Monocopper Oxygenases

Comprehensive Coordination Chemistry II

Volumn 8, Issue , 2004, Pages 395-436

  Halcrow, M A ^a  

^a UNIVERSITY OF LEEDS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; AMINO ACIDS; ENZYMES; HYDROXYLATION; METAL IONS; METHANE; QUINONE; SUBSTRATES;

ACTIVE SITE; C-H BOND; CATALYSE; DIOXYGENS; DOPAMINE; ENZYME CATALYSIS; HYBRIDISATION; MONOOXYGENASE ENZYMES; MONOOXYGENASES; OXYGENASES;

COPPER;

EID: 84902435287     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1016/B0-08-043748-6/08169-X     Document Type: Chapter

References (311)

1. Sono M., Roach M.P., Coulter E.D., Dawson J.H. Chem. Rev. 1996, 96:2841-2887.
2. Halcrow M.A., Knowles P.F., Phillips S.E.V. Copper Proteins in the Transport and Activation of Dioxygen, and the Reduction of Inorganic Molecules. Handbook on Metalloproteins 2001, 709-762. Marcell Dekker, New York, Ch. 15. I. Bertini, A. Sigel, H. Sigel (Eds.).
3. Solomon E.I., Sundaram U.M., Machonkin T.E. Chem. Rev. 1996, 96:2563-2605.
4. Klinman J.P. Chem. Rev. 1996, 96:2541-2561.
5. Crabtree R.H. J. Chem. Soc., Dalton Trans. 2001, 2437-2450.
6. Stewart L.C., Klinman J.P. Annu. Rev. Biochem 1988, 57:551-592.
7. Stewart L.C., Klinman J.P. Biochemistry 1987, 26:5302-5309.
8. Wallace E.F., Krantz M.J., Lovenberg W. Proc. Natl. Acad. Sci. USA 1973, 70:2253-2255.
9. Saxena A., Hensley P., Osborne J.C., Fleming P.J. J. Biol. Chem. 1985, 260:3386-3392.
10. Stewart L., Klinman J.P. FEBS Lett. 1999, 454:229-232.
11. Klinman J.P., Krueger M., Brenner M., Edmondson D.E. J. Biol. Chem. 1984, 259:3399-3402.
12. Prigge S.T., Mains R.E., Eipper B.A., Amzel L.M. Cell. Mol. Life Sci. 2000, 57:1236-1259.
13. Bell J., Ash D.E., Snyder L.M., Kulathila R., Blackburn N.J., Merkler D.J. Biochemistry 1997, 36:16239-16246.
14. Stoffers D.A., Green C.B.-R., Eipper B.A. Proc. Natl. Acad. Sci. USA 1989, 86:735-739.
15. Eipper B.A., Quon A.S.W., Mains R.E., Boswell J.S., Blackburn N.J. Biochemistry 1995, 34:2857-2865.
16. Boswell J.S., Reedy B.J., Kulathila R., Merkler D., Blackburn N.J. Biochemistry 1996, 35:12241-12250.
17. Kulathila R., Consalvo A.P., Fitzpatrick P.F., Freeman J.C., Snyder L.M., Villafranca J.J., Merkler D. Arch. Biochem. BioPhys. 1993, 311:191-195.
