1999 Fiscal Year Annual Research Report

新規な機能発現を指向する化学発光・生物発光の総合研究

Research Project

Project/Area Number	10640520
Research Institution	KYUSHU UNIVERSITY
Principal Investigator	木村勝九州大学, 有機化学基礎研究センター, 教授 (30033442)
Co-Investigator(Kenkyū-buntansha)	辻本和雄北陸先端科学技術大学, 大学院・材料科学研究科, 教授 (50017414) 松本正勝神奈川大学, 理学部, 教授 (10260986) 大橋守神奈川大学, 理学部, 教授 (70015535) 藤森憲筑波大学, 化学系, 助教授 (90015983) 今井一洋東京大学, 薬学系研究科, 教授 (50012620)
Keywords	化学発光 / 機能化学 / 機能集積系 / エネルギー移動 / 電子移動 / CIEEL機構 / 一重項酸素の反応 / ジオキセタン
Research Abstract	何をどこまで明らかにしたか (1)化学発光機構の解明と複合型増感系の構築:生物・化学発光のエネルギー移動機構の基礎的データを得る目的で,熱および光原子価異性反応を基礎とする化学発光反応系に不斉部を導入し、断熱過程で円偏光を発生する機能集積分子を開発した.ジオキセタンのCIEEL機構の正当性を陰イオン検出マススペクトルで調査したがCIEEL機構の裏付けとなる結果は得られなかった.安定でかつ発光の色調をコントロールできる化学発光系の開発した,ジオキセタンを経由する新規化学発光系の開発と素反応過程の反応速度の決定をした. (2)新規化学発光系の開発:イミダゾピラジノンの新規合成法の開発し,日本化学会の賞を取るに至った. (3)化学発光を用いる超微量分析とその基礎的展開:生体成分の微量分離定量法の開発に必須の検出条件を決めた,アセテートキナーゼの生物発光検出法の確立とイムノアッセイ・プロッチングアッセイDNAのシークエンスへの応用,活性酸素に於ける化学発光を利用する食品劣化防止,老化防止に資する研究を行った. (4)成果の特徴:分野別で見てみると,有機光化学;天然物化学;生物有機;分析化学;反応化学と拾い分野に跨っている.化学・生物発光が,現代化学の総力をあげての研究を必要とする分野であることを物語る.生物発光を化学物質の様々な機能の組み合わせできた系であるとみて,生物発光系に負けない化学発光系を化学物質で人為的に構築した. (5)将来の展望:日本の化学発光の研究は,(故)後藤教授をはじめとする名大グループ,前田のお茶大グループなどで精力的に研究された世界的な研究基盤を構築してきた.国外では米国以外ではあまり研究が行われていない.日本が先導している数少ない化学の分野を,我々の手でさらに発展させた.

Research Products
(21 results)

All Other

All Publications (21 results)

[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)
[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)
[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)
[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)
[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)
[Publications] M.Matsumoto: "Synthesis and chemiluminescent decomposition of spiro[1,2-dioxetane-3,6'-benzo(c)chromene]s"Luminescence. 14. 341-344 (1999)
[Publications] M.Kanematsu: "Chemiluminescent determination of lucigenin using thioureid derivatives"Anal.Chim.Acta. 403. 125-130 (2000)
[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)
[Publications] K.Ohno: "Deyelopment of novel high-sensitivity chemiluminescence assay for luminol using thiourea derivatives"Luminesence. 14. 355-360 (1999)
[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)
[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)
[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)
[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)
[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)
[Publications] H.Nakamura: "Convergent and short-stepsyntheses of dl-Cypridina luciferin and its analogues based on Pd-mediated cross couplings."Tetrahedron Lett.. (in press).
[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)
[Publications] N.Suzuki: "Virucidal Effect of Singlet Oxygen on Penaeid White Spot Syndrome Virus (WSSV)."Fisheries Science. 66(in press). (2000)
[Publications] N.Suzuki: "Reactivity of Tea-Leaf Catechins to Superoxide,"ITE Letters on Batteries,New Technologies & Medicine (Brunswick,Ohio),. 1,1(in press). (2000)
[Publications] N.Suzuki: "Bioluminescence and Chemiluminescence:Perspectives for the 21st Century"Wiley&Sons,Chichester. 559-562 (1999)
[Publications] N.Suzuki: "Recent Research Developments in Agric.& Biological Chemistry"Research Signpost,Trivandrum,India. 71-83 (1999)
[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)

1999 Fiscal Year Annual Research Report

新規な機能発現を指向する化学発光・生物発光の総合研究

Principal Investigator

木村 勝 九州大学, 有機化学基礎研究センター, 教授 (30033442)

Research Products

[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)

[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)

[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)

[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)

[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)

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

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

[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)

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

[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)

[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)

[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)

[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)

[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)

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

[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)

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

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

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

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

[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)

木村勝九州大学, 有機化学基礎研究センター, 教授 (30033442)

[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)

[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)