2-Bromopalmitate analogues as activity-based probes to explore palmitoyl acyltransferases

Journal of the American Chemical Society

Volumn 135, Issue 19, 2013, Pages 7082-7085

  Zheng, Baohui ^a   Deran, Michael ^a   Li, Xinyan ^a   Liao, Xuebin ^b   Fukata, Masaki ^c   Wu, Xu ^a  

^a MASSACHUSETTS GENERAL HOSPITAL   (United States)

^b TSINGHUA UNIVERSITY   (China)

^c NATIONAL INSTITUTE FOR PHYSIOLOGICAL SCIENCES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVITY-BASED PROBE; ACTIVITY-BASED PROTEIN PROFILING; ACYLTRANSFERASES; CELLULAR FUNCTION; CONSERVED PROTEINS; POST-TRANSLATIONAL MODIFICATIONS; PROTEIN SUBSTRATE; SYNTHESIS AND CHARACTERIZATIONS;

AMINO ACIDS; ENZYMES; PROBES;

PROTEINS;

2 BROMOHEXADEC 15 YNOIC ACID; 2 BROMOOCTADEC 17 YNOIC ACID; 2 BROMOPALMITIC ACID; ACYLTRANSFERASE; ACYLTRANSFERASE INHIBITOR; PALMITIC ACID DERIVATIVE; PALMITOYL ACYLTRANSFERASE; UNCLASSIFIED DRUG;

ARTICLE; CELL STRAIN HEK293; CHEMICAL STRUCTURE; CONTROLLED STUDY; ENZYME INHIBITION; IC 50; INTRACELLULAR SIGNALING; MOLECULAR PROBE; PALMITOYLATION;

ACYLTRANSFERASES; ANIMALS; ENZYME ASSAYS; HEK293 CELLS; HUMANS; LIPOYLATION; MICE; MOLECULAR PROBES; PALMITATES;

EID: 84877806365     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja311416v     Document Type: Article

References (33)