18. Southan C., Kruse L.I. FEBS Lett. 1989, 255:116-120.
19. Prigge S.T., Kolkehar A.S., Eipper B.A., Mains R.E., Amzel L.M. Science 1997, 278:1300-1305.
20. Prigge S.T., Kolkehar A.S., Eipper B.A., Mains R.E., Amzel L.M. Nature Struct. Biol. 1999, 6:976-983.
21. Hasnain S.S., Diakun G.P., Knowles P.F., Binsted N., Garner C.D., Blackburn N.J. Biochem. J 1984, 221:545-548.
22. Scott R.A., Sullivan R.J., DeWolf R.E., Dolle R.A., Kruse L.I. Biochemistry 1988, 27:5411-5417.
23. Blumberg W.E., Desai P.R., Powers L., Freedman J.H., Villafranca J.J. J. Biol. Chem. 1989, 264:6029-6032.
24. Blackburn N.J., Hasnain S.S., Petingill T.M., Strange R.W. J. Biol. Chem. 1991, 266:23120-23127.
25. Blackburn N.J., Rhames F.C., Ralle M., Jaron S. J. Biol. Inorg. Chem. 2000, 5:341-353.
26. Reedy B.J., Blackburn N.J. J. Am. Chem. Soc. 1994, 116:1924-1931.
27. Jaron S., Blackburn N.J. Biochemistry 2001, 40:6867-6875.
28. Blackburn N.J., Concannon M., Shabiyan S.K., Mabbs F.E., Collison D. Biochemistry 1988, 27:6001-6008.
29. Walker G.A., Kon H., Lovenberg W. Biochim. Biophys. Acta 1977, 482:309-322.
30. Ljones T., Flatmark T., Skotland T., Petersson L., Backstrom D., Ehrenberg A. FEBS Lett. 1978, 92:81-84.
31. Skotland T., Petersson L., Backstrom D., Ljones T., Flatmark T., Ehrenberg A. Eur. J. Biochem 1980, 103:5-11.
32. Klinman J.P., Kreuger M., Brenner M., Edmondson D.E. J. Biol. Chem. 1984, 259:3399-3402.
33. Obata A., Tanaka H., Kawazura H. Biochemistry 1987, 26:4962-4968.
34. McCracken J., Desai P.R., Papadopoulos N.J., Villafranca J.J., Peisach J. Biochemistry 1988, 27:4133-4137.
35. Freeman J.C., Villafranca J.P., Merkler D.J. J. Am. Chem. Soc. 1993, 115:4923-4924.
36. Blackburn N.J., Collison D., Sutton J., Mabbs F.E. Biochem. J 1984, 220:447-454.
37. Blackburn N.J., Pettingill T.M., Seagraves K.S., Shigeta R.T. J. Biol. Chem. 1990, 265:15383-15386.
38. Pettingill T.M., Strange R.W., Blackburn N.J. J. Biol. Chem. 1991, 266:16996-17003.
39. Jaron S., Blackburn N.J. Biochemistry 1999, 38:15086-15096.
40. Reedy B.J., Murthy N.N., Karlin K.D., Blackburn N.J. J. Am. Chem. Soc. 1994, 116:9826-9831.
41. Rhames F.C., Murthy N.N., Karlin K.D., Blackburn N.J. J. Biol. Inorg. Chem. 2001, 6:567-577.
42. Brenner M.C., Klinman J.P. Biochemistry 1989, 28:4664-4670.
43. Takahashi K., Onami T., Noguchi M. Biochem. J 1998, 336:131-137.
44. Francisco W.A., Merkler D.J., Blackburn N.J., Klinman J.P. Biochemistry 1998, 37:8244-8252.
45. Ahn N., Klinman J.P. Biochemistry 1983, 22:3096-3106.
46. Miller S.M., Klinman J.P. Biochemistry 1983, 22:3091-3096.
47. Miller S.M., Klinman J.P. Biochemistry 1985, 24:2114-2127.
48. Francisco W.A., Knapp M.J., Blackburn N.J., Klinman J.P. J. Am. Chem. Soc. 2002, 124:8194-8195.
49. Fitzpatrick P.F., Villafranca J.J. J. Biol. Chem. 1986, 261:4510-4518.
50. Bossard M.J., Klinman J.P. J. Biol. Chem. 1986, 261:16421-16427.
51. Goodhart P.J., Kruse L.I. Biochemistry 1987, 26:2576-2583.
52. Wimalasena K., May S.W. J. Am. Chem. Soc. 1989, 111:2729-2731.
53. Farrington G.K., Kumar A., Villafranca J.J. J. Biol. Chem. 1990, 265:1036-1040.
54. Kim S.C., Klinman J.P. Biochemistry 1991, 30:8138-8144.
55. Zabriskie T.M., Cheng H., Vederas J.C. J. Am. Chem. Soc. 1992, 114:2270-2272.
56. Sirimane S.R., May S.W. Biochem. J 1995, 306:77-85.
57. Casara P., Ganzhorn A., Phillipo C., Chanal M.-C., Danzin C. Bioorg. Med. Chem. 1996, 6:393-396.
58. Driscoll W.J., König S., Fales H.M., Pannell L.K., Eipper B.A., Mueller G.P. Biochemistry 2000, 39:8007-8016.
59. Tian G., Berry J.A., Klinman J.P. Biochemistry 1994, 33:226-234.
60. Slama P., Jabre P., Tron T., Réglier M. FEBS Lett. 2001, 491:55-58.
61. Holland P.L., Tolman W.B. J. Am. Chem. Soc. 1999, 121:7270-7271.
62. Holland P.L., Tolman W.B. J. Am. Chem. Soc. 2000, 122:6331-6332.
63. Jazdzewski B.A., Holland P.L., Pink M., Young V.G., Spencer D.J.E., Tolman W.B. Inorg. Chem. 2001, 40:6097-6107.
64. Randall D.W., George S.D., Holland P.L., Hedman B., Hodgson K.O., Tolman W.B., Solomon E.I. J. Am. Chem. Soc. 2000, 122:11632-11648.
65. Lewin A.H., Michl R.J., Ganis P., Lepore U. J. Chem. Soc., Chem. Commun. 1972, 661-662.
66. Habiyakare A., Lucken E.A.C., Bernardinelli G. J. Chem. Soc., Dalton Trans. 1992, 2591-2599.
67. Munakata M., Dai J., Maekawa M., Takayoshi K.-S., Fukui J. J. Chem. Soc., Chem. Commun. 1994, 2331-2332.
68. Schneider W., Bauer A., Schmidbauer H. Chem. Ber 1997, 130:947-950.
69. Kitagawa S., Munakata M. Bull. Chem. Soc. Jpn 1986, 59:2743-2750.
70. Sorrell T.N., Garrity M.L., Richards J.L., Pigge C.F., Allen W.E. Bioinorganic Chemistry of Copper 1993, 338-347. Chapman and Hall, New York. K.D. Karlin, Z. Tyeklár (Eds.).
71. Sanyal I., Strange R.W., Blackburn N.J., Karlin K.D. J. Am. Chem. Soc. 1991, 113:4692-4693.
72. Sanyal I., Karlin K.D., Strange R.W., Blackburn N.J. J. Am. Chem. Soc. 1993, 115:11259-11270.
73. Munakata M., Maekawa M., Kitagawa S., Matsuyama S., Masuda H. Inorg. Chem. 1989, 28:4300-4302.
74. Cole A.P., Root D.E., Mukherjee P., Solomon E.I., Stack T.D.P. Science 1996, 273:1848-1850.
75. Blake A.J., Hubberstey P., Li W.-S., Quinlan D.J., Russell C.E., Simpson C.L. J. Chem. Soc., Dalton Trans. 1999, 4261-4268.
76. Holland P.L., Rodgers K.R., Tolman W.B. Angew. Chem., Int. Engl. 1999, 38:1139-1142.
77. Bernardinelli G., Kubel-Pollack A., Ruttiman S., Williams A.F. Z. Kristallogr 1993, 203:135-137.
78. Schneider J.L., Young V.G., Tolman W.B. Inorg. Chem. 2001, 40:165-168.
79. Lam B.M.T., Halfen J.A., Young V.G., Hagadorn J.R., Holland P.L., Llédos A., Cucurull-Sánchez L., Novoa J.J., Alvarez S., Tolman W.B. Inorg. Chem. 2000, 39:4059-4072.
