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2002 Fiscal Year Final Research Report Summary

Structure, Catalytic Function and Biogenesis Mechanism of Novel Built-in Quinone Cofactors

Research Project

Project/Area Number 12480180
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Structural biochemistry
Research InstitutionOsaka University

Principal Investigator

TANIZAWA Katsuyuki  Osaka University, Institute of Scientific and Industrial Research, Professor, 産業科学研究所, 教授 (20133134)

Co-Investigator(Kenkyū-buntansha) OKAJIMA Toshihide  Osaka University, Institute of Scientific and Industrial Research, Associate Professor, 産業科学研究所, 助教授 (10247968)
Project Period (FY) 2000 – 2002
Keywordsquinone cofactor / copper amine oxidase / amine dehydrogenase / topa quinone / built-in cofactor / X-ray crystallography / quinohemoprotein / post-translational modification
Research Abstract

Over the recent decade, a number of unique cofactors derived from amino acid residues have been discovered in various enzyme proteins, including 2,4,5-trihydroxyphenylalanine quinone (topa quinone; TPQ) of copper amine oxidase and tryptophan tryptophylquinone (TTQ) of bacterial amine dehydrogenase. These quinone co factors temporarily store the reducing equivalents derived from the substrate before passing them on to exogenous 1- or 2-electron acceptors such as a cytochrome, a cupredoxin, or molecular oxygen. Both of TPQ and TTQ are encoded as ordinary amino acids (Tyr or Trp) in the enzyme genes and thus are synthesized by post-translational modification. Using the inactive precursor forms of recombinant copper amine oxidases from Arthrobacter globiformis overproduced in Escherichia coli, we demonstrated that TPQ is generated through self-processing of the enzyme proteins with the participation of the bound copper ion. X-ray crystallographic studies of the Cu/TPQ-less inactive enzyme … More (apoenzyme) as well as the Cu/TPQ-containing active form (holoenzyme) revealed the structural difference only in the active site. Using X-ray crystallography, we have probed the copper-dependent autooxidation process of TPQ. Apo enzyme crystals were anaerobically soaked with copper; the structure determined from this crystal provided a view of the initial state: the unmodified tyrosine coordinated to the bound copper. Exposure of the copper-bound crystals to oxygen led to the formation of freeze-trapped intermediates; structural analyses indicated that these intermediates contain dihydroxyphenylalanine quinone and trihydroxyphenylalanine. These are the first visualized intermediates during TPQ biogenesis in copper amine oxidase. Furthermore, we have recently identified a novel quinone co factor, cysteine tryptophylquinone (CTQ) in quinohemoprotein amine dehydrogenases from Paracoccus denitrificans and Pseudomonas putida. CTQ is the forth quinone co factor derived from amino acids, following TPQ, TTQ, and lysine tyrosylquinone (LTQ) found in lysyl oxidase. Less

  • Research Products

    (32 results)

All Other

All Publications (32 results)

