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Bibliography on structural studies of lipoxygenases

  1. Abeysinghe, R.D., Roberts, P.J., Cooper, C.E., MacLean, K.H., Hider, R.C. and Porter, J.B. (1996) The environment of the lipoxygenase iron binding site explored with novel hydroxypyridinone iron chelators. J. Biol. Chem. 271, 7965-7972.
  2. Aoshima, H., Kajiwara, T., Hatanaka, A. and Hatano, H. (1977) Electron spin resonance studies on the lipoxygenase reaction by spin trapping and spin labelling methods. J. Biochem. (Tokyo) 82, 1559-1565.
  3. Averill, B.A. and Vincent, J.B. (1993) Electronic absorption spectroscopy of nonheme iron proteins. Methods Enzymol. 226, 33-51.
  4. Björnstedt, M., Odlander, B., Kuprin, S., Claesson, H.E. and Holmgren, A. (1996) Selenite incubated with NADPH and mammalian thioredoxin reductase yields selenide, which inhibits lipoxygenase and changes the electron spin resonance spectrum of the active site iron. Biochemistry 35, 8511-8516.
  5. Boyington, J.C., Gaffney, B.J. and Amzel, L.M. (1990) Crystallization and preliminary x­ray analysis of soybean lipoxygenase­1, a non­heme iron­containing dioxygenase. J. Biol. Chem. 265, 12771-12773.
  6. Boyington, J.C., Gaffney, B.J. and Amzel, L.M. (1993a) The three­dimensional structure of an arachidonic acid 15­lipoxygenase. Science 260, 1482-1486.
  7. Boyington, J.C., Gaffney, B.J. and Amzel, L.M. (1993b) Structure of soybean lipoxygenase­I. Biochem. Soc. Trans. 21, 744-748.
  8. Boyington, J.C., Gaffney, B.J., Amzel, L.M., Doctor, K.S., Mavrophilipos, D.V., Mavrophilipos, Z.V., Colom, A. and Yuan, S.M. (1994) The x­ray structure and biophysical studies of a 15­lipoxygenase. Ann. N. Y. Acad. Sci. 744, 310-313.
  9. Boyington, J.C., Gaffney, B.J. and Amzel, L.M. (1997) The three-dimensional structure of soybean lipoxygenase­1: An arachidonic acid 15­lipoxygenase. Adv. Exp. Med. Biol. 400A, 133-138.
  10. Carroll, R.T., Muller, J., Grimm, J., Dunham, W.R., Sands, R.H. and Funk, M.O., Jr. (1993) Rapid purification of rabbit reticulocyte lipoxygenase for electron paramagnetic spectroscopy characterization of the non­heme iron. Lipids 28, 241-244.
  11. Chamulitrat, W. and Mason, R.P. (1990) Alkyl free radicals from the ß­scission of fatty acid alkoxyl radicals as detected by spin trapping in a lipoxygenase system. Arch. Biochem. Biophys. 282, 65-69.
  12. Chasteen, N.D., Grady, J.K., Skorey, K.I., Neden, K.J., Riendeau, D. and Percival, M.D. (1993) Characterization of the non­heme iron center of human 5­lipoxygenase by electron paramagnetic resonance, fluorescence, and ultraviolet­visible spectroscopy: redox cycling between ferrous and ferric states. Biochemistry 32, 9763-9771.
  13. de Groot, J.J., Veldink, G.A., Vliegenthart, J.F.G., Boldingh, J., Wever, R. and van Gelder, B.F. (1975) Demonstration by EPR spectroscopy of the functional role of iron in soybean lipoxygenase­1. Biochim. Biophys. Acta 377, 71-79.
  14. Draheim, J.E., Carroll, R.T., McNemar, T.B., Dunham, W.R., Sands, R.H. and Funk, M.O., Jr. (1989) Lipoxygenase isoenzymes: a spectroscopic and structural characterization of soybean seed enzymes. Arch. Biochem. Biophys. 269, 208-318.
  15. Dunham, W.R., Carroll, R.T., Thompson, J.F., Sands, R.H. and Funk, M.O., Jr. (1990) The initial characterization of the iron environment in lipoxygenase by Mössbauer spectroscopy. Eur. J. Biochem. 190, 611-617.
  16. Finazzi­Agro, A., Avigliano, L., Veldink, G.A., Vliegenthart, J.F.G. and Boldingh, J. (1973) The influence of oxygen on the fluorescence of lipoxygenase. Biochim. Biophys. Acta 326, 462-470.
