Bisubstrate Inhibitors of the MYST HATs Esa1 and Tip60

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 3, 2009, Pages 1381-1386

  Wu, Jiang ^a   Xie, Nan ^a   Wu, Zhikun ^a   Zhang, Ying ^a   Zheng, Yujun George ^a  

^a GEORGIA STATE UNIVERSITY   (United States)

Author keywords

Bisubstrate; Esa1; HAT; Histone acetyltransferase; Inhibitor; MYST; Tip60

Indexed keywords

ANACARDIC ACID; BINDING PROTEIN; COENZYME A; CURCUMIN; ESSENTIAL SAS2 RELATED ACETYLTRANSFERASE 1; HISTONE ACETYLTRANSFERASE; HIV 1 TAT INTERACTIVE PROTEIN 60 KDA; UNCLASSIFIED DRUG;

ARTICLE; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME SUBSTRATE COMPLEX; PROTEIN FUNCTION; STRUCTURE ANALYSIS; SYNTHESIS;

AMINO ACID SEQUENCE; ANACARDIC ACIDS; COENZYME A; CURCUMIN; ENZYME INHIBITORS; HISTONE ACETYLTRANSFERASES; HISTONES; HUMANS; MOLECULAR SEQUENCE DATA; PEPTIDES; SACCHAROMYCES CEREVISIAE PROTEINS; SUBSTRATE SPECIFICITY;

EID: 58949095757     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.12.014     Document Type: Article

References (75)