80. Voo J.K., Lam K.C., Rheingold A.L., Riordan C.G. J. Chem. Soc., Dalton Trans. 2001, 1803-1805.
81. Blackburn N.J., Karlin K.D., Concannon M., Hayes J.C., Gultneh Y., Zubieta J. J. Chem. Soc., Chem. Commun. 1984, 939-940.
82. Sanyal I., Mahroof-Tahit M., Nasir M.S., Ghosh P., Cohen B.L., Gultneh Y., Cruse R.W., Farooq A., Karlin K.D., Liu S., Zubieta J. Inorg. Chem. 1992, 31:4322-4332.
83. Sorrell T.N., Garrity M.L., Richards J.L., White P.S. Inorg. Chim. Acta 1994, 218:103-108.
84. Liang H.-C., Zhang C.X., Henson M.J., Sommer R.D., Hatwell K.R., Kaderli S., Zuberbühler A.D., Rheingold A.L., Solomon E.I., Karlin K.D. J. Am. Chem. Soc. 2002, 124:4170-4171.
85. Foster C.L., Kilner C.A., Thornton-Pett M., Halcrow M.A. Polyhedron, 2002, 21:1031-1041.
86. Balamurugan R., Palaniandavar M., Gopalan R.S. Inorg. Chem. 2001, 40:2235-2246.
87. Itoh S., Nakao J., Berreau L.M., Kondo T., Komatsu M., Fukuzumi S. J. Am. Chem. Soc. 1998, 120:2890-2899.
88. Sorrell T.N., Garrity M.L. Inorg. Chem. 1991, 30:210-215.
89. Sorrell T.N., Malachowski M.R. Inorg. Chem. 1983, 22:1883-1887.
90. Kau L.-S., Spira-Solomon D.J., Penner-Hahn J.E., Hodgson K.O., Solomon E.I. J. Am. Chem. Soc. 1987, 109:6433-6442.
91. Sorrell T.N., Borovik A.S. Inorg. Chem. 1987, 26:1957-1964.
92. Sorrell T.N., Borovik A.S., Caswell D.S., Grygon C., Spiro T.G. J. Am. Chem. Soc. 1986, 108:5636-5637.
93. Monzani E., Koolhaas G.J.A.A., Spandre A., Leggieri E., Casella L., Gullotti M., Nardin G., Randaccio L., Fontani M., Zanello P., Reedijk J. J. Biol. Inorg. Chem. 2000, 5:251-261.
94. Casella L., Carugo O., Gullotti M., Doldi S., Frassoni M. Inorg. Chem. 1996, 35:1101-1113.
95. Casella L., Monzani E., Gullotti M., Cavagnino D., Cerina G., Santagostini L., Ugo R. Inorg. Chem. 1996, 35:7516-7525.
96. Karlin K.D., Gultneh Y., Hutchison J.P., Zubieta J. J. Am. Chem. Soc. 1982, 104:5240-5242.
97. Karlin K.D., Hayes J.C., Gultneh Y., Cruse R.W., McKown J.W., Hutchison J.P., Zubieta J. J. Am. Chem. Soc. 1984, 106:2121-2128.
98. Blackburn N.J., Strange R.W., Reedijk J., Volbeda A., Farooq A., Karlin K.D., Zubieta J. Inorg. Chem. 1989, 28:1349-1357.
99. Nasir M.S., Jacobson R.R., Zubieta J., Karlin K.D. Inorg. Chim. Acta 1993, 203:5-7.
100. Karlin K.D., Tyeklár Z., Farooq A., Haka M.S., Ghosh P., Cruse R.W., Gultneh Y., Hayes J.C., Toscano P.J., Zubieta J. Inorg. Chem. 1992, 31:1436-1451.
101. Sanyal I., Murthy N.N., Karlin K.D. Inorg. Chem. 1993, 32:5330-5337.
102. Sorrell T.N., Malachowski M.R., Jameson D.L. Inorg. Chem. 1982, 21:3250-3252.
103. Schindler S., Szalda D.J., Creutz C. Inorg. Chem. 1991, 30:2255-2264.
104. Piguet C., Bernardinelli G., Hopfgartner G. Chem. Rev. 1997, 97:2005-2062. and refs. therein.
105. Albrecht M. Chem. Rev. 2001, 101:3457-3497. and refs. therein.
106. Shimazaki Y., Yokoyama H., Yamauchi O. Angew. Chem., Int. Engl. 1999, 38:2401-2403.
107. Tyeklár Z., Jacobson R.R., Wei N., Murthy N.N., Zubieta J., Karlin K.D. J. Am. Chem. Soc. 1993, 115:2677-2689.
108. Gagné R.R., Kreh R.P., Dodge J.A., Marsh R.E., McCool M. Inorg. Chem. 1982, 21:254-261.
109. Patch M.G., Choi H.-K., Chapman D.R., Bau R., McKee V., Reed C.A. Inorg. Chem. 1990, 29:110-119.
110. Pasquali M., Floriani C., Gaetani-Manfredotti A., Chiesi-Villa A. J. Am. Chem. Soc. 1978, 100:4918-4919.
111. Pasquali M., Floriani C., Gaetani-Manfredotti A., Chiesi-Villa A. Inorg. Chem. 1979, 18:3535-3542.
112. Karlin K.D., Haka M.S., Cruse R.W., Meyer G.J., Farooq A., Gultneh Y., Hayes J.C., Zubieta J. J. Am. Chem. Soc. 1988, 110:1196-1207.
113. Oshio H. J. Chem. Soc., Dalton Trans. 1990, 2985-2989.
114. Karlin K.D., Cruse R.W., Gultneh Y., Farooq A., Hayes J.C., Zubieta J. J. Am. Chem. Soc. 1987, 109:2668-2679.
115. Osako T., Tachi Y., Taki M., Fukuzumi S., Itoh S. Inorg. Chem. 2001, 40:6604-6609.
116. Mahroof-Tahir M., Murthy N.N., Karlin K.D., Blackburn N.J., Shaikh S.N., Zubieta J. Inorg. Chem. 1992, 31:3001-3003.
