Dft study of the active site of the xoxf-type natural, cerium-dependent methanol dehydrogenase enzyme

Chemistry - A European Journal

Volumn 21, Issue 4, 2015, Pages 1743-1748

  Bogart, Justin A ^a   Lewis, Andrew J ^a   Schelter, Eric J ^a  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

Author keywords

Cerium ; Density functional calculations ; Metalloenzymes ; Quinones ; Redox chemistry

Indexed keywords

COMPETITION; CRYSTAL STRUCTURE; DENSITY FUNCTIONAL THEORY; DESIGN FOR TESTABILITY; ENZYMES; METHANOL; OXIDATION; POSITIVE IONS; RARE EARTH ELEMENTS; RARE EARTHS; REDOX REACTIONS;

COMPETITIVE ADVANTAGE; METALLOENZYMES; METHANOL DEHYDROGENASE; METHANOTROPHIC BACTERIA; PYRROLOQUINOLINE QUINONE; REDOX CHEMISTRY; SATURATED CALOMEL ELECTRODE; SEMI-EMPIRICAL CORRELATION;

CERIUM;

2,7,9-TRICARBOXYPYRROLO(2,3-F)QUINOLINE-4-OL-5-ONE; ALCOHOL DEHYDROGENASE; ALCOHOL DEHYDROGENASE (ACCEPTOR); CERIUM; PYRROLOQUINOLINEQUINONE;

CHEMICAL STRUCTURE; CHEMISTRY; ENZYME ACTIVE SITE; ENZYMOLOGY; METABOLISM; OXIDATION REDUCTION REACTION; VERRUCOMICROBIA; X RAY CRYSTALLOGRAPHY;

ALCOHOL OXIDOREDUCTASES; CATALYTIC DOMAIN; CERIUM; CRYSTALLOGRAPHY, X-RAY; MODELS, MOLECULAR; OXIDATION-REDUCTION; PQQ COFACTOR; VERRUCOMICROBIA;

EID: 84920973411     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201405159     Document Type: Article

References (34)

1. A. Pol, T. R. M. Barends, A. Dietl, A. F. Khadem, J. Eygensteyn, M. S. M. Jetten, H. J. M. Op den Camp, Environ. Microbiol. 2014, 16, 255.
2. a) S. J. Franklin, Curr. Opin. Chem. Biol. 2001, 5, 201;
3. b) S. Lim, S. J. Franklin, Cell. Mol. Life Sci. 2004, 61, 2184.
4. J. Keltjens, A. Pol, J. Reimann, H. M. Op den Camp, Appl. Microbiol. Biotechnol. 2014, 98, 6163.
5. a) B. Vlaisavljevich, P. Miró, D. Koballa, T. K. Todorova, S. R. Daly, G. S. Girolami, C. J. Cramer, L. Gagliardi, J. Phys. Chem. C 2012, 116, 23194;
6. b) K. Arumugam, U. Becker, Minerales 2014, 4, 345.
7. M. Leopoldini, N. Russo, M. Toscano, Chem. Eur. J. 2007, 13, 2109.
8. a) S. Muhammad, S. Moncho, E. N. Brothers, M. Y. Darensbourg, D. J. Darensbourg, A. A. Bengali, Inorg. Chem. 2012, 51, 7362;
9. b) M. T. Olsen, B. E. Barton, T. B. Rauchfuss, Inorg. Chem. 2009, 48, 7507.
10. D. A. Atwood in The Rare Earth Elements: Fundamentals and Applications, Wiley, Chichester, 2012, p. 84.
11. a) J. R. Robinson, Z. Gordon, C. H. Booth, P. J. Carroll, P. J. Walsh, E. J. Schelter, J. Am. Chem. Soc. 2013, 135, 19016;
12. J. R.Robinson, P. J.Carroll, P. J.Walsh, E. J.Schelter, Angew. Chem. Int. Ed. 2012, 51, 10159;
13. J. R.Robinson, P. J.Carroll, P. J.Walsh, E. J.Schelter, Angew. Chem. 2012, 124, 10306;
14. c) B. D. Mahoney, N. A. Piro, P. J. Carroll, E. J. Schelter, Inorg. Chem. 2013, 52, 5970;
15. d) J. A. Bogart, A. J. Lewis, S. A. Medling, N. A. Piro, P. J. Carroll, C. H. Booth, E. J. Schelter, Inorg. Chem. 2013, 52, 11600.
16. N. A. Piro, J. R. Robinson, P. J. Walsh, E. J. Schelter, Coord. Chem. Rev. 2014, 260, 21.
17. S. R. Sofen, S. R. Cooper, K. N. Raymond, Inorg. Chem. 1979, 18, 1611.
18. J. Xu, E. Radkov, M. Ziegler, K. N. Raymond, Inorg. Chem. 2000, 39, 4156.
19. A. Abbaspour, M. A. Mehrgardi, Talanta 2005, 67, 579.
20. T. A. Beineke, J. Delgaudio, Inorg. Chem. 1968, 7, 715.
21. S. J. Konezny, M. D. Doherty, O. R. Luca, R. H. Crabtree, G. L. Soloveichik, V. S. Batista, J. Phys. Chem. C 2012, 116, 6349.
22. Triplet diradical spin state was also calculated but was found to be isoergonic with the singlet diradical spin state.
23. Y.-J. Zheng, T. C. Bruice, Proc. Natl. Acad. Sci. USA 1997, 94, 11881.
24. R. Shannon, Acta Cryst. Sect. A 1976, 32, 751.
25. A. Sen, H. A. Stecher, A. L. Rheingold, Inorg. Chem. 1992, 31, 473.
26. J. R. Robinson, C. H. Booth, P. J. Carroll, P. J. Walsh, E. J. Schelter, Chem. Eur. J. 2013, 19, 5996.
27. a) N. G. Connelly, W. E. Geiger, Chem. Rev. 1996, 96, 877;
28. b) V. Nair, A. Deepthi, Chem. Rev. 2007, 107, 1862.
29. th ed., CRC Press, Boca Raton, 2005-2006.
30. I. Bertini, H. B. Gray, E. I. Stiefel, J. S. Valentine in Biological Inorganic Chemistry: Structure and Reactivity, University Science Books, Sausalito, 2007, p. 229.
31. Gaussian 09, Revision D.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery Jr., J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, N. J. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, Ö. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, D. J. Fox, Gaussian, Inc., Wallingford CT, 2009.
32. a) M. Dolg, H. Stoll, H. Preuss, J. Chem. Phys. 1989, 90, 1730;
33. b) X. Cao, M. Dolg, J. Mol. Struct. 2002, 581, 139.
34. C. Lambertz, P. Chernev, K. Klingan, N. Leidel, K. G. V. Sigfridsson, T. Happe, M. Haumann, Chem. Sci. 2014, 5, 1187.