The rate ladder of proton-coupled tyrosine oxidation in water: A systematic dependence on hydrogen bonds and protonation state

Journal of the American Chemical Society

Volumn 130, Issue 29, 2008, Pages 9194-9195

  Irebo, Tania ^a   Johansson, Olof ^a   Hammarström, Leif ^a  

^a UPPSALA UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; CARBOXYLIC ACID; PARAQUAT; PROTON; SALICYLIC ACID DERIVATIVE; TYROSINE; WATER;

ALKALINITY; AQUEOUS SOLUTION; ARTICLE; CHEMICAL REACTION; ELECTRON; HYDROGEN BOND; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; PH; PROTON TRANSPORT; SYNTHESIS;

2,2'-DIPYRIDYL; HYDROGEN BONDING; HYDROGEN-ION CONCENTRATION; KINETICS; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; PHENOLS; PHENYLACETATES; PROTONS; RUTHENIUM; SALICYLIC ACIDS; SOLUTIONS; TYROSINE; WATER;

EID: 47749134238     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja802076v     Document Type: Article

References (23)

1. (a) Hoganson, C. W.; Babcock, G. T. Science 1997, 277, 1953.
2. (b) Stubbe, J.; van der Donk, W. A. Chem. Rev. 1998, 98, 705.
3. (c) Tommos, C.; Babcock, G. T. Acc. Chem. Res. 1998, 31, 18.
4. (d) Huynh, M. H. V.; Meyer, T. Chem. Rev. 2007, 107, 5004.
5. (a) Sjödin, M.; Styring, S.; Åkermark, B.; Sun, L.; Hammarström, L. J. Am. Chem. Soc. 2000, 122, 3932.
6. (b) Irebo, T.; Reece, S.; Sjödin, M.; Nocera, D. G.; Hammarström, L. J. Am. Chem. Soc. 2007, 129, 15462.
7. (c) Sjödin, M.; Irebo, T.; Utas, J. E.; Lind, J.; Merenyi, G.; Åkermark, B.; Hammarström, L. J. Am. Chem. Soc. 2006, 128, 13076.
8. (d) Sjödin, M.; Styring, S.; Wolpher, H.; Xu, Y.; Sun, L.; Hammarström, L. J. Am. Chem. Soc. 2005, 127, 3855.
9. (a) Costentin, C.; Robert, M.; Saveant, J.-M. J. Am. Chem. Soc. 2006, 128, 4552.
10. (b) Rhile, I. J.; Markle, T. F.; Nagao, H.; DiPasquale, A. G.; Lam, O. P.; Lockwood, M. A.; Rotter, K.; Mayer, J. M. J. Am. Chem. Soc. 2006, 128, 6075.
11. (c) Fecenko, C. J.; Meyer, T. J.; Thorp, H. H. J. Am. Chem. Soc. 2006, 128, 11020.
12. H-bond effects on unidirectional PCET are reported in: (a) Hodgkiss, J. M.; Damrauer, N. H.; Presse, S.; Rosenthal, J.; Nocera, D. G. J. Phys. Chem. 2006, 110, 18853.
13. (b) Cukier, R. I.; Nocera, D. G. Annu. Rev. Phys. Chem. 1998, 49, 337.
14. Ghanem, R.; Xu, Y.; Pan, J.; Hoffmann, T.; Andersson, J.; Polivka, T.; Pascher, T.; Styring, S.; Sun, L.; Sundström, V. Inorg. Chem. 2002, 41, 6258.
15. Sjödin, M.; Styring, S.; Åkermark, B.; Sun, L.; Hammarström, L. Phil. Trans. R. Soc. London, Ser. B 2002, 357, 1471.
16. Renger, G. Biochim. Biophys. Acta 2004, 1655, 195.
17. Serjeant, E. P.; Dempsey, B. Pergamon Press: Oxford 1970.
18. Harriman, A. J. Phys. Chem. 1987, 91, 6102.
19. Sjödin, M.; Ghanem, R.; Polivka, T.; Pan, J.; Styring, S.; Sun, L.; Sundström, V.; Hammarström, L. Phys. Chem. Chem. Phys. 2004, 6, 4851.
20. Hammes-Schiffer, S.; Hatcher, E.; Ishikita, H.; Skone, J. H.; Soudackov, A. V. Coord. Chem. Rev. 2008, 252, 384.
21. Mock, W. L.; Morsch, L. A. Tetrahedron 2001, 57, 2957.
22. Markle, T. F.; Mayer, J. M. Angew. Chem., Int Ed. 2008, 47, 738.
23. Ahlbrink, R.; Haumann, M.; Cherepanov, D.; Bögershausen, O.; Mulkidjanian, A.; Junge, W. Biochemistry 1998, 37, 1131.