1. Linder, M. E.; Deschenes, R. J. Nat. Rev. Mol. Cell Biol. 2007, 8, 74
2. Resh, M. D. Nat. Chem. Biol. 2006, 2, 584
3. Resh, M. D. Sci. STKE 2006, 2006 re14
4. Smotrys, J. E.; Linder, M. E. Annu. Rev. Biochem. 2004, 73, 559
5. Lobo, S.; Greentree, W. K.; Linder, M. E.; Deschenes, R. J. J. Biol. Chem. 2002, 277, 41268
6. Mitchell, D. A.; Vasudevan, A.; Linder, M. E.; Deschenes, R. J. J. Lipid Res. 2006, 47, 1118
7. Roth, A. F.; Feng, Y.; Chen, L.; Davis, N. G. J. Cell Biol. 2002, 159, 23
8. Mukai, J.; Liu, H.; Burt, R. A.; Swor, D. E.; Lai, W. S.; Karayiorgou, M.; Gogos, J. A. Nat. Genet. 2004, 36, 725
9. Yanai, A.; Huang, K.; Kang, R.; Singaraja, R. R.; Arstikaitis, P.; Gan, L.; Orban, P. C.; Mullard, A.; Cowan, C. M.; Raymond, L. A.; Drisdel, R. C.; Green, W. N.; Ravikumar, B.; Rubinsztein, D. C.; El-Husseini, A.; Hayden, M. R. Nat. Neurosci. 2006, 9, 824
10. Saleem, A. N.; Chen, Y. H.; Baek, H. J.; Hsiao, Y. W.; Huang, H. W.; Kao, H. J.; Liu, K. M.; Shen, L. F.; Song, I. W.; Tu, C. P.; Wu, J. Y.; Kikuchi, T.; Justice, M. J.; Yen, J. J.; Chen, Y. T. PLoS Genet. 2010, 6 e1000985
11. Yamamoto, Y.; Chochi, Y.; Matsuyama, H.; Eguchi, S.; Kawauchi, S.; Furuya, T.; Oga, A.; Kang, J. J.; Naito, K.; Sasaki, K. Oncology 2007, 72, 132
12. Kang, J. U.; Koo, S. H.; Kwon, K. C.; Park, J. W.; Kim, J. M. Cancer Genet. Cytogenet. 2008, 182, 1
13. Mansilla, F.; Birkenkamp-Demtroder, K.; Kruhoffer, M.; Sorensen, F. B.; Andersen, C. L.; Laiho, P.; Aaltonen, L. A.; Verspaget, H. W.; Orntoft, T. F. Br. J. Cancer 2007, 96, 1896
14. Kummel, D.; Heinemann, U.; Veit, M. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 12701
15. Nomura, D. K.; Dix, M. M.; Cravatt, B. F. Nat. Rev. Cancer 2010, 10, 630
16. Willems, L. I.; van der Linden, W. A.; Li, N.; Li, K.-Y.; Liu, N.; Hoogendoorn, S.; van der Marel, G. A.; Florea, B. I.; Overkleeft, H. S. Acc. Chem. Res. 2011, 44, 718
17. Webb, Y.; Hermida-Matsumoto, L.; Resh, M. D. J. Biol. Chem. 2000, 275, 261
18. Jennings, B. C.; Nadolski, M. J.; Ling, Y.; Baker, M. B.; Harrison, M. L.; Deschenes, R. J.; Linder, M. E. J. Lipid Res. 2009, 50, 233
19. Resh, M. D. Methods 2006, 40, 191
20. Hannoush, R. N.; Sun, J. Nat. Chem. Biol. 2010, 6, 498
21. Coleman, R. A.; Rao, P.; Fogelsong, R. J.; Bardes, E. S. Biochim. Biophys. Acta 1992, 1125, 203
22. Jennings, B. C.; Linder, M. E. J. Biol. Chem. 2012, 287, 7236
23. Chase, J. F.; Tubbs, P. K. Biochem. J. 1972, 129, 55
24. Noritake, J.; Fukata, Y.; Iwanaga, T.; Hosomi, N.; Tsutsumi, R.; Matsuda, N.; Tani, H.; Iwanari, H.; Mochizuki, Y.; Kodama, T.; Matsuura, Y.; Bredt, D. S.; Hamakubo, T.; Fukata, M. J. Cell Biol. 2009, 186, 147
25. Martin, B. R.; Cravatt, B. F. Nat. Methods 2009, 6, 135
26. Charron, G.; Zhang, M. M.; Yount, J. S.; Wilson, J.; Raghavan, A. S.; Shamir, E.; Hang, H. C. J. Am. Chem. Soc. 2009, 131, 4967
27. Hannoush, R. N.; Arenas-Ramirez, N. ACS Chem. Biol. 2009, 4, 581
28. Martin, B. R.; Wang, C.; Adibekian, A.; Tully, S. E.; Cravatt, B. F. Nat. Methods 2012, 9, 84
29. Yang, W.; Di Vizio, D.; Kirchner, M.; Steen, H.; Freeman, M. R. Mol. Cell. Proteomics 2010, 9, 54
30. Ducker, C. E.; Griffel, L. K.; Smith, R. A.; Keller, S. N.; Zhuang, Y.; Xia, Z.; Diller, J. D.; Smith, C. D. Mol. Cancer Ther. 2006, 5, 1647
31. Bachovchin, D. A.; Brown, S. J.; Rosen, H.; Cravatt, B. F. Nat. Biotechnol. 2009, 27, 387
32. Yang, Y. Y.; Grammel, M.; Raghavan, A. S.; Charron, G.; Hang, H. C. Chem. Biol. 2010, 17, 1212
33. Patricelli, M. P.; Szardenings, A. K.; Liyanage, M.; Nomanbhoy, T. K.; Wu, M.; Weissig, H.; Aban, A.; Chun, D.; Tanner, S.; Kozarich, J. W. Biochemistry 2007, 46, 350