphenylnaphthacene-55, 12-dione"Journal of Chemical Society of Japan. (in press). (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masaru Kimura: "Photochemiluminescence and photochromism of biplanemers"Finechemical. 28・13. 26-31 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Okamoto: "Circular polarization of photochemiluminescence from the photoisomer of a conformationally fixed 2,11-Diaza[3.3](9,10) anthracenoparacyclophane derivative"J. Chem.Soc., Chem. Commun... 1049-1050 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Satake: "Stable Antiaromatic 1,4-Diazapentalenes: Synthesis and Oxidation Reaction of 2-Vinyl- and 2,5-Diviny1-1,4-dihydropyrrolo[3.2-b] pyrrole Derivatives."Heterocycles. 48. 433-436 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Matsumoto: "Synthesis of thermally stable 1,2-dioxetanes bearing a phenylethenyl or a phenylethynyl moiety and their base-induced decomposition"Tetrahedron Lett. 40. 4571-4574 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Matsumoto: "Synthesis and chemiluminescent decomposition of spirol[1,2-dioxetane-3,6' -benzocchromene]s"Luminescence. 403. 125-130 (200)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Matsumoto: "Chemiluminescent determination of lucigenin using thioureid derivatives"Anal. Chim. Acta. 15. 1269-1272 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Arakawa: "Chemiluminescence assay for catecholamines by the generation of hydrogen peroxide in basic solution and the use of isoluminol-microperoxidase"Anal. Sci.. 15. 1269-1272 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Ohno: "Development of novel high-sensitivity chemiluminescence assay for luminol using thiourea derivatives"Luminescence. 14. 355-360 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Imai: "Attentation of methylation of catecholamines and treatment with a coenzyme of catechol-O-methyltransferase in spontaneously hypertensive rats (SHR)."Proc. Japan. Acad.. 75, Ser B. 224-227 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Tsunoda: "Simultaneous automatic determination of catecholamines and their 3-O-methyl metabolites in rats plasma by high-performance liquid chromatography using peoxyoxalate chemiuminescence reaction"Anal. Biochem.. 269. 386-392 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Katsunori: "Chemiluminescence of 2-methyl-6-arylimidazo[1,2-alpyrazin-3(7H)-one in protic solvents: electron-donating substituent effect on the formation of the neural singlet excited molecule"Luminescence. 14. 297-302 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Katsunori: "Investigation of cyclomaltooligosaccharide-bound 6-(4-methoxyphenyl)imidazole[1,2-a]pyrazin-3(7H)-one for enhanced chemiluminescence"Luminescence. 14. 303-314 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] O. Shimoyama: "Evaluation of Five Imidazopyrazinone-type Chemiluminescent Superoxide Probes and Application of them to the Measurement of Superoxide Anin Generated by Listeria Monocytogenes."Anl. Biochem. 258(2). 230-235 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Nakamura: "Convergent and short-step syntheses of dl-Cypridina luciferin and its analogues based on Pd-mediated cross couplings."Tetrahedron Lett. in press.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Jing Ling Zheng: "Synthesis and Chemi- and Bio-luminescence Properities of a Photolabile Coelenterazine Analogue Bearing an Azido Group"Bull. Chem. Soc. Jpn. 73, No.2. 465-469 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Suzuki: "Virucidal Effect of Singlet Oxygen on Penaeid White Spot Syndrome Virus (WSSV)"Fisheries Science. 66(in press). (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Suzuki: "Reactivity of Tea-Leaf Catechins to Superoxide."ITE Letters on Batteries, New Technologies & Medicine (Brunswick, Ohio). 1,1(in press). (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 鈴木喜隆: "水産科学の未来 -Future in Fisheries Science-"国立水産大学校・釜慶大學校水産科学大学,図書出版,釜山,韓国. 129-160 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Suzuki: "Bioluminescence and Chemiluminescence: Perspectives for the 21st Century"Wiley & Sons, Chichester. 559-562 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Suzuki: "Recent Research Developments in Agric. & Biological Chemistry"Research Signpost, Trivandrum , India. 71-83 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Zhi Zhi Hu: "Synthesis of 2-(4, 5-diphenyl-1H-imidazol-2-yl)-5, 6, 11, 12-tetraphenylnaphthacene via 2-formyl-6, 11, -diphenylnapthacene-5, 12-dione"Journal of Chemical Society of Japan. (in press). (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masaru Kimura: "Photochemiluminescene and photochromism of biplanemers"Finechemical. 