Mechanistic Aspects of Biological Hydrogen Evolution and Uptake

Bioinspired Catalysis: Metal-Sulfur Complexes

Volumn 9783527333080, Issue , 2014, Pages 161-198

  Wright, Joseph A ^a   Pickett, Christopher J ^a  

^a UNIVERSITY OF EAST ANGLIA   (United Kingdom)

Author keywords

Dihydrogen; Hydrides; Hydrogen uptake; Hydrogenase; Resting state; Synthetic systems

Indexed keywords

BIOLOGY;

ACTIVE SITE; BIOLOGICAL HYDROGEN; DIHYDROGEN; HYDROGEN UPTAKE; HYDROGEN-EVOLUTION; HYDROGENASES; MECHANISTIC ASPECTS; RESTING STATE; STRUCTURAL ASPECTS; SYNTHETIC SYSTEMS;

HYDROGEN;

EID: 84926452667     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527664160.ch7     Document Type: Chapter

References (139)

1. Vincent, K.A., Parkin, A., and Armstrong, F.A. (2007) Chem. Rev., 107, 4366-4413.
2. Peters, J.W., Lanzilotta, W.N., Lemon, B.J., and Seefeldt, L.C. (1998) Science, 282, 1853-1858.
3. Nicolet, Y., Piras, C., Legrand, P., Hatchikian, C.E., and Fontecilla-Camps, J.C. (1999) Structure, 7, 13-23.
4. Adamska, A., Silakov, A., Lambertz, C., Rüdiger, O., Happe, T., Reijerse, E., and Lubitz, W. (2012) Angew. Chem. Int. Ed., 51, 11458-11462.
5. Vignais, P.M. and Billoud, B. (2007) Chem. Rev., 107, 4206-4272.
6. Fontecilla-Camps, J.C., Volbeda, A., Cavazza, C., and Nicolet, Y. (2007) Chem. Rev., 107, 4273-4303.
7. De Lacey, A.L., Fernández, V.M., Rousset, M., and Cammack, R. (2007) Chem. Rev., 107, 4304-4330.
8. Lubitz, W., Reijerse, E., and van Gastel, M. (2007) Chem. Rev., 107, 4331-4365.
9. Siegbahn, P.E.M., Tye, J.W., and Hall, M.B. (2007) Chem. Rev., 107, 4414-4435.
10. Gloaguen, F. and Rauchfuss, T.B. (2009) Chem. Soc. Rev., 38, 100-108.
11. Tard, C. and Pickett, C.J. (2009) Chem. Rev., 109, 2245-2274.
12. Gordon, J.C. and Kubas, G.J. (2010) Organometallics, 29, 4682-4701.
13. Mulder, D.W., Shepard, E.M., Meuser, J.E., Joshi, N., King, P.W., Posewitz, M.C., Broderick, J.B., and Peters, J.W. (2011) Structure, 19, 1038-1052.
14. Tschierlei, S., Ott, S., and Lomoth, R. (2011) Energy Environ. Sci., 4, 2340-2352.
15. Wang, N., Wang, M., Chen, L., and Sun, L. (2013) Dalton Trans., 42, 12059-12071.
16. Berggren, G., Adamska, A., Lambertz, C., Simmons, T.R., Esselborn, J., Atta, M., Gambarelli, S., Mouesca, J.-M., Reijerse, E., Lubitz, W., Happe, T., Artero, V., and Fontecave, M. (2013) Nature, 499, 66-69.
17. Esselborn, J., Lambertz, C., Adamska-Venkatesh, A., Simmons, T., Berggren, G., Noth, J., Siebel, J., Hemschemeier, A., Artero, V., Reijerse, E., Fontecave, M., Lubitz, W., and Happe, T. (2013) Nat. Chem. Biol., 9, 607-609.
18. Darensbourg, M.Y. and Weigand, W. (2011) Eur. J. Inorg. Chem., 2011, 994-1004.
