Inhibition of protein phosphatase 2A activity by selective electrophile alkylation damage

Biochemistry

Volumn 45, Issue 33, 2006, Pages 10020-10029

  Codreanu, Simona G ^a   Adams, Deanna G ^a   Dawson, Eric S ^a   Wadzinski, Brian E ^a   Liebler, Daniel C ^a  

^a VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; AMINES; CELLS; PROTEINS;

CELLULAR SIGNALING; HOLOENZYMES; SIGNAL TRANSDUCTION; WESTERN BLOT ANALYSIS;

ENZYME INHIBITION;

AMINO ACID; BIOTINAMIDO 4 [4' (MALEIMIDOMETHYL)CYCLOHEXANECARBOXAMIDO]BUTANE; BIOTINYLIODOACETAMIDYL 3,6 DIOXAOCTANEDIAMINE; CYSTEINE; HOLOENZYME; PHOSPHOPROTEIN PHOSPHATASE 2A; UNCLASSIFIED DRUG;

ALKYLATION; AMINO ACID SEQUENCE; ARTICLE; CELL STRAIN HEK293; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HUMAN CELL; PHOSPHORYLATION AND DEPHOSPHORYLATION; PRIORITY JOURNAL; PROTEIN FUNCTION; PROTEIN MODIFICATION; REACTION ANALYSIS; SEQUENCE HOMOLOGY; SIGNAL TRANSDUCTION; STRUCTURE ANALYSIS; WESTERN BLOTTING;

ALKYLATION; BIOTIN; BLOTTING, WESTERN; CATALYSIS; CELL LINE; CYSTEINE; ENZYME ACTIVATION; ENZYME INHIBITORS; HOLOENZYMES; HUMANS; PHOSPHOPROTEIN PHOSPHATASE; PHOSPHORYLATION; PROTEIN CONFORMATION; SIGNAL TRANSDUCTION; SULFHYDRYL COMPOUNDS;

EID: 33747502181     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi060551n     Document Type: Article

References (33)