117. Ohta T., Tachiyama T., Yoshizawa K., Yamabe T. Tetrahedron Lett. 2000, 41:2581-2585.
118. Ohta T., Tachiyama T., Yoshizawa K., Yamabe T., Uchida T., Kitagawa T. Inorg. Chem. 2000, 39:4358-4369.
119. Manikandan P., Varghese B., Manoharan P.T. J. Chem. Soc., Dalton Trans. 1996, 371-376.
120. Itoh S., Kondo T., Komatsu M., Ohshiro Y., Li C., Kanehisa N., Kai Y., Fukuzumi S. J. Am. Chem. Soc. 1995, 117:4714-4715.
121. Blain I., Bruno P., Giorgi M., Lojou E., Lexa D., Réglier M. Eur. J. Inorg. Chem. 1998, 1297-1304.
122. Blain I., Giorgi M., De Riggi I., Réglier M. Eur. J. Inorg. Chem. 2000, 393-398.
123. Blain I., Giorgi M., De Riggi I., Réglier M. Eur. J. Inorg. Chem. 2001, 205-211.
124. Riklin M., Tran D., Laverman L.E., Ford P.C. J. Chem. Soc., Dalton Trans. 2001, 1813-1819.
125. Boeyens J.C.A., Dobson S.M., Hancock R.D. Inorg. Chem. 1985, 24:3073-3076.
126. Gahan L.R., Kennard C.H.L., Smith G., Mak T.C.W. Transition Met. Chem. 1986, 11:465-466.
127. Blake A.J., Danks J.P., Harrison A., Parsons S., Schooler P., Whittaker G., Schröder M. J. Chem. Soc., Dalton Trans. 1998, 2335-2340.
128. Wasielewski K., Mattes R. Acta Crystallogr., Sect. C 1990, 46:1826-1828.
129. Blake A.J., Danks J.P., Lippolis V., Parsons S., Schröder M. New J. Chem. 1998, 22:1301-1303.
130. Hancock R.D., Dobson S.M., Boeyens J.C.A. Inorg. Chim. Acta 1987, 133:221-231.
131. Weller H., Siegfried L., Neuburger M., Zehnder M., Kaden T.A. Helv. Chim. Acta 1997, 80:2315-2328.
132. Wasielewski K., Mattes R. Z. Naturforsch., Teil B 1992, 47:1795-1797.
133. Grillo V.A., Gahan L.R., Hanson G.R., Hambley T.W., Stranger R., Moubaraki B., Murray K.S. Aust. J. Chem. 1999, 52:861-866.
134. Champloy F., Benali-Chérif N., Bruno P., Blain I., Pierrot M., Réglier M., Michalowicz A. Inorg. Chem. 1998, 37:3910-3918.
135. Kodera M., Kita T., Miura I., Nakayama N., Kawata T., Kano K., Hirota S. J. Am. Chem. Soc. 2001, 123:7715-7716.
136. Itoh S., Nagagawa M., Fukuzumi S. J. Am. Chem. Soc. 2001, 123:4087-4088.
137. Karlin K.D., Dahlstrom P.L., Hyde J.R., Zubieta J. J. Chem. Soc., Chem. Commun. 1980, 906-908.
138. Karlin K.D., Dahlstrom P.L., Stanford M.L., Zubieta J. J. Chem. Soc., Chem. Commun. 1979, 465-467.
139. Karlin K.D., Dahlstrom P.L., Zubieta J. Transition Met. Chem. 1981, 6:314-315.
140. Dagdigian J.V., McKee V., Reed C.A. Inorg. Chem. 1982, 21:1332-1342.
141. Addison A.W., Burke P.J., Henrick K., Rao T.N., Sinn E. Inorg. Chem. 1983, 22:3645-3653.
142. Orpen A.G., Brammer L., Allen F.H., Kennard O., Watson D.G., Taylor R. J. Chem. Soc., Dalton Trans. 1989, S1-S83.
143. Olmstead M.M., Musker W.K., Kessler R.M. Transition Met. Chem. 1982, 7:140-146.
144. Munakata M., Kitagawa S., Ujimaru N., Nakamura M., Maekawa M., Matsuda H. Inorg. Chem. 1993, 32:826-832.
145. Naskar J.P., Hati S., Datta D., Tocher D.A. Chem. Commun. 1997, 1319-1320.
146. Naskar J.P., Chowdhury S., Drew M.G.B., Datta D. New J. Chem. 2002, 26:170-175.
147. Mykhalichko B.M., Mys'kiv M.G. Russ. J. Coord. Chem. 1999, 25:433-437.
148. Li S.-L., Mak T.C.W., Zhang Z.-Z. J. Chem. Soc., Dalton Trans. 1996, 3475-3483.
149. Halcrow M.A., Phillips S.E.V., Knowles P.F. Amine Oxidases and Galactose Oxidase. Subcellular Biochemistry 2000, 35:183-231. Plenum, New York, Enzyme-Catalyzed Electron and Radical Transfer. A. Holzenburg, N.S. Scrutton (Eds.).
150. Parsons M.R., Convery M.A., Wilmot C.M., Yadav K.D.S., Blakeley V., Corner A.S., Phillips S.E.V., McPherson M.J., Knowles P.F. Structure 1995, 3:1171-1184.
151. Kumar V., Dooley D.M., Freeman H.C., Guss J.M., Harvey I., McGuirl M.A., Wilce M.J.C., Zubak V.M. Structure 1996, 4:943-955.