19. Stripp, S.T., Goldet, G., Brandmayr, C., Sanganas, O., Vincent, K.A., Haumann, M., Armstrong, F.A., and Happe, T. (2009) Proc. Natl. Acad. Sci. U.S.A., 106, 17331-17336.
20. Nicolet, Y., Lemon, B.J., Fontecilla-Camps, J.C., and Peters, J.W. (2000) Trends Biochem. Sci., 25, 138-143.
21. Silakov, A., Wenk, B., Reijerse, E., and Lubitz, W. (2009) Phys. Chem. Chem. Phys., 11, 6592-6599.
22. Erdem, Ö.F., Schwartz, L., Stein, M., Silakov, A., Kaur-Ghymaan, S., Huang, P., Ott, S., Reijerse, E.J., and Lubitz, W. (2011) Angew. Chem. Int. Ed., 50, 1439-1443.
23. Ryde, U., Greco, C., and De Gioia, L. (2010) J. Am. Chem. Soc., 132, 4512-4513.
24. Pandey, A.S., Harris, T.V., Giles, L.J., Peters, J.W., and Szilagyi, R.K. (2008) J. Am. Chem. Soc., 130, 4533-4540.
25. Van Der Spek, T.M., Arendsen, A.F., Happe, R.P., Yun, S., Bagley, K.A., Stufkens, D.J., Hagen, W.R., and Albracht, S.P.J. (1996) Eur. J. Biochem., 237, 629-634.
26. Pierik, A.J., Hulstein, M., Hagen, W.R., and Albracht, S.P.J. (1998) Eur. J. Biochem., 258, 572-578.
27. Chen, Z., Lemon, B.J., Huang, S., Swartz, D.J., Peters, J.W., and Bagley, K.A. (2002) Biochemistry, 41, 2036-2043.
28. Roseboom, W., Lacey, A.L.D., Fernandez, V.M., Hatchikian, E.C., and Albracht, S.P.J. (2006) J. Biol. Inorg. Chem., 11, 102-118.
29. Silakov, A., Kamp, C., Reijerse, E., Happe, T., and Lubitz, W. (2009) Biochemistry, 48, 7780-7786.
30. Mulder, D.W., Ratzloff, M.W., Shepard, E.M., Byer, A.S., Noone, S.M., Peters, J.W., Broderick, J.B., and King, P.W. (2013) J. Am. Chem. Soc., 135, 6921-6929.
31. Yu, L., Greco, C., Bruschi, M., Ryde, U., Gioia, L.D., and Reiher, M. (2011) Inorg. Chem., 50, 3888-3900.
32. Lemon, B.J. and Peters, J.W. (1999) Biochemistry, 38, 12969-12973.
33. Bennett, B., Lemon, B.J., and Peters, J.W. (2000) Biochemistry, 39, 7455-7460.
34. Le Cloirec, A., Best, S.P., Borg, S., Davies, S.C., Evans, D.J., Hughes, D.L., and Pickett, C.J. (1999) Chem. Commun., 35, 2285-2286.
35. Lyon, E.J., Georgakaki, I.P., Reibenspies, J.H., and Darensbourg, M.Y. (1999) Angew. Chem. Int. Ed., 38, 3178-3180.
36. Schmidt, M., Contakes, S.M., and Rauchfuss, T.B. (1999) J. Am. Chem. Soc., 121, 9736-9737.
37. Gloaguen, F., Lawrence, J.D., Schmidt, M., Wilson, S.R., and Rauchfuss, T.B. (2001) J. Am. Chem. Soc., 123, 12518-12527.
38. Lawrence, J.D., Li, H., Rauchfuss, T.B., Bérnard, M., and Rohmer, M.-M. (2001) Angew. Chem. Int. Ed., 40, 1768-1771.
39. Razavet, M., Davies, S.C., Hughes, D.L., and Pickett, C.J. (2001) Chem. Commun., 37, 847-848.
40. Zhao, X., Georgakaki, I.P., Miller, M.L., Yarbrough, J.C., and Darensbourg, M.Y. (2001) J. Am. Chem. Soc., 123, 9710-9711.
41. George, S.J., Cui, Z., Razavet, M., and Pickett, C.J. (2002) Chem. Eur. J., 8, 4037-4046.
42. Li, H. and Rauchfuss, T.B. (2002) J. Am. Chem. Soc., 124, 726-727.