  • [Publications] T.Koyanagi, K.Matsumura, S.Kuroda, K.Tanizawa: "Molecular cloning and heterologous expression of pea seedling copper amine oxidase"Biosci.Biotechnol.Biochem.. 64. 717-712 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] O.Niwa, R.Kurita, K.Hayashi, T.Horiuchi, K.Torimitsu, K.Maevama, K.Tanizawa: "Continuous measurement of histamine from rat basophilic leukemia cells (RBL-2H3) with an on-line sensor using histamine oxidase"Sensors and Actuators. B67. 43-51 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] C.Ogino, Y.Negi, H.Daido, M.Kanemasu, A.Kondo, S.Kuroda, T.Tanizawa, N.Shimizu, H.Fukuda: "Identification of novel membrane-bound phospholipase D from Streptoverticillium cinnamoneum, possessing only hydrolytic activity"Biochem.Biophys. Acta. 1530. 23-31 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Tanizawa, M.Kusunoki, T.Fukui: "UDP-Glucose pyrophosphorylase : primary structure and affinity labeling"J.Biochem.Mol.Biol.Biophys.. 5. 83-98 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] I.Vandenberghe, J.K.Kim, B.Devreese, A.Hacisalihoglu, H.Iwabuki, T.Okajima, S.Kuroda, O.Adachi, J.A.Jongejan, J.A.Duine, K.Tanizawa, J.Van Beeumen: "The Covalent Structure of the Small Subunit from Pseudomonas putida Amine Dehydrogenase Reveals the Presence of Three Novel Types of Internal Cross-Linkages. All Involving Cvsteine in a Thio-Ether Bond"J.Biol.Chem.. 276. 42923-42931 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Hirota, T.Iwamoto, S.Kishishita, T.Okajima, O.Yamauchi, K.Tanizawa: "Spectroscopic Observation of Intermediates Formed during the Oxidative Half-Reaction of Copper/Topa Quinone-Containing Phenylethylamine Oxidase"Biochemistry. 40. 15789-15796 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Datta, Y.Mori, K.Takagi, K.Kawaguchi, Z.W.Chen, T.Okajima, S.Kuroda, T.Ikeda, K.Kano, K.Tanizawa, F.S.Mathews: "Structure of a Quinohemoprotein Amine Dehydrogenase with an Uncommon Redox Cofactor and Highly Unusual Crosslinking"Proc.Natl.Acad.Sci. U.S.A.. 98. 14268-14273 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K.Mlickova, M.Sebela, R.Cibulka, I.Frebort, P.Pec, Liska, K.Tanizawa: "Inhibition of Copper Amine Oxidases by Pyridine-Derived Aldoximes and Ketoximes"Biochimie. 83. 995-1002 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 谷澤克行: "バイオファクター研究のブレークスルー:「PQQ」(3)TPQ, TTQ, LTQ"ビタミン. 75. 367-373 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A.Satoh, J.K.Kim, I.Miyahara, B.Devreese, I.Vandenberghe, A.Hacisalihoglu, T.Okajima, S.Kuroda, O.Adachi, J.A.Duine, J.Van Beeumen, K.Tanizawa, K.Hirotsu: "Crystal Structure of Quinohemoprotein Amine Dehydrogenase from Pseudomonas putida. Identification of a Novel Quinone Cofactor Encaged by Multiple Thio-Ether Cross-Bridges"J.Biol.Chem.. 277. 2830-2834 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Okajima, D.Kitaguchi, K.Fujii, H.Matsuoka, S.Goto, S.Uchiyama, Y.Kobayashi, K.Tanizawa: "Novel Trimeric Adenylate Kinase from an Extremely Thermoacidophilic Archaeon, Sulfolobus solfataricus : Molecular Cloning, Nucleotide Sequencing, Expression in Eseherichia coli, and Characterization of the Recombinant Enzyme"Biosci.Biotech.Biochem.. 66. 2112-2124 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.Kim, T.Okajima, S.Kishishita, M.Yoshimura, A.Kawamori, K.Tanizawa, H.Yamaguchi: "X-ray Snapshots of Quinone Cofactor Biogenesis in Bacterial Copper Amine Oxidase"Nature Struct.Biol.. 9. 591-596 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Iwaki, M.Ogasawara, R.Kurita, O.Niwa, K.Tanizawa, Y.Ohashi, K.Maeyama: "Real-time Monitoring of Histamine Released from Rat Basophilic Leukemia (RBL-2H3) Cells with a Histamine Microsensor Using Recombinant Histamine Oxidase"Anal.Biochem.. 304. 236-243 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Kurita, K.Hayashi, T.Horiuchi, O.Niwa, K.Maeyama, K.Tanizawa: "Differential Measurement with a Microfluidic Device for the Highly Selective Continuous Measurement of Histamine Released from Rat Basophilic Leukemia Cells (RBL-2H3)"Lab Chip. 2. 34-38 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] S.Kishishita, T.Okajima, M.Kim, H.Yamaguchi, S.Hirota, S.Suzuki, S.Kuroda, K.Tanizawa, M.Mure: "Role of Copper Ion in Bacterial Copper Amine Oxidase : Spectroscopic and Crystallographic Studies of Metal-substituted Enzymes"J.Am.Chem.Soc.. 125. 1041-1055 (2003)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 後藤祐児, 谷澤克行(編著): "バイオサイエンスの新世紀3 タンパク質の分子設計"共立出版株式会社. 