152. Wilce M.C.J., Dooley D.M., Freeman H.C., Guss J.M., Matsunami H., McIntire W.S., Ruggiero C.E., Tanizawa K., Yamaguchi H. Biochemistry 1997, 36:16116-16133.
153. Li R., Klinman J.P., Mathews F.S. Structure 1998, 6:293-307.
154. Dooley D.M. J. Biol. Inorg. Chem. 1998, 4:1-11.
155. Halcrow M.A. Angew. Chem., Int. Engl. 2001, 40:346-349.
156. Cai D., Klinman J.P. J. Biol. Chem. 1994, 269:32039-32042.
157. Ruggiero C.E., Dooley D.M. Biochemistry 1999, 38:2892-2898.
158. Kim M., Okajima T., Kishishita S., Yoshimura M., Kawamori A., Tanizawa K., Yamaguchi H. Nature Struct. Biol. 2002, 9:591-596.
159. Dove J.E., Schwartz B., Williams N.K., Klinman J.P. Biochemistry 2000, 39:3690-3698.
160. Ruggiero C.E., Smith J.A., Tanizawa K., Dooley D.M. Biochemistry 1997, 36:1953-1959.
161. Chen Z.-W., Schwartz B., Williams N.K., Li R., Klinman J.P., Mathews F.S. Biochemistry 2000, 39:9709-9717.
162. Schwartz B., Dove J.E., Klinman J.P. Biochemistry 2000, 39:3699-3707.
163. Schwartz B., Olgin A.K., Klinman J.P. Biochemistry 2001, 40:2954-2963.
164. Wilmot C.M., Hadju J., McPherson M.J., Knowles P.F., Phillips S.E.V. Science 1999, 286:1724-1728.
165. Williams N.K., Klinman J.P. J. Mol. Catal. B 2000, 8:95-101.
166. Nakamura N., Matsuzaki R., Choi Y.-H., Tanizawa K., Sanders-Loehr J. J. Biol. Chem. 1996, 271:4718-4724.
167. Mure M., Klinman J.P. J. Am. Chem. Soc. 1993, 115:7117-7127.
168. Rinaldi A.C., Rescigno A., Sollai F., Soddu G., Curreli N., Rinaldi A., Finazzi-Agrò A., Sanjust E. Biochem. Mol. Biol. Int 1996, 40:189-197.
169. Rinaldi A.C., Porcu C.M., Oliva S., Curreli N., Rescigno A., Sollai F., Rinaldi A., Finazzi-Agrò A., Sanjust E. Eur. J. Biochem 1998, 251:91-97.
170. Rinaldi A.C., Ponticelli G., Oliva S., Di Guilio A., Sanjust E. Bioorg. Med. Chem. Lett. 2000, 10:989-992.
171. Mandal S., Macikenas D., Protasiewicz J.D., Sayre L.M. J. Org. Chem. 2000, 65:4804-4809.
172. Fujisawa K., Iwata Y., Kitajima N., Higashimura H., Kubota M., Miyashita Y., Yamada Y., Okamoto K., Moro-oka Y. Chem. Lett. 1999, 739-740.
173. Gupta R., Mukherjee R. Tetrahedron Lett. 2000, 41:7763-7767.
174. Tsuchida, E.; Oyaizu, K.; Kumaki, Y.; Saito, K. Copper Complex Catalyst for Oxidative Polymerization of 4-Fluorophenol. WorldPat. Appl. WO/0121683, 2001.
175. Higashimura H., Fujisawa K., Moro-oka Y., Kubota M., Shiga A., Terahara A., Uyama H., Kobayashi S. J. Am. Chem. Soc. 1998, 120:8529-8530.
176. Higashimura H., Kubota M., Shiga A., Fujisawa K., Moro-oka Y., Uyama H., Kobayashi S. Macromolecules 2000, 33:1986-1995.
177. Higashimura H., Fujisawa K., Moro-oka Y., Kubota M., Shiga A., Uyama H., Kobayashi S. J. Mol. Catal. A 2000, 155:201-207.
178. Higashimura H., Fujisawa K., Moro-oka Y., Kubota M., Shiga A., Uyama H., Kobayashi S. Appl. Catal. A 2000, 194-195:427-433.
179. Higashimura H., Fujisawa K., Namekawa S., Kubota M., Shiga A., Moro-oka Y., Uyama H., Kobayashi S. J. Polym. Sci. A 2000, 38:4792-4804.
180. Higashimura H., Fujisawa K., Moro-oka Y., Namekawa S., Kubota M., Shiga A., Uyama H., Kobayashi S. Macromol. Rapid. Commun. 2000, 21:1121-1124.
181. Baesjou P.A., Driessen W.L., Chulla G., Reedijk J. J. Mol. Catal. A 1996, 110:195-210.
182. Baesjou P.A., Driessen W.L., Chulla G., Reedijk J. J. Am. Chem. Soc. 1997, 119:12590-12594.
183. Baesjou P.A., Driessen W.L., Chulla G., Reedijk J. J. Mol. Catal. A 1998, 135:273-283.
184. Baesjou P.A., Driessen W.L., Chulla G., Reedijk J. Macromolecules 1999, 32:270-276.
185. Baesjou P.A., Driessen W.L., Chulla G., Reedijk J. J. Mol. Catal. A 1999, 140:241-253.
186. Rinaldi A.C., Porcu C.M., Curreli N., Rescigno A., Finazzi-Agrò A., Pedersen J.Z., Rinaldi A., Sanjust E. Biochem. Biophys. Res. Commun. 1995, 214:559-567.
187. Mandal S., Lee Y., Purdy M.M., Sayre L.M. J. Am. Chem. Soc. 2000, 122:3574-3584.
188. Bertini I., Mangani S., Viezzoli M.S. Adv. Inorg. Chem. 1998, 45:127-250.
189. Lyons T.J., Gralla E.B., Valentine J.S. Met. Ions Biol. Syst 1999, 36:125-177.
190. Dooley D.M., McGuirl M.A., Brown D.E., Turowski P.N., McIntire W.S., Knowles P.F. Nature (London) 1991, 349:262-264.
