Development of selective chemiluminescence assay for biologicalquinones and its application to clinical investigation

2012 Fiscal Year Final Research Report

• Project/Area Number: 22390116
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Laboratory medicine
• Research Institution: Nagasaki University
• Principal Investigator: KURODA Notaka 長崎大学, 大学院・医歯薬学総合研究科, 教授 (50234612)
• Co-Investigator(Kenkyū-buntansha): OHYAMA Kaname 長崎大学, 大学院・医歯薬学総合研究科, 准教授 (50437860)
• Project Period (FY): 2010 – 2012
• Keywords: 臨床化学 / 生体キノン / 化学発光 / ハイスループット分析 / 高速液体クロマトグラフィー

Research Abstract

Quinones are interesting compounds which have several important roles in biological functions such as mitochondrial electron transport chain and blood coagulation. On the other hand, quinones are regarded as a class of toxins which can cause a variety of hazardous effects on living health by the covalent binding to the protein and DNA, or the generation of reactive oxygen species through the redox cycle in biological system. In this study, sensitive and selective determination methods for biological quinones were developed based on the specific photoreaction and redox reaction of quinone and applied to biological samples to evaluate the usefulness of the developed method in clinical investigation.

Research Products

• [Journal Article] Microplate analytical method for quinones by pulse photo-irradiation and chemiluminescence detection (2012)
  • Author(s): Elgawish MS, Shimomai C, Kishikawa N, Ohyama K, Nakashima K, Kuroda N
  • Journal Title: Analyst Volume: 137 Pages: 4802-8
  • Peer Reviewed
• [Journal Article] Toxicoproteomic analysis of a mouse model of nonsteroidal anti-inflammatory drug-induced gastric ulcers. (2012)
  • Author(s): Ohyama K, Shiokawa A, Ito K, Masuyama R, Ichibangase T, Kishikawa N, Imai K, Kuroda N
  • Journal Title: Biochem Biophys Res Commun Volume: 420 Pages: 210-5
  • Peer Reviewed
• [Journal Article] Determination of glyoxylic acid in urine by liquid chromatography with fluorescence detection, using a novel derivatization procedure based on the Petasis reaction. (2012)
  • Author(s): Chihara K, Kishikawa N, Ohyama K, Nakashima K, Kuroda N
  • Journal Title: Anal Bioanal Chem Volume: 403 Pages: 2765-70
  • Peer Reviewed
• [Journal Article] Serum immune complex containing thrombospondin-1: a novel biomarker for early rheumatoid arthritis (2012)
  • Author(s): Ohyama K, Kawakami A, Tamai M, Baba M, Kishikawa N, Kuroda N
  • Journal Title: Ann Rheum Dis Volume: 71 Pages: 1916-7
  • Peer Reviewed
• [Journal Article] Evaluation of hair roots for detection of methamphetamine and 3,4-methylenedioxymethamphetamine abuse by use of an HPLC-chemiluminescence method (2012)
  • Author(s): Wada M, Ochi Y, Nogami K, Ikeda R, Kuroda N, Nakashima K
  • Journal Title: Anal Bioanal Chem Volume: 403 Pages: 2569-76
  • Peer Reviewed
• [Journal Article] Development of a novel method for monitoring the antioxidative effect of ascorbic acid in rat blood (2012)
  • Author(s): Wada M, Kira M, Nakaji Y, Ikeda R, Kuroda N, Nakashima K
  • Journal Title: Food Chem Volume: 134 Pages: 546-52
  • Peer Reviewed
• [Journal Article] Current Topics, Challenge of mass spectrometry toward the elucidation of life phenomena -Foreword- (2012)
  • Author(s): Kuroda N
