Oxidation of benzylamine Br-derivatives by lentil seedling copper-amine oxidase

REFERENCES

• Azakami , H. , Yamashita , M. , Roh , J.H. , Suzuki , H. , Kumagai , H. and Murooka , Y. 1994 . Nucleotide sequence of the gene for monoamine oxidase (Maoa) from Escherichia coli . J. Ferment. Bioeng. , 77 : 315 – 319 .
   Google Scholar
• Bellelli , A. , Finazzi Agrò , A. , Floris , G. and Brunori , M. 1991 . On the mechanism and rate of substrate oxidation by amine oxidase from lentil seedlings . J. Biol. Chem. , 266 : 20654 – 20657 .
   PubMedGoogle Scholar
• Bruinenberg , P.G. , Evers , M. , Waterham , H.R. , Kuipers , J. , Arnberg , A.C. and Ab , G. 1989 . Cloning and sequencing of the peroxisomal amine oxidase gene from Hansenula polymorpha . Biochim. Biophys. Acta , 1008 : 157 – 167 .
   PubMedGoogle Scholar
• Cooper , R.A. , Knowles , P.F. , Brown , D.E. , McGuirl , M.A. and Dooley , D.M. 1992 . Evidence for copper and 3,4,6-trihydroxyphenylalanine quinone cofactors in an amine oxidase from the Gram-negative bacterium Escherichia coli K-12 . Biochem. J. , 288 : 337 – 340 .
   PubMedGoogle Scholar
• Dooley , D.M. , McGuirl , M.A. , Peisach , J. and McCracken , J. 1987 . The generation of an organic free radical in substrate-reduced pig kidney diamine oxidase-cyanide . FEBS Lett. , 214 : 274 – 278 .
   PubMedGoogle Scholar
• Dooley , D.M. , McGuirl , M.A. , Brown , D.E. , Turowski , P.N. , McIntire , W.S. and Knowles , P.F. 1991 . A Cu(I)-semiquinone state in substrate-reduced amine oxidase . Nature , 349 : 262 – 264 .
   PubMed Web of Science ®Google Scholar
• Finazzi Agrò , A. , Rinaldi , A. , Floris , G. and Rotilio , G. 1984 . A free radical intermediate in the reduction of plant Cu-amine oxidases . FEBS Lett. , 176 : 378 – 380 .
   Google Scholar
• Floris , G. , Giartosio , A. and Rinaldi , A. 1983 . Diamine oxidase from Lens esculenta seedlings: purification and properties . Phytochemistry , 22 : 1871 – 1874 .
   Web of Science ®Google Scholar
• Frébort , I. and Adachi , O. 1995 . Copper/quinone-containing amine oxidases, an exciting class of ubiquitous enzymes . J. Ferment. Bioeng. , 80 : 625 – 632 .
   Google Scholar
• Greenaway , F.T. , O'Gara , C.Y. , Marchena , J.M. , Poku , J.W. , Urtiaga , J.G. and Zou , Y. 1991 . EPR studies of spin-labeled bovine plasma amine oxidase: The nature of the substrate-binding site . Arch. Biochem. Biophys. , 285 : 291 – 296 .
   PubMedGoogle Scholar
• Hartmann , C. and Klinman , J.P. 1991 . Structure-function studies of substrate oxidation by bovine serum amine oxidase: relationship to cofactor structure and mechanism . Biochemistry , 30 : 4605 – 4611 .
   PubMed Web of Science ®Google Scholar
• Janes , S.M. , Mu , D. , Wemmer , D. , Smith , A.J. , Kaur , S. , Maltby , D. , Burlingame , A.L. and Klinman , J.P. 1990 . A new redox cofactor in eukaryotic enzymes: 6-hydroxydopa at the active site of bovine serum amine oxidase . Science , 248 : 981 – 987 .
   PubMed Web of Science ®Google Scholar
• Janes , S.M. and Klinman , J.P. 1991 . An investigation of bovine serum amine oxidase active site stoichiometry: evidence for an aminotransferase mechanism involving two carbonyl cofactors per enzyme dimer . Biochemistry , 30 : 4599 – 4605 .
   PubMed Web of Science ®Google Scholar
• Janes , S.M. , Palcic , M.M. , Scaman , C.H. , Smith , A.J. , Brown , D.E. , Dooley , D.M. , Mure , M. and Klinman , J.P. 1992 . Identification of topaquinone and its consensus sequence in copper amine oxidases . Biochemistry , 31 : 12147 – 12154 .
   PubMed Web of Science ®Google Scholar
• Klinman , J.P. and Mu , D. 1994 . Quinoenzymes in biology . Annu. Rev. Biochem. , 63 : 299 – 344 .
   PubMed Web of Science ®Google Scholar
• Kumar , V. , Dooley , D.M. , Freeman , H.C. , Guss , J.M. , Harvey , I. , McGuirl , M.A. , Wilce , M.C.J. and Zubak , V. 1996 . Crystal structure of a eukaryotic (pea seedling) copper-containing amine oxidase at 2.2 Å resolution . Structure , 4 : 943 – 955 .