191. Dooley D.M., Brown D.E. J. Biol. Inorg. Chem. 1996, 1:205-209.
192. Hirota S., Iwamoto T., Tanizawa K., Adachi O., Yamauchi O. Biochemistry 1999, 38:14256-14263.
193. Su Q., Klinman J.P. Biochemistry 1998, 37:12513-12525.
194. Mills S.A., Klinman J.P. J. Am. Chem. Soc. 2000, 122:9897-9904.
195. Nappa M., Valentine J.S., Miksztal A.R., Schugar H.J., Isied S.S. J. Am. Chem. Soc. 1979, 101:7744-7746.
196. Kodera M., Tachi Y., Hirota S., Katayama K., Shimakoshi H., Kano K., Fujisawa K., Moro-oka Y., Naruta Y., Kitagawa T. Chem. Lett. 1998, 389-390.
197. Karlin K.D., Wei N., Jung B., Kaderli S., Zuberbühler A.D. J. Am. Chem. Soc. 1991, 113:5868-5870.
198. Karlin K.D., Wei N., Jung B., Kaderli S., Niklaus P., Zuberbühler A.D. J. Am. Chem. Soc. 1993, 115:9506-9514.
199. Lee D.-H., Wei N., Murthy N.N., Tyeklár Z., Karlin K.D., Kaderli S., Jung B., Zuberbühler A.D. J. Am. Chem. Soc. 1995, 117:12498-12513.
200. Wei N., Murthy N.N., Chen Q., Zubieta J., Karlin K.D. Inorg. Chem. 1994, 33:1953-1965.
201. Itoh S., Nakao H., Berreau L.M., Kondo T., Komatsu M., Fukuzumi S. J. Am. Chem. Soc. 1998, 120:2890-2899.
202. Fujisawa K., Tanaka M., Moro-oka Y., Kitajima N. J. Am. Chem. Soc. 1994, 116:12079-12080.
203. Spencer D.J.E., Aboelella N.W., Reynolds A.M., Holland P.L., Tolman W.B. J. Am. Chem. Soc. 2002, 124:2108-2109.
204. Chaudhuri P., Hess M., Weyhermüller T., Wieghardt K. Angew. Chem., Int. Engl. 1999, 38:1095-1098.
205. Wada A., Harata M., Hasegawa K., Jitsukawa K., Masuda H., Mukai M., Kitagawa T., Einaga H. Angew. Chem., Int. Engl. 1998, 37:798-799.
206. Chen P., Fujisawa K., Solomon E.I. J. Am. Chem. Soc. 2000, 122:10177-10193.
207. Ohtsu H., Itoh S., Nagatomo S., Kitagawa T., Ogo S., Watanabe Y., Fukuzumi S. Inorg. Chem. 2001, 40:3200-3207.
208. Harata M., Jitsukawa K., Masuda H., Einaga H. Bull. Chem. Soc. Jpn 1998, 71:637-645.
209. Aboelella N.W., Lewis E.A., Reynolds A.M., Brennessel W.W., Cramer C.J., Tolman W.B. J. Am. Chem. Soc. 2002, 124:10660-10661.
210. Nishida Y., Unoura K., Watanabe I., Yokomizo T., Kato Y. Inorg. Chim. Acta 1991, 181:141-143.
211. Harata M., Jitsukawa K., Masuda H., Einaga H. J. Am. Chem. Soc. 1994, 116:10817-10818.
212. Berreau L.M., Mahapatra S., Halfen J.A., Young V.G., Tolman W.B. Inorg. Chem. 1996, 35:6339-6342.
213. Harata M., Jitsukawa K., Masuda H., Einaga H. Chem. Lett. 1996, 813-814.
214. Thompson J.S. J. Am. Chem. Soc. 1984, 106:4057-4059.
215. Kitajima N., Koda T., Fujisawa K., Fujimoto C., Hashimoto S., Kitagawa T., Moro-oka Y. J. Am. Chem. Soc. 1991, 113:5664-5671.
216. Mahroof-Tahir M., Karlin K.D. J. Am. Chem. Soc. 1992, 114:7599-7601.
217. Fukuzumi S., Ohkubo K. Chem. Eur. J 2000, 6:4532-4535.
218. Blackman A.G., Tolman W.B. Struct. Bonding 2000, 97:180-211.
219. Kitajima N., Fujisawa K., Moro-oka Y. Inorg. Chem. 1990, 29:357-358.
220. Kitajima N., Katayama T., Fujisawa K., Iwata Y., Moro-oka Y. J. Am. Chem. Soc. 1993, 115:7872-7873.
221. Sanyal I., Ghosh P., Karlin K.D. Inorg. Chem. 1995, 34:3050-3056.
222. Karlin K.D., Ghosh P., Cruse R.W., Farooq A., Gultneh Y., Jacobson R.R., Blackburn N.J., Strange R.W., Zubieta J. J. Am. Chem. Soc. 1988, 110:6769-6780.
223. Karlin K.D., Cruse R.W., Gultneh Y. J. Chem. Soc., Chem. Commun. 1987, 599-600.
224. Root D.E., Mahroof-Tahir M., Karlin K.D., Solomon E.I. Inorg. Chem. 1998, 37:4838-4858.
225. Sorrell T.N., Vankai V.A. Inorg. Chem. 1990, 29:1687-1692.
226. Ghosh P., Tyeklár Z., Karlin K.D., Jacobson R.R., Zubieta J. J. Am. Chem. Soc. 1987, 109:6889-6891.
227. Halfen J.A., Young V.G., Tolman W.B. Inorg. Chem. 1998, 37:2102-2103.
228. Ito S., Takimura M., Sasaki K. Chem. Lett. 1993, 461-464.
229. Blain I., Pierrot M., Giorgi M., Réglier M. C. R. Acad. Sci. Paris, Ser. IIc 2001, 4:1-10.
230. Karlin K.D., Zuberbühler A.D. Formation Structure and Reactivity of Copper Dioxygen Complexes. Bioinorganic Catalysis 1999, 469-532. Dekker, NewYork. 2. J. Reedijk, E. Bouman (Eds.).
