Label-free measurement of histone lysine methyltransferases activity by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry

Analytical Biochemistry

Volumn 456, Issue 1, 2014, Pages 25-31

  Guitot, Karine ^a,b,c   Scarabelli, Silvia ^a,b,c   Drujon, Thierry ^a,b,c   Bolbach, Gérard ^a,b,c,d   Amoura, Mehdi ^a,b,c   Burlina, Fabienne ^a,b,c   Jeltsch, Albert ^e   Sagan, Sandrine ^a,b,c   Guianvarc'H, Dominique ^a,b,c  

^a Centre National de la Recherche Scientifique   (France)

^b ECOLE NORMALE SUPÉRIEURE   (France)

^c CNRS   (France)

^d SORBONNE UNIVERSITÉ   (France)

^e UNIVERSITY OF STUTTGART   (Germany)

Author keywords

ELISA; H3K4 methyltransferase; Histone lysine methyltransferase; Inhibitor; MALDI TOF; Peptide methylation assay

Indexed keywords

ALKYLATION; AMINO ACIDS; ANTIBODIES; DESORPTION; DRUG PRODUCTS; ENZYMES; FREE FLIGHT; METHYLATION; PEPTIDES;

DETECTION AND QUANTIFICATIONS; ELISA; EPIGENETIC REGULATION; INDIRECT MEASUREMENTS; INHIBITOR; MALDI-TOF; MATRIX-ASSISTED LASER DESORPTION/IONIZATION-TIME-OF-FLIGHT MASS SPECTROMETRY; METHYLTRANSFERASES;

MASS SPECTROMETRY;

HISTONE H3; HISTONE LYSINE METHYLTRANSFERASE; HISTONE LYSINE METHYLTRANSFERASE INHIBITOR; SINEFUNGIN; ENZYME INHIBITOR; PEPTIDE;

ARTICLE; COMPARATIVE STUDY; CRYSTALLIZATION; ENZYME ACTIVITY; ENZYME KINETICS; ENZYME LINKED IMMUNOSORBENT ASSAY; IC 50; IN VITRO STUDY; LIMIT OF DETECTION; LIMIT OF QUANTITATION; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; PRIORITY JOURNAL; PROTEIN METHYLATION; QUANTITATIVE ANALYSIS; RELIABILITY; REPRODUCIBILITY; STANDARD; AMINO ACID SEQUENCE; ANTAGONISTS AND INHIBITORS; CHEMISTRY; ECONOMICS; ENZYME ASSAY; IC50; KINETICS; MASS SPECTROMETRY; METABOLISM; METHYLATION; MOLECULAR GENETICS; PROCEDURES; TIME;

AMINO ACID SEQUENCE; ENZYME ASSAYS; ENZYME INHIBITORS; HISTONE-LYSINE N-METHYLTRANSFERASE; INHIBITORY CONCENTRATION 50; KINETICS; METHYLATION; MOLECULAR SEQUENCE DATA; PEPTIDES; REPRODUCIBILITY OF RESULTS; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; TIME FACTORS;

EID: 84900390715     PISSN: 00032697     EISSN: 10960309     Source Type: Journal    
DOI: 10.1016/j.ab.2014.04.006     Document Type: Article

References (45)