43. Lyon, E.J., Georgakaki, I.P., Reibenspies, J.H., and Darensbourg, M.Y. (2001) J. Am. Chem. Soc., 123, 3268-3278.
44. Zhao, X., Georgakaki, I.P., Miller, M.L., Mejia-Rodriguez, R., Chiang, C.-Y., and Darensbourg, M.Y. (2002) Inorg. Chem., 41, 3917-3928.
45. Hsieh, C.-H., Erdem, Ö.F., Harman, S.D., Singleton, M.L., Reijerse, E., Lubitz, W., Popescu, C.V., Reibenspies, J.H., Brothers, S.M., Hall, M.B., and Darensbourg, M.Y. (2012) J. Am. Chem. Soc., 134, 13089-13102.
46. Razavet, M., Borg, S.J., George, S.J., Best, S.P., Fairhurst, S.A., and Pickett, C.J. (2002) Chem. Commun., 36, 700-701.
47. Liu, T. and Darensbourg, M.Y. (2007) J. Am. Chem. Soc., 129, 7008-7009.
48. Justice, A.K., Rauchfuss, T.B., and Wilson, S.R. (2007) Angew. Chem. Int. Ed., 46, 6152-6154.
49. Singleton, M.L., Bhuvanesh, N., Reibenspies, J.H., and Darensbourg, M.Y. (2008) Angew. Chem. Int. Ed., 47, 9492-9495.
50. Justice, A.K., De Gioia, L., Nilges, M.J., Rauchfuss, T.B., Wilson, S.R., and Zampella, G. (2008) Inorg. Chem., 47, 7405-7414.
51. Camara, J.M. and Rauchfuss, T.B. (2011) J. Am. Chem. Soc., 133, 8098-8101.
52. Silakov, A., Olsen, M.T., Sproules, S., Reijerse, E.J., Rauchfuss, T.B., and Lubitz, W. (2012) Inorg. Chem., 51, 8617-8628.
53. Matthews, S.L. and Heinekey, D.M. (2010) Inorg. Chem., 49, 9746-9748.
54. A search of the Cambridge Structure Database: Allen, F.H. (2002) Acta Crystallogr., Sect. B, 58, 380-388. v 5.34 (released November 2012) reveals 23 monocationic bridging hydrides featuring unique {2Fe2S} cores.
55. Gloaguen, F., Lawrence, J.D., Rauchfuss, T.B., Bérnard, M., and Rohmer, M.-M. (2002) Inorg. Chem., 41, 6573-6582.
56. van der Vlugt, J.I., Rauchfuss, T.B., Whaley, C.M., and Wilson, S.R. (2005) J. Am. Chem. Soc., 127, 16012-16013.
57. Dong, W.,Wang, M., Liu, X., Jin, K., Li, G., Wang, F., and Sun, L. (2006) Chem. Commun., 40, 305-307.
58. Ezzaher, S., Capon, J.-F., Gloaguen, F., Pétillon, F.Y., Schollhammer, P., and Talarmin, J. (2007) Inorg. Chem., 46, 3426-3428.
59. Barton, B.E. and Rauchfuss, T.B. (2008) Inorg. Chem., 47, 2261-2263.
60. A. Jablonskyte, J. A.Wright, S. A. Fairhurst, L. R. Webster and C. J. Pickett, submitted.
61. Carroll, M.E., Barton, B.E., Rauchfuss, T.B., and Carroll, P.J. (2012) J. Am. Chem. Soc., 134, 18843-18852.
62. Zaffaroni, R., Rauchfuss, T.B., Gray, D.L., De Gioia, L., and Zampella, G. (2012) J. Am. Chem. Soc., 134, 19260-19269.
63. Barton, B.E., Zampella, G., Justice, A.K., De Gioia, L., Rauchfuss, T.B., and Wilson, S.R. (2010) Dalton Trans., 39, 3011-3019.
64. Wright, J.A. and Pickett, C.J. (2009) Chem. Commun., 45, 5719-5721.
65. Jablonskyte, A., Wright, J.A., and Pickett, C.J. (2010) Dalton Trans., 39, 3026-3034.