201 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] O.Niwa, R.Kurita, K.Hayashi, T.Horiuchi, K.Torimitsu, K.Maeyama, and K.Tanizawa: "Continuous Measurement of Histamine from Rat B asophilic Leukemia Cells (RBL-2H3) with an On-Line Sensor Using Histamine Oxidase"Sensors and Actuators. B67. 43-51 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Koyanagi, K.Matsumura, S.Kuroda, and K.Tanizawa: "Molecular Cloning and Heterologous Expression of Pea Seedling Copper Amine Oxidase"Biosci. Biotech. Biochem. 64. 717-722 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Tanizawa: "Breakthrough of Vitamin Research: 'PQQ' (3) TPQ, TTQ, LTQ"Vitamin (Japan). 75. 367-373 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Tanizawa, M.Kusunoki, and T.Fukui: "UDP-Ulucose Pvrophosphorylase: Primary Structure and Affinity Labeling"J. Biochem. Mol. Biol & Biophys. 5. 83-98 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] C.Ogino, Y.Negi, H.Daido, M.Kanemasu, A.Kendo, S.Kuroda, K.Tanizawa, N.Shimizu, and H.Fukuda: "Identification of Novel Membrane-Bound Pho spholipase D from Streptoverticillium cinnamoneum, Possessing Only Hydrolytic Activity"Biochem. Biophys. Acta. 1530. 23-31 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Mlickova, M.Sebela, R.Cibulka, I.Frebort, P.Pec, F.Liska, and K.Tanizaw: "Inhibition of Copper Amme Oxidases by Pwidine-Derived Aldoximes and Ketoximes"Biochimie. 83. 995-1002 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Hirota, T.Iwamoto, S.Kishishita, T.Okajima, O.Yamauchi, and K.Tanizawa: "Spectroscopic Observation of Intermediates Formed during the Oxidative Half-Reaction of C&pper/Topa Ouinone-C ontaining Phenylethyl amine Oxidase"Biochemistry. 40. 15789-15796 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Datta, Y.Mori, K.Takagi, K.Kawaguchi, Z.W,Chen, T.Okajima, S.Kuroda, T.Ikeda, K.Kano, K.Tanizawa, and F.S.Mathews: "Structure of a Quinoheraoprotein Amine Dehydrogenase with an Uncommon Redox Cofactor and Highly Unusual Crosslinking"Proc. Natl. Acad Sci. U.S.A.. 98. 14268-14273 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] I.Vandenberghe, J.K.Kim, B.Devreese, A.Hacisalihoglu, H.Iwabuki, T.Okajima, S.Kuroda, O.Adachi, J.A.Jongejan, J.A.Duine, K.Tanizawa, and J.Van Beeumen: "The Covalent Structure of the Small Subunit from Pseudomonas putida Arnine Dehydrogenase Reveals the Presence of Three Novel Types of Internal Cross-Linkages, All Involving Cysteine in a Thio-Ether Bond"J. Biol. Chem.. 276. 42923-42931 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R.Kurita, K.Hayashi, T.Horiuchi, O.Niwa, K.Maeyama, and K.Tanizawa: "Differential Measurement with a Microfluidic Device for the Highly Selective Continuous Measurement of Histamine Released from Rat Basophilic Leukemia Cells (RBL-2H3)"Lab Chip. 2. 34-38 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Iwaki, M.Ogasawara, R.Kurita, O.Niwa, K.Tanizawa, Y.Ohashi, and K.Maeyama: "Real-time Monitoring of Histamine Released from Rat Basophilic Leukemia (RBL-2H3) Cells with a Histamine Microsensor Using Recombinant Histamine Oxidase"Anal. Biochem.. 304. 236-243 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] M.Kim, T.Okajima, S.Kishishita, M.Yoshimura, A.Kawamori, K.Tanizawa, and H.Yamaguchi: "X-ray Snapshots of Quinone Cofactor Bioeenesis in Bacterial Copper Amine Oxidase"Nature Struct. Biol.. 9. 591-596 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Okajima, D.Kitaguchi, K.Fujii, H.Matsuoka, S.Goto, S.Uchiyama, Y.Kobayashi, and K.Tanizawa: "Novel Trimeric Adenylate Kinase from an Extremely Thermoacidophilic Archaeon, Sulfolobus solfataricas: Molecular Cloning, Nucleotide Sequencing, Expression in Escherichia coli, and Characterization of the Recombinant Enzyme"Biosci. Biotech. Biochem.. 66. 2112-2124 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A.Satoh, J.K.Kim, I.Miyahara, B.Devreese, I.Vandenbergtie, A.Hacisalihoglu, T.Okajima, S.Kuroda, O.Adachi J.A.Duine, J.Van Beeumen, K.Tanizawa, and K.Hitotsu: "Crystal Structure of Qumohemoprotein Amine Dehydrogenase from Pseudomonasputida. Identification o f a Novel Quinone Cofactoi Encaged by Multipl e Thio -Ether Cross-Bridges"J. Biol. Chem.. 277. 2830-2834 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] S.Kishishita, T.Okajima, M.Kim, H.Yamagucni, S.Hrrota, S.Suzuki, S.Kuroda, K.Tanizawa, and M.Mure: "Role of Copperloi in Bacterial Copper Amine Oxidase: Specttoscopic and CrystallograpMc Studies of Metal-substi tuted Enzymes"J. Am. Chem. Soc.. 125. 1041-1055 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Goto, and K.Tanizawa: "Molecular Design of Proteins"Kyoritsu Suppan Ltd.. 201 (2001)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2004-04-14  

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