231. Que L., Tolman W.B. Angew. Chem., Int. Engl. 2002, 41:1114-1137.
232. Capdevielle P., Maumy M. Tetrahedron Lett. 1991, 32:3831-3834.
233. Okuno T., Ohba S., Nishida Y. Polyhedron 1997, 16:3765-3774.
234. Ishikawa Y., Ito S., Nishino S., Ohba S., Nishida Y.Z. Naturforsch Teil C 1998, 53:378-382.
235. Kobayashi T., Okuno T., Suzuki T., Kunita M., Ohba S., Nishida Y. Polyhedron 1998, 17:1553-1559.
236. Nishino S., Ishikawa Y., Nishida Y. Inorg. Chem. Commun. 1999, 2:438-441.
237. Nishino S., Kunita M., Kani Y., Ohba S., Matsushima H., Tokii T., Nishida Y. Inorg. Chem. Commun. 2000, 3:145-148.
238. Reddy K.V., Jin S.-J., Arora P.K., Sfeir D.S., Maloney S.C.F., Urbach F.L., Sayre L.M. J. Am. Chem. Soc. 1990, 112:2332-2340.
239. Rybka J.S., Kurtz J.L., Neubecker T.A., Margerum D.W. Inorg. Chem. 1980, 19:2791-2796.
240. de Meester P., Hodgson D.J. J. Am. Chem. Soc. 1976, 98:7086-7087.
241. McDonald M.R., Scheper W.M., Lee H.D., Margerum D.W. Inorg. Chem. 1995, 34:229-237.
242. McDonald M.R., Fredericks F.P., Margerum D.W. Inorg. Chem. 1997, 36:3119-3124.
243. Bossu F.P., Paniago E.B., Margerum D.W., Kirksey S.T., Kurtz J.L. Inorg. Chem. 1978, 17:1034-1042.
244. Sakurai T., Nakamura A. Inorg. Chim. Acta 1979, 34:L243-L244.
245. Bal W., Djuran M.I., Margerum D.W., Gray E.T., Mazid M.A., Tom R.T., Nieboer E., Sadler P.J. J. Chem, Soc., Chem. Commun. 1994, 1889-1890.
246. Easton C.J., Eichinger S.K., Pitt M.J. J. Chem. Soc.Chem.Commun. 1992, 1295-1296.
247. Easton C.J., Eichinger S.K., Pitt M.J. Tetrahedron 1997, 53:5609-5616.
248. Haas K., Dialer H., Piotrowski H., Schapp J., Beck W. Angew. Chem, Int. Engl. 2002, 41:1879-1881.
249. Jitsukawa K., Irisa T., Einaga H., Masuda H. Chem. Lett. 2001, 30-31.
250. Hattori S., Noguchi I. Nature (London) 1959, 184:1145-1146.
251. Westlake D.W.S., Talbot G., Blakeley E.R., Simpson F.J. Can. J. Microbiol 1959, 5:621-629.
252. Simpson F.J., Talbot G., Westlake D.W.S. Biochem. Biophys. Res. Commun. 1960, 2:15-18.
253. Westlake D.W.S., Roxburgh J.M., Talbot G. Nature (London) 1961, 189:510-511.
254. Simpson F.J., Narasimhachari N., Westlake D.W.S. Can. J. Microbiol 1962, 9:15-25.
255. Krishnamurthy H.G., Simpson F.J. J. Biol. Chem. 1970, 245:1467-1471.
256. Oka T., Simpson F.J., Child J.J., Mills S.C. Can. J. Microbiol 1971, 17:111-118.
257. Oka T., Simpson F.J. Can. J. Microbiol 1972, 18:1171-1175.
258. Oka T., Simpson F.J. Biochem. Biophys. Res. Commun. 1971, 43:1-5.
259. Oka T., Simpson F.J., Krishnamurthy H.G. Can. J. Microbiol 1972, 18:493-508.
260. Hund H.-K., Breuer J., Lingens F., Hüttermann J., Kappl R., Fetzner S. Eur. J. Biochem 1999, 263:871-878.
261. Fusetti F., Schröter K.H., Steiner R.A., van Noort P.I., Pijning T., Rozeboom H.J., Kalk K.H., Egmond M.R., Dijkstra B.W. Structure 2002, 10:259-268.