1. C. Martin, and Y. Zhang The diverse functions of histone lysine methylation Nat. Rev. Mol. Cell Biol. 6 2005 838 849
2. B.D. Strahl, and C.D. Allis The language of covalent histone modifications Nature 403 2000 41 45
3. X. Zhang, H. Wen, and X. Shi Lysine methylation: beyond histones Acta Biochim. Biophys. Sin. (Shanghai) 44 2012 14 27
4. X. Zhang, Z. Yang, S.I. Khan, J.R. Horton, H. Tamaru, and E.U. Selker et al. Structural basis for the product specificity of histone lysine methyltransferases Mol. Cell 12 2003 177 185
5. Y. He, I. Korboukh, J. Jin, and J. Huang Targeting protein lysine methylation and demethylation in cancers Acta Biochim. Biophys. Sin. (Shanghai) 44 2012 70 79
6. E.L. Greer, and Y. Shi Histone methylation: a dynamic mark in health, disease and inheritance Nat. Rev. Genet. 13 2012 343 357
7. A. Spannhoff, A.-T. Hauser, R. Heinke, W. Sippl, and M. Jung The emerging therapeutic potential of histone methyltransferase and demethylase inhibitors ChemMedChem 4 2009 1568 1582
8. B. Xiao, C. Jing, J.R. Wilson, P.A. Walker, N. Vasisht, and G. Kelly et al. Structure and catalytic mechanism of the human histone methyltransferase SET7/9 Nature 421 2003 652 656
9. H.-B. Guo, and H. Guo Mechanism of histone methylation catalyzed by protein lysine methyltransferase SET7/9 and origin of product specificity Proc. Natl. Acad. Sci. U.S.A. 104 2007 8797 8802
10. X. Zhang, and T.C. Bruice Mechanism of product specificity of AdoMet methylation catalyzed by lysine methyltransferases: transcriptional factor p53 methylation by histone lysine methyltransferase SET7/9 Biochemistry 47 2008 2743 2748
11. S. Pagans, S.E. Kauder, K. Kaehlcke, N. Sakane, S. Schroeder, and W. Dormeyer et al. The cellular lysine methyltransferase Set7/9-KMT7 binds HIV-1 TAR RNA, monomethylates the viral transactivator Tat, and enhances HIV transcription Cell Host Microbe 7 2010 234 244
12. K. Subramanian, D. Jia, P. Kapoor-Vazirani, D.R. Powell, R.E. Collins, and D. Sharma et al. Regulation of estrogen receptor alpha by the SET7 lysine methyltransferase Mol. Cell 30 2008 336 347
13. A. Dhayalan, S. Kudithipudi, P. Rathert, and A. Jeltsch Specificity analysis-based identification of new methylation targets of the SET7/9 protein lysine methyltransferase Chem. Biol. 18 2011 111 120
14. Y. Li, M.A. Reddy, F. Miao, N. Shanmugam, J.-K. Yee, and D. Hawkins et al. Role of the histone H3 lysine 4 methyltransferase, SET7/9, in the regulation of NF-κB-dependent inflammatory genes relevance to diabetes and inflammation J. Biol. Chem. 283 2008 26771 26781
15. T. Wagner, and M. Jung New lysine methyltransferase drug targets in cancer Nat. Biotechnol. 30 2012 622 623
16. H. Gowher, X. Zhang, X. Cheng, and A. Jeltsch Avidin plate assay system for enzymatic characterization of a histone lysine methyltransferase Anal. Biochem. 342 2005 287 291
17. P. Rathert, X. Cheng, and A. Jeltsch Continuous enzymatic assay for histone lysine methyltransferases BioTechniques 43 2007 (602, 604, 606 passim)
18. K. Sarma, K. Nishioka, and D. Reinberg Tips in analyzing antibodies directed against specific histone tail modifications Methods Enzymol. 376 2004 255 269
19. A.J. Bannister, and T. Kouzarides Histone methylation: recognizing the methyl mark C.D. Allis, C. Wu, Methods in Enzymology 2003 Academic Press 269 288
20. A.M. Quinn, A. Allali-Hassani, M. Vedadi, and A. Simeonov A chemiluminescence-based method for identification of histone lysine methyltransferase inhibitors Mol. Biosyst. 6 2010 782 788
21. S. Kudithipudi, D. Kusevic, and A. Jeltsch Non-radioactive protein lysine methyltransferase microplate assay based on reading domains ChemMedChem 9 2014 554 559
22. E. Collazo, J.-F. Couture, S. Bulfer, and R.C. Trievel A coupled fluorescent assay for histone methyltransferases Anal. Biochem. 342 2005 86 92
23. G. Ibáñez, J.L. McBean, Y.M. Astudillo, and M. Luo An enzyme-coupled ultrasensitive luminescence assay for protein methyltransferases Anal. Biochem. 401 2010 203 210
24. K.D. Greis Mass spectrometry for enzyme assays and inhibitor screening: an emerging application in pharmaceutical research Mass Spectrom. Rev. 26 2007 324 339
25. A.M.E. Smith, E. Awuah, A. Capretta, and J.D. Brennan A matrix-assisted laser desorption/ionization tandem mass spectrometry method for direct screening of small molecule mixtures against an aminoglycoside kinase Anal. Chim. Acta 786 2013 103 110
