Biosynthetic inorganic chemistry

Angewandte Chemie - International Edition

Volumn 45, Issue 34, 2006, Pages 5588-5601

  Lu, Yi ^a  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

Biocatalysis; Bioinorganic chemistry; Biomimetic synthesis; Protein design

Indexed keywords

BIOINORGANIC CHEMISTRY; BIOMIMETIC SYNTHESIS; METALLOPROTEINS; PROTEIN DESIGN;

BIOCATALYSTS; BIOCHEMISTRY; INORGANIC COMPOUNDS; ION SOURCES; MOLECULAR STRUCTURE; PROTEINS; SYNTHESIS (CHEMICAL);

BIOSYNTHESIS;

BIOMIMETIC MATERIAL;

BIOLOGY; CHEMICAL PHENOMENA; CHEMICAL STRUCTURE; CHEMISTRY; HYDROGEN BOND; INORGANIC CHEMISTRY; REVIEW; SYNTHESIS;

BIOLOGY; BIOMIMETIC MATERIALS; CHEMICAL PHENOMENA; CHEMISTRY, INORGANIC; HYDROGEN BONDING; MODELS, MOLECULAR; MOLECULAR STRUCTURE;

EID: 33748634910     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200600168     Document Type: Review

References (132)

1. S. J. Lippard, J. M. Berg, Principles of Bioinorganic Chemistry, University Science Books, Mill Valley, CA, 1994.
2. I. Bertini, H. B. Gray, S. J. Lippard, J. S. Valentine, Bioinorganic Chemistry, University Science Books, Sausalito, CA, 1994.
3. J. J. R. Fraústo da Silva, R. J. P. Williams, The Biological Chemistry of the Elements, the Inorganic Chemistry of Life, Clarendon Press, Oxford, 1991.
4. J. A. Cowan, Inorganic Biochemistry, an Introduction, VCH, New York, 1993.
5. W. Kaim, B. Schwederski, Bioinorganic Chemistry: Inorganic Elements in the Chemistry of Life, Wiley, Chichester, 1994.
6. R. H. Holm, E. I. Solomon, Chem. Rev. 1996, 96, 2237.
7. Ullmann's Encyclopedia of Industrial Chemistry, 6th ed., 1998 Electronic Release, 1998.
8. Riegel's Handbook of Industrial Chemistry, 10th ed., 2003.
9. A. Fersht, Structure and Mechanism in Protein Science: A Guide to Enzyme Catalysis and Protein Folding, Freeman, New York, NY, 1999.
10. R. H. Holm, E. I. Solomon, Chem. Rev. 2004, 104, 347.
11. R. I. Cukier, D. G. Nocera, Annu. Rev. Phys. Chem. 1998, 49, 337.
12. A. S. Borovik, Acc. Chem. Res. 2005, 38, 54.
13. B. A. Anderson, M. M. Hansen, A. R. Harkness, C. L. Henry, J. T. Vicenzi, M. J. Zmijewski, J. Am. Chem. Soc. 1995, 117, 12 358.
14. B. A. Anderson, M. M. Hansen, J. T. Vicenzi, M. J. Zmijewski, Process Chem. Pharm. Ind. 1999, 263.
15. Inorganic Electronic Structure and Spectroscopy, Vol. I (Eds.: E. I. Solomon, A. B. P. Lever), Wiley-Interscience, New York, 1999.
16. Inorganic Electronic Structure and Spectroscopy, Vol. II (Eds.: E. I. Solomon, A. B. P. Lever), Wiley-Interscience, New York, 1999.
17. Physical Methods in Bioinorganic Chemistry: Spectroscopy and Magnetism (Ed.: L. Que, Jr.), University Science Books, Mill Valley, CA, 2000.