  • Journal Title: Biol Pharm Bull Volume: 35 Pages: 1392
  • Peer Reviewed
• [Journal Article] Proteomic approaches to profile the humoral immune response and identify disease-associated antigens (2012)
  • Author(s): Ohyama K, Kuroda N
  • Journal Title: Biol Pharm Bull Volume: 35 Pages: 1409-12
  • Peer Reviewed
• [Journal Article] 関節リウマチ(RA)患者の酸化ストレス度:ものさし"GAP比"の導入とその応用について-Sampled Studiesのアプローチ- (2012)
  • Author(s): 今里孝宏,植木幸孝,平方尚之,黒田直敬,岸川直哉,矢野正生,柴 輝男,大西紀子,井越尚子,下村弘治,足立哲夫,鈴木直季,谷山松雄,前畑英介
  • Journal Title: 生物試料分析 Volume: 35 (3) Pages: 225-33
  • Peer Reviewed
• [Journal Article] Labeling of alprenolol with fluorescent aryl iodide as a reagent based on Mizoroki-Heck coupling reaction (2011)
  • Author(s): Kishikawa N, Ohkuma M, Wada M, Ohyama K, Ikeda R, Nakashima K, Kuroda N
  • Journal Title: J Chromatogr A Volume: 1218 (20) Pages: 3002-6
  • Peer Reviewed
• [Journal Article] Immune complexome analysis of serum and its application in screening for immune complex antigens in rheumatoid arthritis. (2011)
  • Author(s): Ohyama K, Ueki Y, Kawakami A, Kishikawa N, Tamai M, Osaki M, Kamihira S, Nakashima K, Kuroda N
  • Journal Title: Clin Chem Volume: 57 (6) Pages: 905-9
  • Peer Reviewed
• [Journal Article] Selective determination of ubiquinone in human plasma by HPLC with chemiluminescence reaction based on the redox cycle of quinine (2011)
  • Author(s): Kishikawa N, Ohkubo N, Ohyama K, Nakashima K, Kuroda N
  • Journal Title: Anal Bioanal Chem Volume: 400 (2) Pages: 381-5
  • Peer Reviewed
• [Journal Article] Selective chemiluminescence method for monitoring of vitamin K homologues in rheumatoid arthritis patients (2011)
  • Author(s): Ahmed S, Kishikawa N, Ohyama K, Imazato T, Ueki Y, Kuroda N
  • Journal Title: Talanta Volume: 85 (1) Pages: 230-6
  • Peer Reviewed
• [Journal Article] 4-Carbomethoxybenzaldehyde as a highly sensitive pre-column fluorescence derivatization reagent for 9,10-phenanthrenequinone (2011)
  • Author(s): Kishikawa N, Nakao M, Elgawish MS, Ohyama K, Nakashima K, Kuroda N
  • Journal Title: Talanta Volume: 85 (1) Pages: 809-12
  • Peer Reviewed
• [Journal Article] Monolithic poly(butyl methacrylate-ethylene dimethacrylate-methacrylic acid) column for capillary electrochromatography. (2011)
  • Author(s): Ohyama K, Horiguchi D, Kishikawa N, Kuroda N
  • Journal Title: J Sep Sci Volume: 34 (16-17) Pages: 2279-83
  • Peer Reviewed
• [Journal Article] Effects of temperature and mobile phase condition on chiral recognition of poly(L-phenylalanine) chiral stationary phase (2011)
  • Author(s): Ohyama K, Oyamada K, Kishikawa N, Wada M, Ohba Y, Nakashima K, Kuroda N
  • Journal Title: Chromatographia Volume: 74 (5-6) Pages: 467-70
  • Peer Reviewed
• [Journal Article] HPLC determination of methylphenidate and its metabolite, ritalinic acid, by high-performance liquid chromatography with peroxyoxalate chemiluminescence detection. Anal Bioanal (2011)
  • Author(s): Wada M, Abe K, Ikeda R, Kikura-Hanajiri R, Kuroda N, Nakashima K
  • Journal Title: Chem Volume: 400 (2) Pages: 387-93
  • Peer Reviewed
• [Journal Article] Semi-micro flow injection analysis method for evaluation of quenching effect of health foods or food additive antioxidants on peroxynitrite (2011)
