Elucidation of the methyl transfer mechanism catalyzed by chalcone O-methyltransferase: A density functional study

Journal of Computational Chemistry

Volumn 32, Issue 14, 2011, Pages 3068-3074

  Cui, Feng Chao ^a   Pan, Xiao Liang ^a   Liu, Wei ^a   Liu, Jing Yao ^a  

^a JILIN UNIVERSITY   (China)

Author keywords

B3LYP; chalcone O methyltransferase; methyl transfer mechanism; S adenosyl L methionine; water assisted deprotonation

Indexed keywords

B3LYP; CHALCONES; METHYL TRANSFERS; S ADENOSYL L METHIONINES; WATER-ASSISTED DEPROTONATION;

AMINO ACIDS; SUBSTRATES;

CATALYSIS;

CATECHOL METHYLTRANSFERASE; CHALCONE DERIVATIVE; ISOLIQUIRITIGENIN; S ADENOSYLMETHIONINE;

ARTICLE; BIOCATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; METABOLISM; QUANTUM THEORY; X RAY CRYSTALLOGRAPHY;

BIOCATALYSIS; CATECHOL O-METHYLTRANSFERASE; CHALCONES; CRYSTALLOGRAPHY, X-RAY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUANTUM THEORY; S-ADENOSYLMETHIONINE;

EID: 80052032869     PISSN: 01928651     EISSN: 1096987X     Source Type: Journal    
DOI: 10.1002/jcc.21890     Document Type: Article

References (35)

1. K. C. Lam, R. K. Ibrahim, B. Behdad, S. Dayanandan, Genome 2007, 50, 271.
2. C. Zubieta, X. Z. He, Dixon R. A.,;, J. P. Noel, Nat Struct Biol 2001, 8, 1001.
3. C. A. Maxwell, M. J. Harrison, R. A. Dixon, Plant J 1993, 4, 971.
4. C. A. Maxwell, R. Edwards, R. A. Dixon, Arch Biochem Biophys 1992, 293, 158.
5. J. M. Jez, M. E. Bowman, R. A. Dixon, J. P. Noel, Nat Struct Biol 2000, 7, 786.
6. J. Vidgren, L. Svensson, A. Liljas, Nature 1994, 368, 354.
7. R. Pattanayek, M. E. Newcomer, C. Wagner, Protein Sci 1998, 7, 1326.
8. W. Gong, M. O'Gara, R. M. Blumenthal, X. Cheng, Nucleic Acids Res 1997, 25, 2702.
9. X. Zhang, L. Zhou, X. Cheng, Embo J 2000, 19, 3509.
10. J. Komoto, T. Yamada, Y. Takata, K. Konishi, H. Ogawa, T. Gomi, M. Fujioka, F. Takusagawa, Biochemistry 2004, 43, 14385.
11. C. L. Gee, J. D. A. Tyndall, G. L. Grunewald, Q. Wu, M. J. McLeish, J. L. Martin, Biochemistry 2005, 44, 16875.
12. Y. J. Zheng, T. C. Bruice, J Am Chem Soc 1997, 119, 8137.
13. J. Aranda, M. Roca, V. Lõpez-Canut, I. Tuñõn, J Phys Chem B 2010, 114, 8467.
14. P. Georgieva, Q. Wu, M. J. McLeish, F. Himo, Biochim Biophys Acta 2009, 1794, 1831.
15. P. Velichkova, F. Himo, J Phys Chem B 2006, 110, 16.
16. P. Velichkova, F. Himo, J Phys Chem B 2005, 109, 8216.
17. A. D. Becke, Phys Rev A 1988, 38, 3098.
18. A. D. Becke, J Chem Phys 1992, 96, 2155.
19. A. D. Becke, J Chem Phys 1992, 97, 9173.
20. A. D. Becke, J Chem Phys 1993, 98, 5648.
21. C. Lee, W. Yang, R. G. Parr, Phys Rev B 1988, 37, 785.
22. B. Miehlich, A. Savin, H. Stoll, H. Preuss, Chem Phys Lett 1989, 157, 200.
23. P. Georgieva, F. Himo, Chem Phys lett 2008, 463, 214.
24. Cancès, M. T.,;, B. Mennucci, J. Tomasi, J Chem Phys 1997, 107, 3032.
25. B. Mennucci, J. Tomasi, J Chem Phys 1997, 106, 5151.
26. M. Cossi, V. Barone, B. Mennucci, J. Tomasi, Chem Phys Lett 1996, 255, 327.
27. L. Noodleman, T. Lovell, W. G. Han, J. Li, F. Himo, Chem Rev 2004, 104, 459.
28. R. Z. Liao, F. Himo, J. G. Yu, R. Z. Liu, J Inorg Biochem 2010, 104, 37.
29. K. H. Hopmann, F. Himo, J Chem Theor Comput 2008, 4, 1129.
30. K. H. Hopmann, F. Himo, Chem Eur J 2006, 12, 6898.
31. R. Sevastik, C. P. Whitman, F. Himo, Biochemistry 2009, 48, 9641.
32. S. F. Wang, S. C. Smith, J Phys Chem B 2006, 110, 5084.
33. Y. Y. Ma, Q. Sun, H. Zhang, L. Peng, J. G. Yu, S. C. Smith, J Phys Chem B 2010, 114, 9698.
34. Y. Zhao, N. G. García, D. G. Truhlar, J Phys Chem A 2005, 109, 2012.
35. J. Baker, M. Muir, J. Andzelm, J Chem Phys 1995, 102, 2063.