18. C. Dennison, G. W. Canters, Recl. Trav. Chim. Pays-Bas 1996, 115, 345.
19. H. Beinert, Eur. J. Biochem. 1997, 245, 521.
20. A. J. Vila, C. O. Fernández in Handbook on Metalloproteins (Eds.: I. Bertini, A. Sigel, H. Sigel), Dekker, New York, NY, 2001, p. 813.
21. Y. Lu in Biocoordination Chemistry, Vol. 8 (Eds.: L. Que, Jr., W. B. Tolman), Elsevier, Oxford, UK, 2004, pp. 91.
22. M. Saraste, Q. Rev. Biophys. 1990, 23, 331.
23. B. G. Malmström, Chem. Rev. 1990, 90, 1247.
24. G. T. Babcock, M. Wikstrom, Nature 1992, 356, 301.
25. S. M. Musser, M. H. B. Stowell, S. I. Chan, FEBS Lett. 1993, 327, 131.
26. J. A. García-Horsman, B. Barquera, J. Rumbley, J. Ma, R. B. Gennis, J. Bacteriol. 1994, 176, 5587.
27. P. M. H. Kroneck, J. Riester, W. G. Zumft, W. E. Antholine, Biol. Met. 1990, 3, 103.
28. W. G. Zumft, P. M. H. Kroneck, Adv. Inorg. Biochem. 1996, 11, 193.
29. N. J. Blackburn, M. E. Barr, W. H. Woodruff, J. van der Oost, S. de Vries, Biochemistry 1994, 33, 10 401.
30. F. A. Cotton, R. A. Walton, Multiple Bonds Between Metal Atoms, Wiley, New York, 1982.
31. B. J. Hathaway in Comprehensive Coordination Chemistry, the Synthesis, Reactions, Properties & Application of Coordination Compounds, Vol. 5, 1st ed. (Eds.: G. Wilkinson, R. D. Gillard, J. A. McCleverty), Pergamon, Oxford, England, 1987, p. 533.
32. M. Dunaj-Jurco, G. Ondrejovic, M. Melnik, J. Garaj, Coord. Chem. Rev. 1988, 83, 1.
33. C. Harding, V. McKee, J. Nelson, J. Am. Chem. Soc. 1991, 113, 9684.
34. M. E. Barr, P. H. Smith, W. E. Antholine, B. Spencer, J. Chem. Soc. Chem. Commun. 1993, 1649.
35. C. Harding, J. Nelson, M. C. R. Symons, J. Wyatt, J. Chem. Soc. Chem. Commun. 1994, 2499.
36. R. P. Houser, V. G. Young, Jr., W. B. Tolman, J. Am. Chem. Soc. 1996, 118, 2101.
37. D. D. LeCloux, R. Davydov, S. J. Lippard, Inorg. Chem. 1998, 37, 6814.
38. C. He, S. J. Lippard, Inorg. Chem. 2000, 39, 5225.
39. R. Gupta, Z. H. Zhang, D. Powell, M. P. Hendrich, A. S. Borovik, Inorg. Chem. 2002, 41, 5100.
40. X.-M. Zhang, M.-L. Tong, X.-M. Chen, Angew. Chem. 2002, 114, 1071;
41. Angew. Chem. Int. Ed. 2002, 41, 1029.
42. D. D. LeCloux, R. Davydov, S. J. Lippard, J. Am. Chem. Soc. 1998, 120, 6810.
43. S. B. Harkins, J. C. Peters, J. Am. Chem. Soc. 2004, 126, 2885.
44. C. Dennison, E. Vijgenboom, S. de Vries, J. van der Oost, G. W. Canters, FEBS Lett. 1995, 365, 92.
45. M. Hay, J. H. Richards, Y. Lu, Proc. Natl. Acad. Sci. USA 1996, 93, 461.
46. G. J. Steffens, G. Buse, Hoppe-Seyler's Z. Physiol. Chem. 1979, 360, 613.