  • Author(s): Wada M, Kira M, Kido H, Ikeda R, Kuroda N, Nishigaki T, Nakashima K
  • Journal Title: Luminescence Volume: 26 (3) Pages: 191-5
  • Peer Reviewed
• [Journal Article] Adamantyl-functionalized polymer monolith for capillary electrochromatography (2010)
  • Author(s): Ohyama K, Fukahori Y, Nakashima K, Sueyoshi T, Kishikawa N, Kuroda N
  • Journal Title: J Chromatogr A Volume: 1217 Pages: 1501-5
  • Peer Reviewed
• [Journal Article] Yamaguchi S, Kishikawa N, Ohyama K, Ohba Y, Kohno M, Masuda T, Takadate A, Nakashima K, Kuroda N (2010)
  • Author(s): Yamaguchi S, Kishikawa N, Ohyama K, Ohba Y, Kohno M, Masuda T, Takadate A, Nakashima K, Kuroda N
  • Journal Title: Anal Chim Acta Volume: 665 Pages: 74-8
  • Peer Reviewed
• [Journal Article] Study on the timing of degassing for reproducible preparation of polymer-based monolithic columns (2010)
  • Author(s): Ohyama K, Sueyoshi T, Kishikawa N, Nakashima K, Kuroda N
  • Journal Title: Chromatographia Volume: 71 Pages: 971-3
  • Peer Reviewed
• [Journal Article] Determination of 9,10-phenanthrenequinone in airborne particulates by high-performance liquid chromatography with post-column fluorescence derivatization using 2-aminothiophenol (2010)
  • Author(s): Kishikawa N, Nakashima H, Ohyama K, Nakashima K, Kuroda N
  • Journal Title: Talanta Volume: 81 Pages: 1852-5
  • Peer Reviewed
• [Journal Article] Automated analysis of the serum antioxidative activities against five different reactive oxygen species by sequential injection system with a chemiluminescence detector (2010)
  • Author(s): Kishikawa N, Ohyama K, Yao J, Miyamoto A, Imazato T, Ueki Y, Nakashima K, Maehata E, Kuroda N
  • Journal Title: Clin Chim Acta Volume: 41 Pages: 1111-5
  • Peer Reviewed
• [Journal Article] A toxicoproteomic study on cardioprotective effect of pre-administration of docetaxel in a mouse model of adriamycin-induced cardiotoxicity. (2010)
  • Author(s): Ohyama K, Tomonari M, Ichibangase T, To H, Kishikawa N, Nakashima K, Imai K, Kuroda N
  • Journal Title: Biochem Pharmacol Volume: 80 Pages: 540-7
  • Peer Reviewed
• [Journal Article] Peroxyoxalate chemiluminescence detection for the highly sensitive determination of fluorescence labeled chlorpheniramine with Suzuki coupling reaction. (2010)
  • Author(s): Lawrence LA, Kishikawa N, Ohyama K, Harada S, Nakashima K, Kuroda N
  • Journal Title: Anal Bioanal Chem Volume: 398 Pages: 823-9
  • Peer Reviewed
• [Journal Article] Enhancement of peroxyoxalate chemiluminescence intensity by surfactants and its application to detect detergent (2010)
  • Author(s): Wada M, Abe K, Ikeda R, Harada S, Kuroda N, Nakashima K
  • Journal Title: Talanta Volume: 81 Pages: 1133-6
  • Peer Reviewed
• [Presentation] 生体キノンの化学発光マイクロプレートアッセイのための基礎的検討 (2013)
  • Author(s): 黒田直敬、下舞千香子、Elgawish Mohamed Saleh、岸川直哉、大山 要
  • Organizer: 第24回日本臨床化学会九州支部総会
  • Place of Presentation: 那覇
  • Year and Date: 2013-02-09
• [Presentation] パーキンソン病誘発物質MPP+のSIA/紫外線照射/化学発光検出 (2012)
  • Author(s): 樋口 翔,岸川直哉,大山 要,中島憲一郎,黒田直敬
  • Organizer: 第29回日本薬学会九州支部大会
  • Place of Presentation: 熊本
  • Year and Date: 2012-12-09
• [Presentation] マイクロプレートリーダーを用いるパルス紫外線照射によるキノンの化学発光分析法 (2012)
  • Author(s): 岸川直哉、下舞千香子、Elgawish Mohamed Saleh、大山 要、中島憲一郎、黒田直敬
  • Organizer: 第72回分析化学討論会
  • Place of Presentation: 鹿児島
  • Year and Date: 2012-05-19
