Site-Specific pKa Determination of Selenocysteine Residues in Selenovasopressin by Using 77Se NMR Spectroscopy†
Corresponding Author
Dr. Mehdi Mobli
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)Search for more papers by this authorDavid Morgenstern
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Search for more papers by this authorProf. Glenn F. King
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Search for more papers by this authorProf. Paul F. Alewood
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Search for more papers by this authorCorresponding Author
Dr. Markus Muttenthaler
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)Search for more papers by this authorCorresponding Author
Dr. Mehdi Mobli
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)Search for more papers by this authorDavid Morgenstern
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Search for more papers by this authorProf. Glenn F. King
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Search for more papers by this authorProf. Paul F. Alewood
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Search for more papers by this authorCorresponding Author
Dr. Markus Muttenthaler
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)
Department of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, St Lucia QLD 4072 (Australia)Search for more papers by this authorThis work was supported by Discovery Grant DP1095728 from the Australian Research Council and the Internationally Outgoing Marie Curie Fellowship. We thank NMR facility manager P. Harvey at the IMB for technical support.
Graphical Abstract
Selenocystein (Sec), die 21. Aminosäure, kommt in Proteinen aller Lebensformen vor, und die höhere Säurestärke von Selenol im Vergleich zu Thiolen verleiht ihr besondere chemische Eigenschaften. 77Se-NMR-Spektroskopie lieferte den pKa-Wert von Sec-Resten in einem Protein in atomarer Auflösung. Diese Information kann genutzt werden, um chemische Reaktionen vorherzusagen.
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References
- 1
- 1aG. V. Kryukov, S. Castellano, S. V. Novoselov, A. V. Lobanov, O. Zehtab, R. Guigo, V. N. Gladyshev, Science 2003, 300, 1439;
- 1bD. Behne, H. Pfiefer, D. Rothlein, A. Kyriakopoulos in Proceedings of the 10th International Symposium on Trace Elements in Man and Animals, Plenum, New York, 2000, p. 29.
- 2
- 2aM. P. Rayman, Lancet 2000, 356, 233;
- 2bJ. Chen, M. J. Berry, J. Neurochem. 2003, 86, 1;
- 2cL. Schomburg, U. Schweizer, J. Koehrle, Cell. Mol. Life Sci. 2004, 61, 1988.
- 3L. V. Papp, J. Lu, A. Holmgren, K. K. Khanna, Antioxid. Redox Signaling 2007, 9, 775.
- 4
- 4aL. Zhong, E. S. Arner, A. Holmgren, Proc. Natl. Acad. Sci. USA 2000, 97, 5854;
- 4bS. R. Lee, S. Bar-Noy, J. Kwon, R. L. Levine, T. C. Stadtman, S. G. Rhee, Proc. Natl. Acad. Sci. USA 2000, 97, 2521;
- 4cS. Gromer, L. Johansson, H. Bauer, L. D. Arscott, S. Rauch, D. P. Ballou, C. H. Williams, Jr., R. H. Schirmer, E. S. J. Arner, Proc. Natl. Acad. Sci. USA 2003, 100, 12618;
- 4dM. J. Axley, A. Bock, T. C. Stadtman, Proc. Natl. Acad. Sci. USA 1991, 88, 8450.
- 5
- 5aR. E. Huber, R. S. Criddle, Arch. Biochem. Biophys. 1967, 122, 164;
- 5bR. G. Pearson, H. R. Sobel, J. Songstad, J. Am. Chem. Soc. 1968, 90, 319;
- 5cR. J. Hondal, B. L. Nilsson, R. T. Raines, J. Am. Chem. Soc. 2001, 123, 5140.
- 6
- 6aJ. Beld, K. J. Woycechowsky, D. Hilvert, Biochemistry 2008, 47, 6985;
- 6bT. Koide, H. Itoh, A. Otaka, H. Yasui, M. Kuroda, N. Esaki, K. Soda, N. Fujii, Chem. Pharm. Bull. 1993, 41, 502.
- 7
- 7aB. Nygard, Ark. Kemi 1967, 27, 341;
- 7bA. P. Arnold, K. S. Tan, D. L. Rabenstein, Inorg. Chem. 1986, 25, 2433.