  17. Finazzi­Agro, A., Avigliano, L., Egmond, M.R., Veldink, G.A. and Vliegenthart, J.F.G. (1975) Fluorescence perturbation in soybean lipoxygenase­1. FEBS Lett. 52, 73-76.
  18. Gaffney, B.J., Mavrophilipos, D.V. and Doctor, K.S. (1993) Access of ligands to the ferric center in lipoxygenase­1. Biophys. J. 64, 773-783.
  19. Galey, J.B., Bombard, S., Chopard, C., Girerd, J.J., Lederer, F., Thang, D.C., Nam, N.H., Mansuy, D. and Chottard, J.C. (1988) Hexanal phenylhydrazone is a mechanism­based inactivator of soybean lipoxygenase 1. Biochemistry 27, 1058-1066.
  20. Galpin, J.R., Veldink, G.A., Vliegenthart, J.F.G. and Boldingh, J. (1978) The interaction of nitric oxide with soybean lipoxygenase­1. Biochim. Biophys. Acta 536, 356-362.
  21. Gillmor, S.A., Villaseñor, A., Fletterick, R., Sigal, E. and Browner, M.F. (1997) The structure of mammalian 15­lipoxygenase reveals similarity to the lipases and the determinants of substrate specificity. Nature Struct. Biol. 4, 1003-1009.
  22. Heinisch, O., Kowalski, E., Goossens, K., Frank, J., Heremans, K., Ludwig, H. and Tauscher, B. (1995) Pressure effects on the stability of lipoxygenase: Fourier transform­infrared spectroscopy (FT­IR) and enzyme activity studies. Z. Lebensm. Unters. Forsch. 201, 562-565.
  23. Holman, T.R., Zhou, J. and Solomon, E.I. (1998) Spectroscopic and functional characterization of a ligand coordination mutant of soybean lipoxygenase­1: First coordination sphere analogue of human 15­lipoxygenase. J. Am. Chem. Soc. 120, 12564-12572.
  24. Kanofsky, J.R. and Axelrod, B. (1986) Singlet oxygen production by soybean lipoxygenase isozymes. J. Biol. Chem. 261, 1099-1104.
  25. Kemal, C., Louis­Flamberg, P., Krupinski­Olsen, R. and Shorter, A.L. (1987) Reductive inactivation of soybean lipoxygenase 1 by catechols: a possible mechanism for regulation of lipoxygenase activity. Biochemistry 26, 7064-7072.
  26. Kramer, J.A., Johnson, K.R., Dunham, W.R., Sands, R.H. and Funk, M.O., Jr. (1994) Position 713 is critical for catalysis but not iron binding in soybean lipoxygenase 3. Biochemistry 33, 15017-15022.
  27. Kroneck, P.M., Cucurou, C., Ullrich, V., Ueda, N., Suzuki, H., Yoshimoto, T., Matsuda, S. and Yamamoto, S. (1991) Porcine leukocyte 5­ and 12­lipoxygenases are iron enzymes. FEBS Lett. 287, 105-107.
  28. Ludwig, P., Tordi, M.G. and Colosimo, A. (1985) Circular dichroism observations on the lipoxygenase from reticulocytes. Biochim. Biophys. Acta 830, 136-139.
  29. Matsuda, Y., Beppu, T. and Arima, K. (1978a) Crystallization and positional specificity of hydroperoxidation of Fusarium lipoxygenase. Biochim. Biophys. Acta 530, 439-450.
  30. Matsuda, Y., Beppu, T. and Arima, K. (1978b) Circular dichroism of Fusarium lipoxygenase from Fusarium oxysporum. Biochem. Biophys. Res. Commun. 85, 203-208.
  31. Matsuda, Y., Beppu, T. and Arima, K. (1978c) Spin­state exchange in Fusarium lipoxygenase on binding of linoleic acid. Biochem. Biophys. Res. Commun. 86, 319-324.
  32. Michaud­Soret, I. and Chottard, J.C. (1992) Investigation of sulfur containing amino acids at the lipoxygenase active site using a platinum complex. Biochem. Biophys. Res. Commun. 182, 779-785.
  33. Michaud­Soret, I., Daniel, R., Chopard, C., Mansuy, D., Cucurou, C., Ullrich, V. and Chottard, J.C. (1990) Soybean lipoxygenases­1, ­2a, ­2b and ­2c do not contain PQQ. Biochem. Biophys. Res. Commun. 172, 1122-1128.
  34. Minor, W., Steczko, J., Bolin, J.T., Otwinowski, Z. and Axelrod, B. (1993) Crystallographic determination of the active site iron and its ligands in soybean lipoxygenase L­1. Biochemistry 32, 6320-6323.