47. H. Robinson, M. C. Ang, Y.-G. Gao, M. T. Hay, Y. Lu, A. H. J. Wang, Biochemistry 1999, 38, 5677.
48. X. Wang, M. C. Ang, Y. Lu, J. Am. Chem. Soc. 1999, 121, 2947.
49. M. T. Hay, R. M. Milberg, Y. Lu, J. Am. Chem. Soc. 1996, 118, 11 976.
50. M. T. Hay, Y. Lu, J. Biol. Inorg. Chem. 2000, 5, 699.
51. H. J. Hwang, N. Nagraj, Y. Lu, Inorg. Chem. 2006, 45, 102-107.
52. X. Wang, S. M. Berry, Y. Xia, Y. Lu, J. Am. Chem. Soc. 1999, 121, 7449.
53. S. M. Berry, X. Wang, Y. Lu, J. Inorg. Biochem. 2000, 78, 89.
54. H. J. Hwang, S. M. Berry, M. J. Nilges, Y. Lu, J. Am. Chem. Soc. 2005, 127, 7274.
55. H. J. Hwang, Y. Lu, Proc. Natl. Acad. Sci. USA 2004, 101, 12 842.
56. O. Farver, Y. Lu, M. C. Ang, I. Pecht, Proc. Natl. Acad. Sci. USA 1999, 96, 899.
57. H. B. Gray, B. G. Malmström, R. J. P. Williams, J. Biol. Inorg. Chem. 2000, 5, 551.
58. E. I. Solomon, D. W. Randall, T. Glaser, Coord. Chem. Rev. 2000, 200-202, 595.
59. B. E. Ramirez, B. G. Malmström, J. R. Winkler, H. B. Gray, Proc. Natl. Acad. Sci. USA 1995, 92, 11 949.
60. Y. Lu, S. M. Berry, T. D. Pfister, Chem. Rev. 2001, 101, 3047.
61. A. Gengenbach, X. Wang, Y. Lu in Fundamentals and Catalysis of Oxidative Delignification Processes, Vol. 785 (Ed.: D. S. Argyropoulos), American Chemical Society, Washington, DC, 2001, p. 487.
62. "Manganese and Its Role in Biological Processes": M. H. Gold, H. L. Youngs, M. D. S. Gelpke, Met. Ions Biol. Syst. 2000, 37, 559.
63. M. Sundaramoorthy, K. Kishi, M. H. Gold, T. L. Poulos, J. Biol. Chem. 1994, 269, 32 759.
64. B. K. Yeung, X. Wang, J. A. Sigman, P. A. Petillo, Y. Lu, Chem. Biol. 1997, 4, 215.
65. S. K. Wilcox, C. D. Putnam, M. Sastry, J. Blankenship, W. J. Chazin, D. E. McRee, D. B. Goodin, Biochemistry 1998, 37, 16 853.
66. X. Wang, Y. Lu, Biochemistry 1999, 38, 9146.
67. A. Gengenbach, S. Syn, X. Wang, Y. Lu, Biochemistry 1999, 38, 11 425.
68. T. D. Pfister, A. J. Gengenbach, S. Syn, Y. Lu, Biochemistry 2001, 40, 14 942.
69. P. R. O. de Montellano, Cytochrome P450 Structure, Mechanism, and Biochemistry, 2nd ed., Plenum, New York, 1995.
70. S. Adachi, S. Nagano, Y. Watanabe, K. Ishimori, I. Morishima, Biochem. Biophys. Res. Commun. 1991, 180, 138.
71. S. Adachi, S. Nagano, K. Ishimori, Y. Watanabe, I. Morishima, T. Egawa, T. Kitagawa, R. Makino, Biochemistry 1993, 32, 241.
72. D. P. Hildebrand, J. C. Ferrer, H.-L. Tang, M. Smith, A. G. Mauk, Biochemistry 1995, 34, 11 598.
73. K. Choudhury, M. Sundaramoorthy, A. Hickman, T. Yonetani, E. Woehl, M. F. Dunn, T. L. Poulos, J. Biol. Chem. 1994, 209, 20 239.
74. J. A. Sigman, A. E. Pond, J. H. Dawson, Y. Lu, Biochemistry 1999, 38, 11 122.