- 8
- 8aD. Besse, F. Siedler, T. Diercks, H. Kessler, L. Moroder, Angew. Chem. 1997, 109, 915;
10.1002/ange.19971090828 Google ScholarAngew. Chem. Int. Ed. Engl. 1997, 36, 883;
- 8bM. Muttenthaler, S. T. Nevin, A. A. Grishin, S. T. Ngo, P. T. Choy, N. L. Daly, S.-H. Hu, C. J. Armishaw, C.-I. A. Wang, R. J. Lewis, J. L. Martin, P. G. Noakes, D. J. Craik, D. J. Adams, P. F. Alewood, J. Am. Chem. Soc. 2010, 132, 3514;
- 8cA. Walewska, M.-M. Zhang, J. Skalicky Jack, D. Yoshikami, M. Olivera Baldomero, G. Bulaj, Angew. Chem. 2009, 121, 2255;
10.1002/ange.200806085 Google ScholarAngew. Chem. Int. Ed. 2009, 48, 2221;
- 8dS. Pegoraro, S. Fiori, J. Cramer, S. Rudolph-Böhner, L. Moroder, Protein Sci. 1999, 8, 1605.
- 9K.-S. Tan, A. P. Arnold, D. L. Rabenstein, Can. J. Chem. 1988, 66, 54.
- 10
- 10aN. Metanis, E. Keinan, P. E. Dawson, J. Am. Chem. Soc. 2006, 128, 16684;
- 10bK. L. House, A. R. Garber, R. B. Dunlap, J. D. Odom, D. Hilvert, Biochemistry 1993, 32, 3468.
- 11
- 11aH. Duddeck, Prog. Nucl. Magn. Reson. Spectrosc. 1995, 27, 1;
- 11bJ. O. Boles, W. H. Tolleson, J. C. Schmidt, R. B. Dunlap, J. D. Odom, J. Biol. Chem. 1992, 267, 22217.
- 12
- 12aE. M. Stocking, J. N. Schwarz, H. Senn, M. Salzmann, L. A. Silks, J. Chem. Soc. Perkin Trans. 1 1997, 2443;
- 12bA. H. G. Siebum, W. S. Woo, J. Raap, J. Lugtenburg, Eur. J. Org. Chem. 2004, 2905.
- 13M. Mobli, A. D. de Araujo, L. K. Lambert, G. K. Pierens, M. J. Windley, G. M. Nicholson, P. F. Alewood, G. F. King, Angew. Chem. 2009, 121, 9476;
10.1002/ange.200905206 Google ScholarAngew. Chem. Int. Ed. 2009, 48, 9312.
- 14
- 14aC. Cabrele, S. Fiori, S. Pegoraro, L. Moroder, Chem. Biol. 2002, 9, 731;
- 14bE. Mössner, M. Huber-Wunderlich, R. Glockshuber, Protein Sci. 1998, 7, 1233;
- 14cM. Huber-Wunderlich, R. Glockshuber, Folding Des. 1998, 3, 161;
- 14dT. Kortemme, T. E. Creighton, J. Mol. Biol. 1995, 253, 799.
- 15
- 15aO. Epp, R. Ladenstein, A. Wendel, Eur. J. Biochem. FEBS 1983, 133, 51;
- 15bG.-m. Luo, X.-j. Ren, J.-q. Liu, Y. Mu, J.-c. Shen, Curr. Med. Chem. 2003, 10, 1151.
- 16R. Syed, Z. P. Wu, J. M. Hogle, D. Hilvert, Biochemistry 1993, 32, 6157.
- 17A. Walewska, J. J. Skalicky, D. R. Davis, M. M. Zhang, E. Lopez-Vera, M. Watkins, T. S. Han, D. Yoshikami, B. M. Olivera, G. Bulaj, J. Am. Chem. Soc. 2008, 130, 14280.
- 18M. Schnölzer, P. Alewood, A. Jones, D. Alewood, S. B. H. Kent, Int. J. Pept. Protein Res. 1992, 40, 180.
- 19C. Larive, D. L. Rabenstein, Magn. Reson. Chem. 1991, 29, 409.
- 20K. Mikkelsen, S. O. Nielsen, J. Phys. Chem. 1960, 64, 632.
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