1. Wolffe A. Chromatin Structure and Function (1998), Academic Press, San Diego
2. Peterson C.L., and Laniel M.A. Curr. Biol. 14 (2004) R546
3. Morrison A.J., and Shen X. Results Probl. Cell Differ. 41 (2006) 109
4. Morrison A.J., and Shen X. Cell Cycle 4 (2005) 568
5. Vetting M.W., LP S.d.C., Yu M., Hegde S.S., Magnet S., Roderick S.L., and Blanchard J.S. Arch. Biochem. Biophys. 433 (2005) 212
6. Yang X.J. Nucleic Acids Res. 32 (2004) 959
7. Sterner D.E., and Berger S.L. Microbiol. Mol. Biol. Rev. 64 (2000) 435
8. Lee K.K., and Workman J.L. Nat. Rev. Mol. Cell Biol. 8 (2007) 284
9. Roth S.Y., Denu J.M., and Allis C.D. Annu. Rev. Biochem. 70 (2001) 81
10. Utley R.T., and Cote J. Curr. Top. Microbiol. Immunol. 274 (2003) 203
11. Giordano A., and Avantaggiati M.L. J. Cell Physiol. 181 (1999) 218
12. Heery D.M., and Fischer P.M. Drug Discovery Today 12 (2007) 88
13. Avvakumov N., and Cote J. Oncogene 26 (2007) 5395
14. Cairns B.R. Trends Cell Biol. 11 (2001) S15
15. Avvakumov N., and Cote J. Subcell Biochem. 41 (2007) 295
16. Zheng Y., Thompson P.R., Cebrat M., Wang L., Devlin M.K., Alani R.M., and Cole P.A. Methods Enzymol. 376 (2004) 188
17. Suzuki T., and Miyata N. Curr. Med. Chem. 13 (2006) 935
18. Biel M., Wascholowski V., and Giannis A. Angew. Chem., Int. Ed. 44 (2005) 3186
19. Swaminathan V., Reddy B.A., Ruthrotha Selvi B., Sukanya M.S., and Kundu T.K. Subcell Biochem. 41 (2007) 397
20. Zheng Y.G., Wu J., Chen Z., and Goodman M. Med. Res. Rev. 28 (2008) 645
21. Thompson P.R., Kurooka H., Nakatani Y., and Cole P.A. J. Biol. Chem. 276 (2001) 33721
22. Liu X., Wang L., Zhao K., Thompson P.R., Hwang Y., Marmorstein R., and Cole P.A. Nature 451 (2008) 846
23. Tanner K.G., Langer M.R., Kim Y., and Denu J.M. J. Biol. Chem. 275 (2000) 22048
24. Lau O.D., Courtney A.D., Vassilev A., Marzilli L.A., Cotter R.J., Nakatani Y., and Cole P.A. J. Biol. Chem. 275 (2000) 21953
25. Sun Y., Jiang X., Chen S., and Price B.D. FEBS Lett. 580 (2006) 4353
26. Patel J.H., Du Y., Ard P.G., Phillips C., Carella B., Chen C.J., Rakowski C., Chatterjee C., Lieberman P.M., Lane W.S., Blobel G.A., and McMahon S.B. Mol Cell Biol. 24 (2004) 10826
27. Taubert S., Gorrini C., Frank S.R., Parisi T., Fuchs M., Chan H.M., Livingston D.M., and Amati B. Mol Cell Biol. 24 (2004) 4546
28. Inghirami G., Chiarle R., Simmons W.J., Piva R., Schlessinger K., and Levy D.E. Cell Cycle 4 (2005) 1131
29. Tang Y., Luo J., Zhang W., and Gu W. Mol. Cell 24 (2006) 827
30. Sykes S.M., Mellert H.S., Holbert M.A., Li K., Marmorstein R., Lane W.S., and McMahon S.B. Mol. Cell 24 (2006) 841
31. Legube G., Linares L.K., Tyteca S., Caron C., Scheffner M., Chevillard-Briet M., and Trouche D. J. Biol. Chem. 279 (2004) 44825
32. Sapountzi V., Logan I.R., and Robson C.N. Int. J. Biochem. Cell Biol. 38 (2006) 1496
33. Doyon Y., Selleck W., Lane W.S., Tan S., and Cote J. Mol. Cell Biol. 24 (2004) 1884
34. Ikura T., Ogryzko V.V., Grigoriev M., Groisman R., Wang J., Horikoshi M., Scully R., Qin J., and Nakatani Y. Cell 102 (2000) 463
35. Bird A.W., Yu D.Y., Pray-Grant M.G., Qiu Q., Harmon K.E., Megee P.C., Grant P.A., Smith M.M., and Christman M.F. Nature 419 (2002) 411
36. Ikura T., Tashiro S., Kakino A., Shima H., Jacob N., Amunugama R., Yoder K., Izumi S., Kuraoka I., Tanaka K., Kimura H., Ikura M., Nishikubo S., Ito T., Muto A., Miyagawa K., Takeda S., Fishel R., Igarashi K., and Kamiya K. Mol. Cell Biol. 27 (2007) 7028
37. Kusch T., Florens L., Macdonald W.H., Swanson S.K., Glaser R.L., Yates III J.R., Abmayr S.M., Washburn M.P., and Workman J.L. Science 306 (2004) 2084