66. Jablonskyte, A., Wright, J.A., and Pickett, C.J. (2011) Eur. J. Inorg. Chem., 2011, 1033-1037.
67. Liu, C., Peck, J.N.T., Wright, J.A., Pickett, C.J., and Hall, M.B. (2011) Eur. J. Inorg. Chem., 2011, 1080-1093.
68. A. Jablonskyte, L. R. Webster, J. A. Wright and C. J. Pickett, submitted.
69. Borg, S., Behrsing, T., Best, S.P., Razavet, M., Liu, X., and Pickett, C.J. (2004) J. Am. Chem. Soc., 126, 16988-16999.
70. Cheah, M.H., Tard, C., Borg, S.J., Liu, X., Ibrahim, S.K., Pickett, C.J., and Best, S.P. (2007) J. Am. Chem. Soc., 129, 11085-11092.
71. Barton, B.E., Olsen, M.T., and Rauchfuss, T.B. (2008) J. Am. Chem. Soc., 130, 16834-16835.
72. Ezzaher, S., Capon, J.-F., Gloaguen, F., Pétillon, F.Y., Schollhammer, P., Talarmin, J., and Kervarec, N. (2009) Inorg. Chem., 48, 2-4.
73. Wang, N., Wang, M., Zhang, T., Li, P., Liu, J., and Sun, L. (2008) Chem. Commun., 44, 5800-5802.
74. Jablonskyte, A., Wright, J.A., Fairhurst, S.A., Peck, J.N.T., Ibrahim, S.K., Oganesyan, V.S., and Pickett, C.J. (2011) J. Am. Chem. Soc., 133, 18606-18609.
75. Wang, W., Nilges, M.J., Rauchfuss, T.B., and Stein, M. (2013) J. Am. Chem. Soc., 135, 3633-3639.
76. Hoffman, B.M., Lukoyanov, D., Dean, D.R., and Seefeldt, L.C. (2013) Acc. Chem. Res., 46, 587-595.
77. Olsen, M.T., Barton, B.E., and Rauchfuss, T.B. (2009) Inorg. Chem., 48, 7507-7509.
78. Camara, J.M. and Rauchfuss, T.B. (2012) Nat. Chem., 4, 26-30.
79. Frey, M. (2002) ChemBioChem, 3, 153-160.
80. Greco, C. (2013) Inorg. Chem., 52, 1901-1908.
81. Wang, N., Wang, M., Wang, Y., Zheng, D., Han, H., Ahlquist, M.S.G., and Sun, L. (2013) J. Am. Chem. Soc., 135, 13688-13691.
82. Shafaat, H.S., Rüdiger, O., Ogata, H., and Lubitz, W. (2013) Biochim. Biophys. Acta, Bioenerg., 1827, 986-1002.
83. Ogata, H., Mizoguchi, Y., Mizuno, N., Miki, K., Adachi, S.-I., Yasuoka, N., Yagi, T., Yamauchi, O., Hirota, S., and Higuchi, Y. (2002) J. Am. Chem. Soc., 124, 11628-11635.
84. Goris, T., Wait, A.F., Saggu, M., Fritsch, J., Heidary, N., Stein, M., Zebger, I., Lendzian, F., Armstrong, F.A., Friedrich, B., and Lenz, O. (2011) Nat. Chem. Biol., 7, 310-318.
85. Volbeda, A., Martin, L., Cavazza, C., Matho, M., Faber, B.W., Roseboom, W., Albracht, S.P.J., Garcin, E., Rousset, M., and Fontecilla-Camps, J.C. (2005) J. Biol. Inorg. Chem., 10, 239-245.
86. de Lacey, A.L., Hatchikian, E.C., Volbeda, A., Frey, M., Fontecilla-Camps, J.C., and Fernandez, V.M. (1997) J. Am. Chem. Soc., 119, 7181-7189.
87. Volbeda, A., Amara, P., Darnaulta, C., Mouesca, J.-M., Parkin, A., Roessler, M.M., Armstrong, F.A., and Fontecilla-Camps, J.C. (2012) Proc. Natl. Acad. Sci. U.S.A., 109, 5305-5310.
88. Brecht, M., van Gastel, M., Buhrke, T., Friedrich, B., and Lubitz, W. (2003) J. Am. Chem. Soc., 125, 13075-13083.