75. R. Perera, M. Sono, J. A. Sigman, T. D. Pfister, Y. Lu, J. H. Dawson, Proc. Natl. Acad. Sci. USA 2003, 100, 3641.
76. T. Uno, A. Yukinari, Y. Tomisugi, Y. Ishikawa, R. Makino, J. A. Brannigan, A. J. Wilkinson, J. Am. Chem. Soc. 2001, 123, 2458.
77. H. Fujii, X. Zhang, T. Tomita, M. Ikeda-Saito, T. Yoshida, J. Am. Chem. Soc. 2001, 123, 6475.
78. T. Matsui, M. Furukawa, M. Unno, T. Tomita, M. Ikeda-Saito, J. Biol. Chem. 2005, 280, 2981.
79. J. A. Sigman, H. K. Kim, X. Zhao, J. R. Carey, Y. Lu, Proc. Natl. Acad. Sci. USA 2003, 100, 3629.
80. J. P. Collman, R. Boulatov, C. J. Sunderland, L. Fu, Chem. Rev. 2004, 104, 561.
81. E. Kim, E. E. Chufan, K. Kamaraj, K. D. Karlin, Chem. Rev. 2004, 104, 1077.
82. J. A. Sigman, B. C. Kwok, Y. Lu, J. Am. Chem. Soc. 2000, 122, 8192.
83. X. Zhao, N. Yeung, Z. Wang, Z. Guo, Y. Lu, Biochemistry 2005, 44, 1210.
84. X. Zhao, M. J. Nilges, Y. Lu, Biochemistry 2005, 44, 6559.
85. Y. Lu, Curr. Opin. Chem. Biol. 2005, 9, 118.
86. H. K. Privett, C. J. Reedy, M. L. Kennedy, B. R. Gibney, J. Am. Chem. Soc. 2002, 124, 6828.
87. S. M. Berry, M. D. Gieselman, M. J. Nilges, W. A. van der Donk, Y. Lu, J. Am. Chem. Soc. 2002, 124, 2084.
88. M. Ralle, S. M. Berry, M. J. Nilges, M. D. Gieselman, W. A. van der Donk, Y. Lu, N. J. Blackburn, J. Am. Chem. Soc. 2004, 126, 7244.
89. S. M. Berry, M. Ralle, D. W. Low, N. J. Blackburn, Y. Lu, J. Am. Chem. Soc. 2003, 125, 8760.
90. D. W. Low, M. G. Hill, J. Am. Chem. Soc. 1998, 120, 11 536.
91. D. W. Low, M. G. Hill, J. Am. Chem. Soc. 2000, 122, 11 039.
92. T. Hayashi, A. Tomokuni, T. Mizutani, Y. Hisaeda, H. Ogoshi, Chem. Lett. 1998, 1229.
93. T. Hayashi, Y. Hitomi, T. Ando, T. Mizutani, Y. Hisaeda, S. Kitagawa, H. Ogoshi, J. Am. Chem. Soc. 1999, 121, 7747.
94. T. Hayashi, T. Matsuda, Y. Hisaeda, Chem. Lett. 2003, 32, 496.
95. H. Sato, T. Hayashi, T. Ando, Y. Hisaeda, T. Ueno, Y. Watanabe, J. Am. Chem. Soc. 2004, 126, 436.
96. T. Hayashi, T. Nakagawa, K. Harada, T. Matsuo, Y. Hitomi, Y. Hisaeda, Chem. Lett. 2004, 33, 1512.
97. H. Sato, M. Watanabe, Y. Hisaeda, T. Hayashi, J. Am. Chem. Soc. 2005, 127, 56.
98. T. Hayashi, Y. Hitomi, T. Takimura, A. Tomokuni, T. Mizutani, Y. Hisaeda, H. Ogoshi, Coord. Chem. Rev. 1999, 190-192, 961.
99. I. Hamachi, S. Shinkai, Eur. J. Org. Chem. 1999, 539.
100. T. Hayashi, Y. Hisaeda, Acc. Chem. Res. 2002, 55, 35.
101. M. Skander, N. Humbert, J. Collot, J. Gradinaru, G. Klein, A. Loosli, J. Sauser, A. Zocchi, F. Gilardoni, T. R. Ward, J. Am. Chem. Soc. 2004, 126, 14 411.
102. T. Ueno, M. Ohashi, M. Kono, K. Kondo, A. Suzuki, T. Yamane, Y. Watanabe, Inorg. Chem. 2004, 43, 2852.