28・13. 26-31 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Okamoto: "Circular polarization of photochemiluminescene from the photoisomer of a conformationally fixed 2, 11-Diaza[3.3](9, 10) anthracenoparacyclophane derivative"J. Chem. Soc., Chem. Commun.. 1049-1050 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Satake: "Stable Antiaromatic 1, 4-Diazapentaless : Synthesis and Oxidation Reaction of 2-Vinyl- and 2, 5-Divinyl-1, 4-dihydropyrrolo[3.2-b]pyrrole Derivatives"Heterocycles. 48. 433-436 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Matsumoto: "Synthesis of thermally stable 1, 2-dioxetanes bearing a phenyllethenyl or a phenyllethynyl moiety and their base-induced decomposition"Tetrahedron Lett.. 40. 4571-4574 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Matsumoto: "Synthesis and chemiluminescent decomposition of spiro[1, 2-dioxetane-3, 6' -benzo(c)chromene]s"Luminescence. 14. 341-344 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Matsumoto: "Synthesis of 3-ethxy-4, 4-diisopropy-1, 2-dioxetanes bearing a benzo[b]furan-2-yl1 or a benzo[b]thiophen-2-yl group : CIEEL-active dioxetanes emitting red light"Luminescence. 14. 345-348 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Arakawa: "Chemiluminescene assay for catecholamines by the generation of hydrogen peroxide in basic solution and the use of isoluminol-microperoxidase"Anal. Sci.. 15. 1269-1272 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K Ohno: "Development of novel high-sensitivity chemiluminescene assay for luminol using thiourea derivatives"Luminescence. 14. 355-360 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] K. Imai: "Attenuation of methylation of catecholamines and treatment with a coenzymeof catechol-O-methyltransferase in spontaneously hypertensive rats (SHR)"Proc. Japan Acad.. 75, Ser B. 224-227 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] M. Tsunoda: "Simultaneous automatic determination of catecholamines and their 3-O-methyl metabolites in rats plasma by high-performance liquid chromatography using peroxyoxalate chemiluminescene reaction"Anal. Biochem.. 269. 386-392 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Katsunori: "Chemiluminescene of 2-methyl-6-arylimidazo[1, 2-α]pyrazin-3(7H)-one in protic solvents : electron-donating substituent effect on the formation of the neutral signal excited molecule"Luminescence. 14. 297-302 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Katsunori: "Investigation of cyclomaltooligosaccharide-bound 6 (4-methylphenyl) imidazole[1, 2-a]pyrazin-3(7H)-one for enhanced chemiluminescene"Luminescence. 14. 303-314 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] O. Shimomura: "Evaluation of Five Imidazopyrazinone-type Chemiluminescent Superoxide Proves and Application of them to the Measurement of Superoxide Anion Generated by Listeria monocytogen"Biochem.. 258(2). 230-235 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] H. Nakamura: "Convergent and short-step syntheses of dl-Cypridina luciferin and its analogs based on Pd-mediated cross coupling"Tetrahedron Lett.. (in press). (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Jing Ling Zheng: "Synthesis and Chemi- and Bio-luminescence Properties of a Photolabile Coelenterazine Analog Bearing an Azido Group"Bull. Chem. Soc. Jpn.. 73, No. 2. 465-469 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Suzuki: "Vircidal Effect of Singlet Oxygen on Penaeid White Spot Syndrome Virus (WSSV)"Fisheries Science. 66(in press). (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] N. Suzuki: "Reactivity of Tea-Leaf Catechins to Superoxide. ITE Letters on Batteries"New Technologies & Medicine (Brunswick, Ohio). 1(in press). (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 胡 知之: "2-ホルミル-6,11-ジフェニルナフタセン-5,12-ジオンを経由する 2-(4,5-ジフェニル-1H-イミダゾール-2-イル)-5,6,11,12-テトラフェニルナフタセンの合成"日本化学会誌. (in Press). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] 木村 勝: "バイプレンマー類の光化学発光とホトクロミズム"ファインケミカル. 28・13. 26-31 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Okamoto: "Circular polarization of photochemiluminescence from the photoisomer of a conformationally fixed 2,11-Diaza[3.3](9,10)anthracenoparacyclophane derivative"J.Chem.Soc.,Chem.Commun.. 1049-1050 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] K.Satake: "Stable Antiaromatic 1,4-Diazapentalenes:Synthesis and Oxidation Reaction of 2-Vinyl-and 2,5-Divinyl-1,4-dihydropyrrolo[3.2-b]pyrrole Derivatives."Heterocycles. 48. 433-436 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Matsumoto: "Synthesis of thermally stable 1,2-dioxetanes bearing a phenhlethenyl or a phenylethynyl moiety and their base-induced decomposition"Tetrahedron Lett.. 40. 