89. Foerster, S., van Gastel, M., Brecht, M., and Lubitz, W. (2005) J. Biol. Inorg. Chem., 10, 51-62.
90. Sellmann, D., Geipel, F., Lauderbach, F., and Heinemann, F.W. (2002) Angew. Chem. Int. Ed., 41, 632-634.
91. Smith, M.C., Barclay, J.E., Cramer, S.P., Davies, S.C., Gu, W.-W., Hughes, D.L., Longhurst, S., and Evans, D.J. (2002) J. Chem. Soc., Dalton Trans., 31, 2641-2647.
92. Li, Z., Ohki, Y., and Tatsumi, K. (2005) J. Am. Chem. Soc., 127, 8950-8951.
93. Jiang, J., Maruani, M., Solaimanzadeh, J., Lo,W., Koch, S.A., and Millar, M. (2009) Inorg. Chem., 48, 6359-6361.
94. Kersting, B. and Steinfeld, G. (2001) Chem. Commun., 37, 1376-1377.
95. Krishnamurthy, D., Sarjeant, A.N., Goldberg, D.P., Caneschi, A., Totti, F., Zakharov, L.N., and Rheingold, A.L. (2005) Chem. Eur. J., 11, 7328-7341.
96. Ogo, S., Kabe, R., Uehara, K., Kure, B., Nishimura, T., Menon, S.C., Harada, R., Fukuzumi, S., Yoshiki Higuchi, T.O., Tamada, T., and Kuroki, R. (2007) Science, 316, 585-587.
97. Oudart, Y., Artero, V., Pécaut, J., and Fontecave, M. (2006) Inorg. Chem., 45, 4334-4336.
98. Barton, B.E., Whaley, C.M., Rauchfuss, T.B., and Gray, D.L. (2009) J. Am. Chem. Soc., 131, 6942-6943.
99. Barton, B.E. and Rauchfuss, T.B. (2010) J. Am. Chem. Soc., 132, 14877-14885.
100. Carroll, M.E., Barton, B.E., Gray, D.L., Mack, A.E., and Rauchfuss, T.B. (2011) Inorg. Chem., 50, 9554-9563.
101. Ogo, S., Ichikawa, K., Kishima, T., Matsumoto, T., Nakai, H., Kusaka, K., and Ohhara, T. (2013) Science, 339, 682-684.
102. Manor, B.C. and Rauchfuss, T.B. (2013) J. Am. Chem. Soc., 135, 11895-11900.
103. Yang, J.Y., Chen, S., Dougherty, W.G., Kassel, W.S., Bullock, R.M., DuBois, D.L., Raugei, S., Rousseau, R., Dupuis, M., and DuBois, M.R. (2010) Chem. Commun., 46, 8618-8620.
104. Shaw, W.J., Helm, M.L., and DuBois, D.L. (2013) Biochim. Biophys. Acta, Bioenerg., 1827, 1123-1139.
105. Zirngibl, C., Van Dongen, W., Schwörer, B., Von Bünau, R., Richter, M., Klein, A., and Thauer, R.K. (1992) Eur. J. Biochem., 208, 511-520.
106. Shima, S. and Thauer, R.K. (2007) Chem. Rec., 7, 37-46.
107. Corr, M.J. and Murphy, J.A. (2011) Chem. Soc. Rev., 40, 2279-2292.
108. Hiromoto, T., Ataka, K., Pilak, O., Stagni, M.S., Meyer-Klaucke, W., Warkentin, E., Thauer, R.K., Shima, S., and Ermler, U. (2009) FEBS Lett., 583, 585-590.
109. Schwörer, B., Fernandez, V.M., Zirngibl, C., and Thauer, R.K. (1993) Eur. J. Biochem., 212, 255-261.
110. Vogt, S., Lyon, E.J., Shima, S., and Thauer, R.K. (2008) J. Biol. Inorg. Chem., 13, 97-106.
111. Schleucher, J., Griesinger, C., Schwörer, B., and Thauer, R.K. (1994) Biochemistry, 33, 3986-3993.
112. Schleucher, J., Schwörer, B., Thauer, R.K., and Griesinger, C. (1995) J. Am. Chem. Soc., 117, 2941-2942.