103. T. Matsuo, T. Hayashi, Y. Hisaeda, J. Am. Chem. Soc. 2002, 124, 11 234.
104. T. Hayashi, H. Dejima, T. Matsuo, H. Sato, D. Murata, Y. Hisaeda, J. Am. Chem. Soc. 2002, 124, 11 226.
105. M. E. Wilson, G. M. Whitesides, J. Am. Chem. Soc. 1978, 100, 306.
106. C.-C. Lin, C.-W. Lin, A. S. C. Chan, Tetrahedron: Asymmetry 1999, 10, 1887.
107. J. Collot, J. Gradinaru, N. Humbert, M. Skander, A. Zocchi, T. R. Ward, J. Am. Chem. Soc. 2003, 125, 9030.
108. C. M. Thomas, T. R. Ward, Chem. Soc. Rev. 2005, 34, 337.
109. G. Klein, N. Humbert, J. Gradinaru, A. Ivanova, F. Gilardoni, U. E. Rusbandi, T. R. Ward, Angew. Chem. Int. Ed. 2005, 44, 7764.
110. M. Skander, C. Malan, A. Ivanova, T. R. Ward, Chem. Commun. 2005, 4815.
111. T. R. Ward, Chem. Eur. J. 2005, 11, 3798.
112. C. Letondor, N. Humbert, T. R. Ward, Proc. Natl. Acad. Sci. USA 2005, 102, 4683.
113. M. Ohashi, T. Koshiyama, T. Ueno, M. Yanase, H. Fujii, Y. Watanabe, Angew. Chem. 2003, 115, 1035;
114. Angew. Chem. Int. Ed. 2003, 42, 1005.
115. T. Ueno, T. Koshiyama, M. Ohashi, K. Kondo, M. Kono, A. Suzuki, T. Yamane, Y. Watanabe, J. Am. Chem. Soc. 2005, 127, 6556.
116. Y. Watanabe, T. Hayashi, Prog. Inorg. Chem. 2005, 54, 449.
117. F. V. Cochran, S. P. Wu, W. Wang, V. Nanda, J. G. Saven, M. J. Therien, W. F. DeGrado, J. Am. Chem. Soc. 2005, 127, 1346.
118. G. W. Pettigrew, J. L. Leaver, T. E. Meyer, A. P. Ryle, Biochem. J. 1975, 147, 291.
119. R. A. Scott, A. G. Mauk, Cytochrome c: A Multidisciplinary Approach, University Science Books, Sausalito, CA, 1996.
120. R. R. Davies, M. D. Distefano, J. Am. Chem. Soc. 1997, 119, 11 643.
121. H. J. Hwang, J. R. Carey, E. T. Brower, A. J. Gengenbach, J. A. Abramite, Y. Lu, J. Am. Chem. Soc. 2005, 127, 15 356.
122. R. Chen, Trends Biotechnol. 2001, 19, 13.
123. S. A. Datwyler, C. F. Meares, Met. Ions Biol. Syst. 2001, 38, 213.
124. D. Qi, C.-M. Tann, D. Haring, M. D. Distefano, Chem. Rev. 2001, 101, 3081.
125. M. T. Reetz, M. Rentzsch, A. Pletsch, M. Maywald, Chimia 2002, 56, 721.
126. J. R. Carey, S. K. Ma, T. D. Pfister, D. K. Garner, H. K. Kim, J. A. Abramite, Z. Wang, Z. Guo, Y. Lu, J., Am. Chem. Soc. 2004, 126, 10 812.
127. M. T. Reetz, A. Zonta, K. Schimossek, K. Liebeton, K.-E. Jaeger, Angew. Chem. 1997, 109, 2961;
128. Angew. Chem. Int. Ed. 1997, 36, 2830.
129. M. T. Reetz, Proc. Natl. Acad. Sci. USA 2004, 101, 5716.
130. J. A. Sigman, B. C. Kwok, A. Gengenbach, Y. Lu, J. Am. Chem. Soc. 1999, 121, 8949.
131. E. N. Jacobsen, N. S. Finney, Chem. Biol. 1994, 1, 85.
132. Comprehensive Asymmetric Catalysis I-III, Vol. 1, (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, New York, 1999.