• [Presentation] シーケンシャルインジェクションに基づくパーキンソン病誘発物質MPP+の全自動化学発光分析法の開発 (2012)
  • Author(s): 樋口 翔,岸川直哉,大山 要,中島憲一郎,黒田直敬
  • Organizer: 日本薬学会第132年会
  • Place of Presentation: 札幌
  • Year and Date: 2012-03-30
• [Presentation] Microplate analytical method for quinines by pulse photo-irradiation and chemiluminescence detection (2011)
  • Author(s): Elgawish MS, Shimomai C, Kishikawa N, Ohyama K, Nakashima K, Kuroda N
  • Organizer: 生物発光化学発光研究会第28回学術講演会
  • Place of Presentation: 長崎
  • Year and Date: 2011-10-08
• [Presentation] パーキンソン病誘発物質 MPP+のシーケンシャルインジェクション化学発光分析法の開発 (2011)
  • Author(s): 樋口 翔,岸川直哉,大山 要,中島憲一郎,黒田直敬
  • Organizer: 生物発光化学発光研究会第28回学術講演会
  • Place of Presentation: 長崎
  • Year and Date: 2011-10-08
• [Presentation] ラット血漿・毛根・毛幹中のメタンフェタミンの HPLC-化学発光定量と毛髪移行性評価 (2011)
  • Author(s): 野上久美,池田理恵,和田光弘,黒田直敬,中島憲一郎
  • Organizer: 生物発光化学発光研究会第28回学術講演会
  • Place of Presentation: 長崎
  • Year and Date: 2011-10-08
• [Presentation] ルミノール化学発光による簡便・迅速なブルーベリーの抗酸化活性評価 (2011)
  • Author(s): 小林ちひろ,池田理恵,和田光弘,天島道夫,黒田直敬,中島憲一郎
  • Organizer: 生物発光化学発光研究会第28回学術講演会
  • Place of Presentation: 長崎
  • Year and Date: 2011-10-08
• [Presentation] 臨床化学への薬学的アプローチ (2011)
  • Author(s): 黒田直敬
  • Organizer: 第51回日本臨床化学会年次学術集会
  • Place of Presentation: 札幌
  • Year and Date: 2011-08-27
• [Presentation] パラコートのオンサイト分析を目的とするルミノール化学発光定量法の開発 (2011)
  • Author(s): 樋口 翔,岸川直哉,大山 要,中島憲一郎,黒田直敬
  • Organizer: 日本法中毒学会第30年会
  • Place of Presentation: 長崎
  • Year and Date: 2011-06-10
• [Presentation] 化学発光と臨床化学分析 (2010)
  • Author(s): 黒田直敬
  • Organizer: 生物発光化学発光研究会第27回学術講演会
  • Place of Presentation: 東京
  • Year and Date: 2010-10-30
• [Presentation] 血清アルブミンに対する発蛍光測定試薬を用いる血清中酸化・還元アルブミン比の測定法の開発 (2010)
  • Author(s): 岸川直哉,大山 要,今里孝宏,中島憲一郎,前畑英介,黒田直敬
  • Organizer: 第50回日本臨床化学会年次学術集会
  • Place of Presentation: 甲府
  • Year and Date: 2010-09-24
• [Presentation] リウマチ患者血清中ビタミン K 類の光誘起ルミノール化学発光定量 (2010)
  • Author(s): 岸川直哉,Sameh Ahmed,大山 要,今里孝宏,植木幸孝,中島憲一郎,黒田直敬
  • Organizer: 日本分析化学会第59年会
  • Place of Presentation: 仙台
  • Year and Date: 2010-09-17
• [Presentation] Selective determination of ubiquinone in human plasma by HPLC with a chemiluminescence reaction based on the redox cycle of quinone (2010)
  • Author(s): Kuroda N, Ohkubo N, Kishikawa N, Ohyama K, Nakashima K
  • Organizer: XIV. International Symposium on Luminescence Spectrometry.
  • Place of Presentation: Prague, Czech Republic
  • Year and Date: 2010-07-14
• [Presentation] Suzuki coupling 反応を利用するクロルフェニラミン及び代謝物の HPLC-過シュウ酸エステル化学発光定量法の開発 (2010)
  • Author(s): 岸川直哉,Adutwum Lawrence Asamoah,大山 要,中島憲一郎,黒田直敬
  • Organizer: 第17回クロマトグラフィーシンポジウム
  • Place of Presentation: 広島
  • Year and Date: 2010-06-04
• [Book] Quantification of vitamin K in foods. In Fortified Foods with Vitamins: Analytical Concepts to Assure Better and Safer Products (2011)
  • Author(s): Ahmed S, Kishikawa N, Ohyama K, Kuroda N
  • Total Pages: 237-256
  • Publisher: Rychlik Meds; Wiley & Sons, New York
• [Book] キノンの選択的化学発光検出法とその臨床化学的応用 (2010)
  • Author(s): 黒田直敬,岸川直哉,大山 要
  • Total Pages: 39,15-21
  • Publisher: 臨床化学
• [Patent(Industrial Property Rights)] 免疫複合体の網羅的解析方法および新規関節リウマチバイオマーカー (2011)
  • Inventor(s): 黒田直敬,大山 要,岸川直哉
  • Industrial Property Rights Holder: 長崎大学
  • Industrial Property Number: 特願2010-231935
  • Filing Date: 2011-10-14
  • Overseas