  35. Minor, W., Steczko, J., Stec, B., Otwinowski, Z., Bolin, J.T., Walter, R. and Axelrod, B. (1996) Crystal structure of soybean lipoxygenase L­1 at 1.4 Å resolution. Biochemistry 35, 10687-10701.
  36. Navaratnam, S., Feiters, M.C., Al­Hakim, M., Allen, J.C., Veldink, G.A. and Vliegenthart, J.F.G. (1988) Iron environment in soybean lipoxygenase­1. Biochim. Biophys. Acta 956, 70-76.
  37. Nelson, M.J. (1987) The nitric oxide complex of ferrous soybean lipoxygenase­1. Substrate, pH, and ethanol effects on the active­site iron. J. Biol. Chem. 262, 12137-12142.
  38. Nelson, M.J., Seitz, S.P. and Cowling, R.A. (1990) Enzyme­bound pentadienyl and peroxyl radicals in purple lipoxygenase. Biochemistry 29, 6897-6903.
  39. Nelson, M.J., Batt, D.G., Thompson, J.S. and Wright, S.W. (1991) Reduction of the active­site iron by potent inhibitors of lipoxygenases. J. Biol. Chem. 266, 8225-8229.
  40. Nelson, M.J., Cowling, R.A. and Seitz, S.P. (1994) Structural characterization of alkyl and peroxyl radicals in solutions of purple lipoxygenase. Biochemistry 33, 4966-4973.
  41. Nelson, M.J., Chase, D.B. and Seitz, S.P. (1995a) Photolysis of "purple" lipoxygenase: implications for the structure of the chromophore. Biochemistry 34, 6159-6163.
  42. Nelson, M.J., Brennan, B.A., Chase, D.B., Cowling, R.A., Grove, G.N. and Scarrow, R.C. (1995b) Structure and kinetics of formation of catechol complexes of ferric soybean lipoxygenase­1. Biochemistry 34, 15219-15229.
  43. Pham, C., Jankun, J., Skrzypczak­Jankun, E., Flowers, R.A., II, and Funk, M.O., Jr. (1998) Structural and thermochemical characterization of lipoxygenase-catechol complexes. Biochemistry 37, 17952-17957. Crystallography
  44. Pistorius, E.K., Axelrod, B. and Palmer, G. (1976) Evidence for participation of iron in lipoxygenase reaction from optical and electron spin resonance studies. J. Biol. Chem. 251, 7144-7148.
  45. Pourplanche, C., Lambert, C., Berjot, M., Marx, J., Chopard, C., Alix, A.J. and Larreta­Garde, V. (1994) Conformational changes of lipoxygenase (LOX) in modified environments. Contribution to the variation in specificity of soybean LOX type 1. J. Biol. Chem. 269, 31585-31591.
  46. Ramachandran, S., Carroll, R.T., Dunham, W.R. and Funk, M.O., Jr. (1992) Limited proteolysis and active­site labeling studies of soybean lipoxygenase. Biochemistry 31, 7700-7706.
  47. Salerno, J.C. and Siedow, J.N. (1979) The nature of the nitric oxide complexes of lipoxygenase. Biochim. Biophys. Acta 579, 246-251.
  48. Scarrow, R.C., Trimitsis, M.G., Buck, C.P., Grove, G.N., Cowling, R.A. and Nelson, M.J. (1994) X­ray spectroscopy of the iron site in soybean lipoxygenase­1: changes in coordination upon oxidation or addition of methanol. Biochemistry 33, 15023-15035.
  49. Skrzypczak­Jankun, E., Funk, M.O., Jr., Boyington, J.C. and Amzel, L.M. (1996a) Lipoxygenase: a molecular complex with a non­heme iron. J. Mol. Struct. 374, 47-52.
  50. Skrzypczak­Jankun, E., Bianchet, M.A., Amzel, L.M. and Funk, M.O., Jr. (1996b) Flash­freezing causes a stress­induced modulation in a crystal structure of soybean lipoxygenase L3. Acta Crystallogr. D52, 959-965.
  51. Skrzypczak­Jankun, E., Amzel, L.M., Kroa B.A. and Funk, M.O., Jr. (1997) Structure of soybean lipoxygenase L3 and a comparison with its L1 isoenzyme. Proteins 29, 15-31.
  52. Slappendel, S., Veldink, G.A., Vliegenthart, J.F.G., Aasa, R. and Malmström, B.G. (1980) EPR spectroscopy of soybean lipoxygenase­1. Determination of the zero­field splitting constants of high­spin Fe(III) signals from temperature and microwave frequency dependence. Biochim. Biophys. Acta 624, 30-39.