26. L. Ji, J.-H. Wu, Q. Luo, X. Li, W. Zheng, and G. Zhai et al. Quantitative mass spectrometry combined with separation and enrichment of phosphopeptides by titania coated magnetic mesoporous silica microspheres for screening of protein kinase inhibitors Anal. Chem. 84 2012 2284 2291
27. S. Sidoli, L. Cheng, and O.N. Jensen Proteomics in chromatin biology and epigenetics: elucidation of post-translational modifications of histone proteins by mass spectrometry J. Proteomics 75 2012 3419 3433
28. L. Afjehi-Sadat, and B.A. Garcia Comprehending dynamic protein methylation with mass spectrometry Curr. Opin. Chem. Biol. 17 2013 12 19
29. S. Li, X.J. Gu, Q. Hao, H. Fan, L. Li, and S. Zhou et al. An LC/MS-based, generic detection method for biochemical assay and hit discovery of histone methyltransferases Anal. Biochem 443 2013 214 221
30. W. Zheng, G. Ibáñez, H. Wu, G. Blum, H. Zeng, and A. Dong et al. Sinefungin derivatives as inhibitors and structure probes of protein lysine methyltransferase SETD2 J. Am. Chem. Soc. 134 2012 18004 18014
31. S.K. Shapiro, and D.J. Ehninger Methods for the analysis and preparation of adenosylmethionine and adenosylhomocysteine Anal. Biochem. 15 1966 323 333
32. J.L. Hoffman Chromatographic analysis of the chiral and covalent instability of S-adenosyl-l-methionine Biochemistry 25 1986 4444 4449
33. Y. Liu, Y. Li, J. Liu, C. Deng, and X. Zhang High throughput enzyme inhibitor screening by functionalized magnetic carbonaceous microspheres and graphene oxide-based MALDI-TOF-MS J. Am. Soc. Mass Spectrom. 22 2011 2188 2198
34. E. Sibille, E. Bana, W. Chaouni, M. Diederich, D. Bagrel, and P. Chaimbault Development of a matrix-assisted laser desorption/ionization-mass spectrometry screening test to evidence reversible and irreversible inhibitors of CDC25 phosphatases Anal. Biochem. 430 2012 83 91
35. R. Rathore, J.J. Corr, D.T. Lebre, W.L. Seibel, and K.D. Greis Extending matrix-assisted laser desorption/ionization triple quadrupole mass spectrometry enzyme screening assays to targets with small molecule substrates Rapid Commun. Mass Spectrom. 23 2009 3293 3300
36. K.D. Greis, S. Zhou, T.M. Burt, A.N. Carr, E. Dolan, and V. Easwaran et al. MALDI-TOF MS as a label-free approach to rapid inhibitor screening J. Am. Soc. Mass Spectrom. 17 2006 815 822
37. R. Rathore, J. Corr, G. Scott, P. Vollmerhaus, and K.D. Greis Development of an inhibitor screening platform via mass spectrometry J. Biomol. Screen. 13 2008 1007 1013
38. S. Lü, Q. Luo, X. Li, J. Wu, J. Liu, and S. Xiong et al. Inhibitor screening of protein kinases using MALDI-TOF MS combined with separation and enrichment of phosphopeptides by TiO2 nanoparticle deposited capillary column Analyst 135 2010 2858 2863
39. H. Wang, R. Cao, L. Xia, H. Erdjument-Bromage, C. Borchers, and P. Tempst et al. Purification and functional characterization of a histone H3-lysine 4-specific methyltransferase Mol. Cell 8 2001 1207 1217
40. R.C. Trievel, B.M. Beach, L.M.A. Dirk, R.L. Houtz, and J.H. Hurley Structure and catalytic mechanism of a SET domain protein methyltransferase Cell 111 2002 91 103
41. L.M.A. Dirk, E.M. Flynn, K. Dietzel, J.-F. Couture, R.C. Trievel, and R.L. Houtz Kinetic manifestation of processivity during multiple methylations catalyzed by SET domain protein methyltransferases Biochemistry 46 2007 3905 3915
42. A. Ceccaldi, A. Rajavelu, C. Champion, C. Rampon, R. Jurkowska, and G. Jankevicius et al. C5-DNA methyltransferase inhibitors: from screening to effects on zebrafish embryo development ChemBioChem 12 2011 1337 1345
43. D. Guianvarc'h, T. Drujon, T.E. Leang, F. Courtois, and O. Ploux Identification of new inhibitors of E. coli cyclopropane fatty acid synthase using a colorimetric assay Biochim. Biophys. Acta 1764 2006 1381 1388
44. J.-H. Zhang, T.D.Y. Chung, and K.R. Oldenburg A simple statistical parameter for use in evaluation and validation of high throughput screening assays J. Biomol. Screen. 4 1999 67 73
45. N. Gauthier, M. Caron, L. Pedro, M. Arcand, J. Blouin, and A. Labonté et al. Development of homogeneous nonradioactive methyltransferase and demethylase assays targeting histone H3 lysine 4 J. Biomol. Screen. 17 2012 49 58