262. Thompson M., Williams C.R., Elliot G.E.P. Anal. Chim. Acta 1976, 85:375-381.
263. Takamura K., Ito M. Chem. Pharm. Bull 1977, 25:3218-3225.
264. Nishinaga A., Tojo T., Teruo M. J. Chem. Soc. Chem. Commun. 1973, 9-10.
265. Nishinaga A., Tojo T., Tomita H., Matsuura T. J. Chem. Soc., Perkin Trans. 1 1979, 2511-2516.
266. Balogh-Hergovich E., Speier G. J. Org. Chem. 2001, 66:7974-7978.
267. Brown S.B., Rajananda V. Tetrahedron Lett. 1981, 22:4331-4334.
268. Brown S.B., Rajananda V., Holroyd J.A., Evans E.G.V. Biochem. J 1982, 205:239-244.
269. Matsuura T., Matsushima H., Sakamoto H. J. Am. Chem. Soc. 1967, 89:6370-6371.
270. Kano K., Mabuchi T., Uno B., Esaka Y., Tanaka T., Iinuma M. J. Chem. Soc., Chem. Commun. 1994, 593-594.
271. Kaizer J., Speier G. J. Mol. Catal. A 2000, 171:33-36.
272. Matsuura T., Matsushima H., Nakashima R. Tetrahedron 1970, 26:435-443.
273. Lippai I., Speier G., Huttner G., Zsolnai L. Acta Crystallogr., Sect. C 1997, 53:1547-1549.
274. Lippai I., Speier G. J. Mol. Catal. A 1998, 130:139-148.
275. Lippai I., Speier G., Huttner G., Zsolnai L. Chem. Commun. 1997, 741-742.
276. Schweppe F., Sirges H., Pascaly M., Duda M., Nazikkol C., Steinforth W., Krebs B. Transition-metal-catalyzed Oxyfunctionalization of Catechol and Flavonol Derivatives. Peroxide Chemistry 2000, 232-248. Wiley-VCH, New York. W. Adam (Ed.).
277. Balogh-Hergovich E., Speier G., Argay G. J. Chem. Soc., Chem. Commun. 1991, 551-552.
278. Balogh-Hergovich E., Kaizer J., Speier G., Argay G., Párkányi L. J. Chem. Soc., Dalton Trans. 1999, 3847-3854.
279. Balogh-Hergovich E., Kaizer J., Speier G., Huttner G., Zsolnai L. Inorg. Chim. Acta 2000, 304:72-77.
280. Balogh-Hergovich E., Kaizer J., Speier G., Huttner G., Jacobi A. Inorg. Chem. 2000, 39:4224-4229.
281. Speier G., Fülöp V., Párkányi L. J. Chem. Soc., Chem. Commun. 1990, 512-513.
282. Balogh-Hergovich E., Kaizer J., Speier G., Fülöp V., Párkányi L. Inorg. Chem. 1999, 38:3787-3795.
283. Kaizer J., Kupan A., Pap J., Speier G., Reglier M., Michel G. Z. Kristallogr 2000, 215:571-572.
284. Balogh-Hergovich E., Kaizer J., Speier G., Huttner G., Putsch P. Acta Crystallogr., Sect. C 1999, 55:557-558.
285. Annan T.A., Peppe C., Tuck D.G. Can. J. Chem. 1990, 68:423-430.
286. Farina Y., Yamin B.M., Fun H.-K., Yip B.-C., Teoh S.-G. Acta Crystallogr., Sect. C 1995, 51:1537-1540.
287. Hiller W., Nishinaga A., Rieker A. Z. Naturforsch, Teil B 1992, 47:1185-1188.
288. Balogh-Hergovich E., Kaizer J., Speier G. Inorg. Chim. Acta 1997, 256:9-14.
289. Balogh-Hergovich E., Kaizer J., Speier G. J. Mol. Catal. A 2000, 159:215-224.
290. Barhács L., Kaizer J., Pap J., Speier G. Inorg. Chim. Acta 2001, 320:83-91.
291. Utaka M., Takeda A. J. Chem. Soc., Chem. Commun. 1985, 1824-1826.
292. Balogh-Hergovich E., Speier G. J. Mol. Catal 1992, 71:1-6.
293. Brown J.E., Khodr H., Hider R.C., Rice-Evans C.A. Biochem. J 1998, 330:1173-1178.
294. Jungbluth G., Rühling I., Ternes W. J. Chem. Soc., Perkin Trans. 2 2000, 1946-1952.
295. Dangles O., Dufour C., Bret S. J. Chem. Soc., Perkin Trans. 2 1999, 737-744.
296. Dangles O., Fargeix G., Dufour C. J. Chem. Soc., Perkin Trans. 2 1999, 1387-1395.
297. Viborg Jørgensen L., Cornett C., Justesen U., Skibsted L.H., Dragsted L.O. Free Radical Res. 1998, 29:339-350.
298. Nishinaga A., Tojo T., Matsuura T. J. Chem. Soc., Chem. Commun. 1974, 896-897.
299. Nishinaga A., Numada N., Maruyama K. Tetrahedron Lett. 1989, 30:2257-2258.
300. Nishinaga A., Kuwashige T., Tsutsui T., Mashino T., Maruyama K. J. Chem. Soc., Dalton Trans. 1994, 805-810.
301. Barhács L., Kaizer J., Speier G. J. Mol. Catal. A 2001, 172:117-125.
302. Francisco W.A., Blackburn N.J., Klinman J.P. Biochemistry 2003, 42:1813-1819.
303. Jaron S., Mains R.E., Eipper B.A., Blackburn N.J. Biochemistry 2002, 41:13274-13282.
304. Blain I., Slama P., Giorgi M., Tron T., Réglier M. Rev. Mol. Biotech 2002, 90:95-112.
305. Steiner R.A., Meyer-Klaucke W., Dijkstra B.W. Biochemistry 2002, 41:7963-7968.
306. Kooter I.M., Steiner R.A., Dijkstra B.W., van Noort P.I., Egmond M.R., Huber M. Eur. J. Biochem 2002, 269:2971-2979.
307. Steiner R.A., Kooter I.M., Dijkstra B.W. Biochemistry 2002, 41:7955-7962.
308. Steiner R.A., Kalk K.H., Dijkstra B.W. Proc. Natl. Acad. Sci. USA 2002, 99:16625-16630.
309. Chen P., Root D.E., Campochiaro C., Fujisawa K., Solomon E.I. J. Am. Chem. Soc. 2003, 125:466-474.
310. Weitzer M., Schindler S., Brehm G., Schneider S., Hörmann E., Jung B., Kaderli S., Zuberbühler A.D. Inorg. Chem. 2003, 42:1800-1806.
311. Osako T., Nagamoto S., Tachi Y., Kitagawa T., Itoh S. Angew. Chem., Int. Engl. 2002, 41:4325-4328.