   PubMed Web of Science ®Google Scholar
• Li , R. , Klinman , J.P. and Mathews , F.S. 1998 . Copper amine oxidase from Hansenula polymorpha: the crystal structure determined at 2.4 angstrom resolution reveals the active conformation . Research Article , 6 : 293 – 307 .
   Google Scholar
• McIntire , W.S. and Hartmann , C. 1993 . Principles and Applications of Quinoproteins , Edited by: Davidson , V.L. 91 – 171 . New York : Marcel Dekker . In
   Google Scholar
• Medda , R. , Padiglia , A. , Pedersen , J.Z. , Rotilio , G. , Finazzi Agrò , A. and Floris , G. 1995a . The reaction mechanism of copper amine oxidase: detection of intermediates by the use of substrates and inhibitors . Biochemistry , 34 : 16375 – 16381 .
   PubMedGoogle Scholar
• Medda , R. , Padiglia , A. and Floris , G. 1995b . Plant copper-amine oxidases . Phytochemistry , 39 : 1 – 9 .
   Web of Science ®Google Scholar
• Medda , R. , Padiglia , A. , Pedersen , J.Z. , Finazzi Agrò , A. , Rotilio , G. and Floris , G. 1997 . Inhibition of copper amine oxidase by haloamines: a killer product mechanism . Biochemistry , 36 : 2595 – 2602 .
   PubMed Web of Science ®Google Scholar
• Medda , R. , Padiglia , A. , Bellelli , A. , Sarti , P. , Santanchè , S. , Finazzi Agrò , A. and Floris , G. 1998 . Intermediates in the catalytic cycle of lentil (Lens esculenta) seedling copper-containing amine oxidase . Biochem. J. , 332 : 431 – 437 .
   PubMedGoogle Scholar
• Padiglia , A. , Medda , R. and Floris , G. 1992 . Lentil seedling amine oxidase: interaction with carbonyl reagents . Biochem. Int. , 28 : 1097 – 1107 .
   PubMedGoogle Scholar
• Padiglia , A. , Medda , R. , Lorrai , A. , Murgia , B. , Pedersen , J.Z. and Floris , G. 1998 . Characterization of Euphorbia characias latex amine oxidase . Plant Physiol. , 117 : 5193 – 5198 .
   Google Scholar
• Parson , M.R. , Convery , M.A. , Wilmot , C.M. , Yadav , K.D.S. , Blakeley , V. , Corner , A.S. , Phillips , S.E.V. , McPherson , M.J. and Knowles , P.F. 1995 . Crystal structure of a quinoenzyme: copper amine oxidase of Escherichia coli at 2 Å resolution . Structure , 3 : 1171 – 1184 .
   PubMedGoogle Scholar
• Pedersen , J.Z. , El-Sherbini , S. , Finazzi Agrò , A. and Rotilio , G. 1992 . A substrate-cofactor free radical intermediate in the reaction mechanism of copper amine oxidase . Biochemistry , 31 : 8 – 12 .
   PubMed Web of Science ®Google Scholar
• Rossi , A. , Petruzzelli , M. and Finazzi Agrò , A. 1992 . cDNA derived amino-acid sequence of lentil seedling amine oxidase . FEBS Lett. , 301 : 253 – 257 .
   PubMed Web of Science ®Google Scholar
• Tanizawa , K. , Matsuzaki , R. , Shimizu , E. , Yorifuji , T and Fukui , T. 1994 . Cloning and sequencing of phenylethylamine oxidase from Arthrobacter globiformis and implication of Tyr-382 as the precursor to its covalently bound quinone cofactor . Biochem. Biophys. Res. Commun. , 199 : 1096 – 1102 .
   PubMedGoogle Scholar
• Tipping , A.J. and McPherson , M.J. 1995 . Cloning and molecular analysis of the pea seedling copper amine oxidase . J. Biol. Chem. , 270 : 16939 – 16946 .
   PubMed Web of Science ®Google Scholar
• Turowski , P.N. , McGuirl , M.A. and Dooley , D.M. 1993 . Intramolecular electron transfer rate between active-site copper and TOPA quinone in pea seedling amine oxidase . J. Biol. Chem. , 268 : 17680 – 17682 .
   PubMed Web of Science ®Google Scholar
• Wilce , M.C.J. , Dooley , D.M. , Freeman , H.C. , Guss , J.M. , Matsunami , H. , Mcintire , W.S. , Ruggiero , C.E. , Tanizawa , K. and Yamaguchi , H. 1997 . Crystal structures of the copper-containing amine oxidase from Arthrobacter globiformis in the holo and apo forms: implications for the biogenesis of topaquinone . Biochemistry , 36 : 16116 – 16133 .
   PubMed Web of Science ®Google Scholar
• Zhang , X. , Fuller , J.H. and McIntire , W.S. 1993 . Cloning, sequencing, expression, and regulation of the structural gene for the copper/topaquinone-containing methylamine oxidase from Arthrobacter strain P1, a gram-positive facultative methylotroph . J. Bacteriol. , 175 : 5617 – 5627 .
   PubMedGoogle Scholar