113. Hartmann, G.C., Santamaria, E., Fernández, V.M., and Thauer, R.K. (1996) J. Biol. Inorg. Chem., 1, 445-450.
114. Hiromoto, T., Warkentin, E., Moll, J., Ermler, U., and Shima, S. (2009) Angew. Chem. Int. Ed., 48, 6457-6460.
115. Shima, S., Vogt, S., Göbels, A., and Bill, E. (2010) Angew. Chem. Int. Ed., 49, 9917-9921.
116. Berkessel, A. and Thauer, R.K. (1995) Angew. Chem. Int. Ed. Engl., 34, 2247-2250.
117. Yang, X. and Hall, M.B. (2009) J. Am. Chem. Soc., 131, 10901-10908.
118. Finkelmann, A.R., Stiebritz, M.T., and Reiher, M. (2013) J. Phys. Chem. B, 117, 4806-4817.
119. Chen, D., Scopelliti, R., and Hu, X. (2012) Angew. Chem. Int. Ed., 51, 1919-1921.
120. Dey, A. (2010) J. Am. Chem. Soc., 132, 13892-13901.
121. Wright, J.A., Turrell, P.J., and Pickett, C.J. (2010) Organometallics, 29, 6146-6156.
122. Schultz, K.M., Chen, D., and Hu, X. (2013) Chem. Asian J., 8, 1068-1075.
123. Turrell, P.J., Wright, J.A., Peck, J.N.T., Oganesyan, V.S., and Pickett, C.J. (2010) Angew. Chem. Int. Ed., 49, 7508-7511.
124. Chen, D., Scopelliti, R., and Hu, X. (2010) Angew. Chem. Int. Ed., 49, 7512-7515.
125. Chen, D., Scopelliti, R., and Hu, X. (2011) Angew. Chem. Int. Ed., 50, 5671-5673.
126. Wang, X., Li, Z., Luo, Q., Evans, D.J., Pickett, C.J., and Liu, X. (2008) Chem. Commun., 44, 3555-3557.
127. Song, L.-C., Zhao, G.-Y., Xie, Z.J., and Zhang, J.-W. (2013) Organometallics, 32, 2509-2512.
128. Turrell, P.J., Hill, A.D., Ibrahim, S.K., Wright, J.A., and Pickett, C.J. (2013) Dalton Trans., 42, 8140-8146.
129. Seefeldt, L.C., Hoffman, B.M., and Dean, D.R. (2009) Annu. Rev. Biochem., 78, 701-722.
130. Kim, J. and Rees, D.C. (1992) Nature, 360, 553-560.
131. Kim, J. and Rees, D.C. (1992) Science, 257, 1677-1682.
132. Lancaster, K.M., Roemelt, M., Ettenhuber, P., Hu, Y., Ribbe, M.W., Neese, F., Bergmann, U., and DeBeer, S. (2011) Science, 334, 974-977.
133. Spatzal, T., Aksoyoglu, M., Zhang, L., Andrade, S.L.A., Schleicher, E., Weber, S., Rees, D.C., and Einsle, O. (2011) Science, 334, 940.
134. Igarashi, R.Y., Laryukhin, M., Dos Santos, P.C., Lee, H.-I., Dean, D.R., Seefeldt, L.C., and Hoffman, B.M. (2005) J. Am. Chem. Soc., 127, 6231-6241.
135. Lukoyanov, D., Yang, Z.-Y., Dean, D.R., Seefeldt, L.C., and Hoffman, B.M. (2010) J. Am. Chem. Soc., 132, 2526-2527.
136. Kinney, R.A., Saouma, C.T., Peters, J.C., and Hoffman, B.M. (2012) J. Am. Chem. Soc., 134, 12637-12647.
137. Chiang, K.P., Scarborough, C.C., Horitani, M., Lees, N.S., Ding, K., Dugan, T.R., Brennessel, W.W., Bill, E., Hoffman, B.M., and Holland, P.L. (2012) Angew. Chem. Int. Ed., 51, 3658-3662.
138. Burgess, B.K. and Lowe, D.J. (1996) Chem. Rev., 96, 2983-3012.
139. Kubas, G.J. (2007) Chem. Rev., 107, 4152-4205.