4571-4574 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Matsumoto: "Synthesis and chemiluminescent decomposition of spiro[1,2-dioxetane-3,6'-benzo(c)chromene]s"Luminescence. 14. 341-344 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Kanematsu: "Chemiluminescent determination of lucigenin using thioureid derivatives"Anal.Chim.Acta. 403. 125-130 (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Arakawa: "Chemiluminescence assay for catecholamines by the generation of hydrogen peroxide in basic solution and the use of isoluminol-microperoxidase"Anal.Sci.. 15. 1269-1272 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] K.Ohno: "Deyelopment of novel high-sensitivity chemiluminescence assay for luminol using thiourea derivatives"Luminesence. 14. 355-360 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] K.Imai: "Attenuation of methylation of catecholamines and treatment with a coenzyme of catechol-O-methyltransferase in spontaneously hypertensive rats(SHR)."Proc.Japan Acad.. 75,SerB. 224-227 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Tsunoda: "Simultaneous automatic determination of catecholamines and their 3-O-methyl metabolites in rats plasma by high-performance liquid chromatography using peroxyoxalate chemiluminescence reaction."Anal.Biochem.. 269. 386-392 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Katsunori: "Chemiluminescence of 2-methyl-6-arylimidazo[1,2-a]pyrazin-3(7H)-one in protic solvents:electron-donating substituent effect on the formation of the neutral singlet excited molecule"Luminescence. 14. 297-302 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Katsunori: "Investigation of cyclomaltooligosaccharide-bound 6-(4-methoxypheny)imidazole[1,2-a]pyrazin-3(7H)-one for enhanced chemiluminescence"Luminescence. 14. 303-314 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] O.Shimomura: "Evaluation of Five Imidazopyrazinone-type Chemiluminescent Superoxide Probes and Application of them to the Measurement of Superoxide Anion Generated by Listeria monocytogenes."Anal.Biochem.. 258(2). 230-235 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Nakamura: "Convergent and short-stepsyntheses of dl-Cypridina luciferin and its analogues based on Pd-mediated cross couplings."Tetrahedron Lett.. (in press).

    • Related Report
      1999 Annual Research Report
  • [Publications] Jing Ling Zheng: "Synthesis and Chemi-and Bio-luminescence Properties of a Photolabile Coelenterazine Analogue Bearing an Azido Group."Bull.Chem.Soc.Jpn... 73,NO.2. 465-469 (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] N.Suzuki: "Virucidal Effect of Singlet Oxygen on Penaeid White Spot Syndrome Virus (WSSV)."Fisheries Science. 66(in press). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] N.Suzuki: "Reactivity of Tea-Leaf Catechins to Superoxide,"ITE Letters on Batteries,New Technologies & Medicine (Brunswick,Ohio),. 1,1(in press). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] N.Suzuki: "Bioluminescence and Chemiluminescence:Perspectives for the 21st Century"Wiley&Sons,Chichester. 559-562 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] N.Suzuki: "Recent Research Developments in Agric.& Biological Chemistry"Research Signpost,Trivandrum,India. 71-83 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] N.Suzuki: "水産科学の未来 -Future in Fisheries Science-"国立水産大学校・釜慶大學校水産科学大学,図書出版,釜山,韓国. 129-160 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Okamoto: "Circular polarization of photochemi luminescence…" J.Chem.Soc.,Chem.Commun. 1049-1050 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Matsumoto: "Thermal decomposition of 1-(amino phenyl)-5-Dert-butyl-4,4'-dimethyl-2,6,7-trioxabicyclo 〔3,2,0〕……" J.Chem.Soc.Chem.Commun. 2319-2320 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] H.Arakawa: "Chemiluminescent Assay of β-D-Gulactosidase Based on Indole Lumines cence" J.Biolumin Chemilumin. 13. 349-354 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] D.Prados: "Age-related weakening of baroreflex-mediated sympatetic acidity in spontaneously hyperteusive……" Hypertension Res.,. 21. 147-153 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Murayama: "A short time analysis of catecholamines by a fully automated catecholamines analyzer……" Chromatography. 19. 207-215 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] N.Watanabe: "Synthesis of 3-aekoxy-3-aryl-4,4'-diisopropyl-1,2-dioxetanes and their base-induced chemiluminescence" Tetra hedron. (in press). (1999)

    • Related Report
      1998 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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