  53. Slappendel, S., Veldink, G.A., Vliegenthart, J.F.G., Aasa, R. and Malmström, B.G. (1981) EPR spectroscopy of soybean lipoxygenase­1. Description and quantification of the high­spin Fe(III) signals. Biochim. Biophys. Acta 667, 77-86.
  54. Slappendel, S., Malmström, B.G., Petersson, L., Ehrenberg, A., Veldink, G.A. and Vliegenthart, J.F.G. (1982) On the spin and valence state of iron in native soybean lipoxygenase­1. Biochem. Biophys. Res. Commun. 108, 673-677.
  55. Sloane, D.L., Browner, M.F., Dauter, Z., Wilson, K., Fletterick, R.J. and Sigal, E. (1990) Purification and crystallization of 15­lipoxygenase from rabbit reticulocytes. Biochem. Biophys. Res. Commun. 173, 507-513.
  56. Spaapen, L.J., Veldink, G.A., Liefkens, T.J., Vliegenthart, J.F.G. and Kay, C.M. (1979) Circular dichroism of lipoxygenase­1 from soybeans. Biochim. Biophys. Acta 574, 301-311.
  57. Spaapen, L.J., Verhagen, J., Veldink, G.A. and Vliegenthart, J.F.G. (1980) Properties of a complex of Fe(III)­soybean lipoxygenase­1 and 4­nitrocatechol. Biochim. Biophys. Acta 617, 132-140.
  58. Srinivasulu, S. and Rao, A.G. (1996) The detection of kinetic intermediates during the unfolding of lipoxygenase­1 by urea or guanidine hydrochloride. Biochim. Biophys. Acta 1294, 115-120.
  59. Stallings, W.C., Kroa, B.A., Carroll, R.T., Metzger, A.L. and Funk, M.O., Jr. (1990) Crystallization and preliminary X­ray characterization of a soybean seed lipoxygenase. J. Mol. Biol. 211, 685-687.
  60. Steczko, J., Muchmore, C.R., Smith, J.L. and Axelrod, B. (1990) Crystallization and preliminary X­ray investigation of lipoxygenase 1 from soybeans. J. Biol. Chem. 265, 11352-11354.
  61. Steczko, J., Minor, W., Stojanoff, V. and Axelrod, B. (1995) Crystallization and preliminary X­ray investigation of lipoxygenase­3 from soybeans. Protein Science 4, 1233-1235.
  62. Sudharshan, E. and Rao, A.G. (1997) Rapid method to separate the domains of soybean lipoxygenase­1: Identification of the interdomain interactions. FEBS Lett. 406, 184-188.
  63. Tatulian, S.A., Steczko, J. and Minor, W. (1998) Uncovering a calcium­regulated membrane­binding mechanism for soybean lipoxygenase­1. Biochemistry 37, 15481-15490.
  64. van der Heijdt, L.M., Feiters, M.C., Navaratnam, S., Nolting, H.­F., Hermes, C., Veldink, G.A. and Vliegenthart, J.F.G. (1992) X­ray absorption spectroscopy of soybean lipoxygenase­1. Influence of lipid hydroperoxide activation and lyophilization on the structure of the non­heme iron active site. Eur. J. Biochem. 207, 793-802.
  65. van der Heijdt, L.M., Schilstra, M.F., Feiters, M.C., Nolting, H.­F., Hermes, C., Veldink, G.A. and Vliegenthart, J.F.G. (1995) Changes in the iron coordination sphere of Fe(II) lipoxygenase­1 from soybeans upon binding of linoleate or oleate. Eur. J. Biochem. 231, 186-191.
  66. Walter, R.L., Thiel, D.J., Barna, S.L., Tate, M.W., Wall, M.E., Eikenberry, E.F., Gruner, S.M. and Ealick, S.E. (1995) High­resolution macromolecular structure determination using CCD detectors and synchrotron radiation. Structure 3, 835-844.
  67. Whittaker, J.W. and Solomon, E.I. (1988) Spectroscopic studies on ferrous non­heme iron active sites: Magnetic circular dichroism of mononuclear Fe sites in superoxide dismutase and lipoxygenase. J. Am. Chem. Soc. 110, 5329-5339.
  68. Wiesner, R., Rathmann, J., Holzhutter, H.G., Stosser, R., Mader, K., Nolting, H.­F. and Kuhn, H. (1996) Nitric oxide oxidises a ferrous mammalian lipoxygenase to a pre­activated ferric species. FEBS Lett. 389, 229-232.
Reviews on lipoxygenases