38. Squatrito M., Gorrini C., and Amati B. Trends Cell Biol. 16 (2006) 433
39. Ceol C.J., and Horvitz H.R. Dev. Cell 6 (2004) 563
40. Halkidou K., Logan I.R., Cook S., Neal D.E., and Robson C.N. Nucleic Acids Res. 32 (2004) 1654
41. Hobbs C.A., Wei G., Defeo K., Paul B., Hayes C.S., and Gilmour S.K. Cancer Res. 66 (2006) 8116
42. Wei G., Hobbs C.A., Defeo K., Hayes C.S., and Gilmour S.K. Mol. Carcinog. 46 (2007) 611
43. Cao X., and Sudhof T.C. Science 293 (2001) 115
44. Yang Z., Cool B.H., Martin G.M., and Hu Q. J. Biol. Chem. 281 (2006) 4207
45. von Rotz R.C., Kohli B.M., Bosset J., Meier M., Suzuki T., Nitsch R.M., and Konietzko U. J. Cell Sci. 117 (2004) 4435
46. Col E., Caron C., Chable-Bessia C., Legube G., Gazzeri S., Komatsu Y., Yoshida M., Benkirane M., Trouche D., and Khochbin S. EMBO J. 24 (2005) 2634
47. Creaven M., Hans F., Mutskov V., Col E., Caron C., Dimitrov S., and Khochbin S. Biochemistry 38 (1999) 8826
48. Halkidou K., Gnanapragasam V.J., Mehta P.B., Logan I.R., Brady M.E., Cook S., Leung H.Y., Neal D.E., and Robson C.N. Oncogene 22 (2003) 2466
49. Brady M.E., Ozanne D.M., Gaughan L., Waite I., Cook S., Neal D.E., and Robson C.N. J. Biol. Chem. 274 (1999) 17599
50. Shen K., Hines A.C., Schwarzer D., Pickin K.A., and Cole P.A. Biochim. Biophys. Acta 1754 (2005) 65
51. Yu M., Magalhaes M.L., Cook P.F., and Blanchard J.S. Biochemistry 45 (2006) 14788
52. Chase J.F., and Tubbs P.K. Biochem. J. 111 (1969) 225
53. Williams J.W., and Northrop D.B. J. Antibiot. (Tokyo) 32 (1979) 1147
54. Cullis P.M., Wolfenden R., Cousens L.S., and Alberts B.M. J. Biol. Chem. 257 (1982) 12165
55. Erwin B.G., Persson L., and Pegg A.E. Biochemistry 23 (1984) 4250
56. Khalil E.M., and Cole P.A. J. Am. Chem. Soc. 120 (1998) 6195
57. Kim C.M., and Cole P.A. J. Med. Chem. 44 (2001) 2479
58. Lau O.D., Kundu T.K., Soccio R.E., Ait-Si-Ali S., Khalil E.M., Vassilev A., Wolffe A.P., Nakatani Y., Roeder R.G., and Cole P.A. Mol. Cell 5 (2000) 589
59. Sagar V., Zheng W., Thompson P.R., and Cole P.A. Bioorg. Med. Chem. 12 (2004) 3383
60. Poux A.N., Cebrat M., Kim C.M., Cole P.A., and Marmorstein R. Proc. Natl. Acad. Sci. U.S.A. 99 (2002) 14065
61. Gao F., Yan X.X., Baettig O.M., Berghuis A.M., and Auclair K. Angew. Chem., Int. Ed. 44 (2005) 6859
62. Gao F., Yan X., Zahr O., Larsen A., Vong K., and Auclair K. Bioorg. Med. Chem. Lett. 18 (2008) 5518
63. Gao F., Yan X., Shakya T., Baettig O.M., Ait-Mohand-Brunet S., Berghuis A.M., Wright G.D., and Auclair K. J. Med. Chem. 49 (2006) 5273
64. Magalhaes M.L., Vetting M.W., Gao F., Freiburger L., Auclair K., and Blanchard J.S. Biochemistry 47 (2008) 579
65. Berndsen C.E., Albaugh B.N., Tan S., and Denu J.M. Biochemistry 46 (2007) 623
66. Yan Y., Harper S., Speicher D.W., and Marmorstein R. Nat. Struct. Biol. 9 (2002) 862
67. Yamamoto T., and Horikoshi M. J Biol Chem 272 (1997) 30595
68. Smith E.R., Eisen A., Gu W., Sattah M., Pannuti A., Zhou J., Cook R.G., Lucchesi J.C., and Allis C.D. Proc. Natl. Acad. Sci. U.S.A. 95 (1998) 3561
69. Kimura A., and Horikoshi M. Genes Cells 3 (1998) 789
70. Segel I.H. Enzyme Kinetics: Behavior and Analysis of Rapid Equilibrium and Steady State Enzyme Systems (1975), Wiley, New York
71. Schiltz R.L., Mizzen C.A., Vassilev A., Cook R.G., Allis C.D., and Nakatani Y. J. Biol. Chem. 274 (1999) 1189
72. Alaimo P.J., Shogren-Knaak M.A., and Shokat K.M. Curr. Opin. Chem. Biol. 5 (2001) 360
73. Hickman A.B., Namboodiri M.A., Klein D.C., and Dyda F. Cell 97 (1999) 361
74. Wadia J.S., and Dowdy S.F. Adv. Drug Deliv. Rev. 57 (2005) 579
75. Fuchs S.M., and Raines R.T. Protein Sci. 14 (2005) 1538