1. Stone, R. L., and Dixon, J. E. (1994) Protein-tyrosine phosphatases, J. Biol. Chem. 269, 31323-31326.
2. Barford, D., Das, A. K., and Egloff, M. P. (1998) The structure and mechanism of protein phosphatases: insights into catalysis and regulation, Annu. Rev. Biophys. Biomol. Struct. 27, 133-164.
3. Rhee, S. G., Bae, Y. S., Lee, S. R., and Kwon, J. (2000) Hydrogen peroxide: a key messenger that modulates protein phosphorylation through cysteine oxidation, Sci. STKE 2000, E1.
4. Foley, T. D., and Kintner, M. E. (2005) Brain PP2A is modified by thiol-disulfide exchange and intermolecular disulfide formation, Biochem. Biophys. Res. Commun. 330, 1224-1229.
5. Liebler, D. C., and Guengerich, F. P. (2005) Elucidating mechanisms of drug-induced toxicity, Nat. Rev. Drug Discov. 4, 410-420.
6. West, J. D., and Marnett, L. J. (2006) Endogenous reactive intermediates as modulators of cell signaling and cell death, Chem. Res. Toxicol. 19, 173-194.
7. Dinkova-Kostova, A. T., Holtzclaw, W. D., and Kensler, T. W. (2005) The role of Keap1 in cellular protective responses, Chem. Res. Toxicol. 18, 1779-1791.
8. Janssens, V., and Goris, J. (2001) Protein phosphatase 2A: a highly regulated family of serine/threonine phosphatases implicated in cell growth and signalling, Biochem. J. 353, 417-439.
9. Zolnierowicz, S. (2000) Type 2A protein phosphatase, the complex regulator of numerous signaling pathways, Biochem. Pharmacol. 60, 1225-1235.
10. Nemani, R., and Lee, E. Y. (1993) Reactivity of sulfhydryl groups of the catalytic subunits of rabbit skeletal muscle protein phosphatases 1 and 2A, Arch. Biochem. Biophys. 300, 24-29.
11. Hong, F., Sekhar, K. R., Freeman, M. L., and Liebler, D. C. (2005) Specific patterns of electrophile adduction trigger Keapl ubiquitination and Nrf2 activation, J. Biol. Chem. 280, 31768-31775.
12. Dennehy, M. K., Richards, K. A. M., Wernke, G. W., Shyr, Y., and Liebler, D. C. (2006) Cytosolic and nuclear protein targets of thiol-reactive electrophiles, Chem. Res. Toxicol. 9, 20-29.
13. Strack, S., Chang, D., Zaucha, J. A., Colbran, R. J., and Wadzinski, B. E. (1999) Cloning and characterization of B delta, a novel regulatory subunit of protein phosphatase 2A, FEBS Lett. 460, 462-466.
14. Adams, D. G., Coffee, R. L., Jr., Zhang, H., Pelech, S., Strack, S., and Wadzinski, B. E. (2005) Positive regulation of Raf1-MEK1/2-ERK1/2 signaling by protein serine/threonine phosphatase 2A holoenzymes, J. Biol. Chem. 280, 42644-42654.
15. Jakes, S., and Schlender, K. K. (1988) Histone H1 phosphorylated by protein kinase C is a selective substrate for the assay of protein phosphatase 2A in the presence of phosphatase 1, Biochim. Biophys. Acta 967, 11-16.
16. Strack, S., Westphal, R. S., Colbran, R. J., Ebner, F. F., and Wadzinski, B. E. (1997) Protein serine/threonine phosphatase 1 and 2A associate with and dephosphorylate neurofilaments, Brain Res. Mol. Brain Res. 49, 15-28.
17. Ham, A. J. (2005) Proteolytic Digestion Protocols, in The Encyclopedia of Mass Spectrometty, Vol. 2, Biological Applications, Part A, Peptides and Proteins (Caprioli, R. M., and Gross, M. L., Eds.) pp 10-17, Elsevier, Kidlington, Oxford, U.K.
18. Yates, J. R., Eng, J. K., McCormack, A. L., and Schieltz, D. (1995) Method to correlate tandem mass spectra of modified peptides to amino acid sequences in the protein database, Anal. Chem. 67, 1426-1436.
19. Hansen, B. T., Davey, S. W., Ham, A. J., and Liebler, D. C. (2005) P-Mod: An algorithm and software to map modifications to peptide sequences using tandem MS data, J. Proteome Res. 4, 358-368.
20. Lambert, C., Leonard, N., De, B. X., and Depiereux, E. (2002) ESyPred3D: Prediction of proteins 3D structures, Bioinformatics 18, 1250-1256.
21. Pettersen, E. F., Goddard, T. D., Huang, C. C., Couch, G. S., Greenblatt, D. M., Meng, E. C., and Ferrin, T. E. (2004) UCSF Chimera-a visualization system for exploratory research and analysis, J. Comput. Chem. 25, 1605-1612.
22. Groves, M. R., Hanlon, N., Turowski, P., Hemmings, B. A., and Barford, D. (1999) The structure of the protein phosphatase 2A PR65/A subunit reveals the conformation of its 15 tandemly repeated HEAT motifs, Cell 96, 99-110.
23. Honkanen, R. E., Zwiller, J., Moore, R. E., Daily, S. L., Khatra, B. S., Dukelow, M., and Boynton, A. L. (1990) Characterization of microcystin-LR, a potent inhibitor of type 1 and type 2A protein phosphatases, J. Biol. Chem. 265, 19401-19404.
24. Guengerich, F. P., and Liebler, D. C. (1985) Enzymatic activation of chemicals to toxic metabolites, Crit. Rev. Toxicol. 14, 259-307.
25. Marnett, L. J., Riggins, J. N., and West, J. D. (2003) Endogenous generation of reactive oxidants and electrophiles and their reactions with DNA and protein, J. Clin. Invest. 111, 583-593.
26. Hong, F., Freeman, M. L., and Liebler, D. C. (2005) Identification of sensor cysteines in human Keap1 modified by the cancer chemopreventive agent sulforaphane, Chem. Res. Toxicol. 18, 1917-1926.
27. Evans, D. R., and Simon, J. A. (2001) The predicted beta12-beta13 loop is important for inhibition of PP2Acalpha by the antitumor drug fostriecin, FEBS Lett. 498, 110-115.
28. Zhang, Z., Zhao, S., Long, F., Zhang, L., Bai, G., Shima, H., Nagao, M., and Lee, E. Y. (1994) A mutant of protein phosphatase-1 that exhibits altered toxin sensitivity, J. Biol. Chem. 269, 16997-17000.
29. Goldberg, J., Huang, H. B., Kwon, Y. G., Greengard, P., Nairn, A. C., and Kuriyan, J. (1995) Three-dimensional structure of the catalytic subunit of protein serine/threonine phosphatase-1, Nature 376, 745-753.
30. Zhang, Z., Zhao, S., ans-Zirattu, S., Bai, G., and Lee, E. Y. (1993) Mutagenesis of the catalytic subunit of rabbit muscle protein phosphatase-1, Mol. Cell. Biochem. 127-128, 113-119.
31. Moorhead, G., MacKintosh, R. W., Morrice, N., Gallagher, T., and MacKintosh, C. (1994) Purification of type 1 protein (serine/threonine) phosphatases by microcystin-Sepharose affinity chromatography, FEBS Lett. 356, 46-50.
32. Teruya, T., Simizu, S., Kanoh, N., and Osada, H. (2005) Phoslactomycin targets cysteine-269 of the protein phosphatase 2A catalytic subunit in cells, FEBS Lett. 579, 2463-2468.
33. Huang, H. B., Horiuchi, A., Goldberg, J., Greengard, P., and Nairn, A. C. (1997) Site-directed mutagenesis of amino acid residues of protein phosphatase 1 involved in catalysis and inhibitor binding, Proc. Natl Acad. Sci. U.S.A. 94, 3530-3535.