N,C-capped dipeptides with selectivity for mycobacterial proteasome over human proteasomes: Role of S3 and S1 binding pockets

Journal of the American Chemical Society

Volumn 135, Issue 27, 2013, Pages 9968-9971

  Lin, Gang ^a   Chidawanyika, Tamutenda ^a   Tsu, Christopher ^b   Warrier, Thulasi ^a   Vaubourgeix, Julien ^a   Blackburn, Christopher ^b   Gigstad, Kenneth ^b   Sintchak, Michael ^b   Dick, Lawrence ^b   Nathan, Carl ^a  

^a WEILL CORNELL MEDICAL COLLEGE   (United States)

^b MILLENNIUM PHARMACEUTICALS INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING POCKETS; DI-PEPTIDES; M. TUBERCULOSIS; MYCOBACTERIAL; MYCOBACTERIUM TUBERCULOSIS; NITROSATIVE STRESS; PROTEASOMES;

CHEMISTRY; SYNTHESIS (CHEMICAL);

PEPTIDES;

BACTERIAL ENZYME; DIPEPTIDE DERIVATIVE; PROTEASOME;

ARTICLE; BINDING AFFINITY; HUMAN; MYCOBACTERIUM TUBERCULOSIS; NITROSATIVE STRESS; NONHUMAN; PROTEIN DEGRADATION;

BINDING SITES; DIPEPTIDES; DOSE-RESPONSE RELATIONSHIP, DRUG; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MYCOBACTERIUM TUBERCULOSIS; PROTEASOME ENDOPEPTIDASE COMPLEX; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84880005002     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja400021x     Document Type: Article

References (18)

1. Baumeister, W.; Walz, J.; Zuhl, F.; Seemuller, E. Cell 1998, 92, 367
2. Brown, M. G.; Driscoll, J.; Monaco, J. J. Nature 1991, 353, 355
3. Glynne, R.; Powis, S. H.; Beck, S.; Kelly, A.; Kerr, L. A.; Trowsdale, J. Nature 1991, 353, 357
4. Kelly, A.; Powis, S. H.; Glynne, R.; Radley, E.; Beck, S.; Trowsdale, J. Nature 1991, 353, 667
5. Kincaid, E. Z.; Che, J. W.; York, I.; Escobar, H.; Reyes-Vargas, E.; Delgado, J. C.; Welsh, R. M.; Karow, M. L.; Murphy, A. J.; Valenzuela, D. M.; Yancopoulos, G. D.; Rock, K. L. Nat. Immunol. 2012, 13, 129
6. Lin, G.; Hu, G.; Tsu, C.; Kunes, Y. Z.; Li, H.; Dick, L.; Parsons, T.; Li, P.; Chen, Z.; Zwickl, P.; Weich, N.; Nathan, C. Mol. Microbiol. 2006, 59, 1405
7. Darwin, K. H.; Ehrt, S.; Gutierrez-Ramos, J. C.; Weich, N.; Nathan, C. F. Science 2003, 302, 1963
8. Gandotra, S.; Lebron, M. B.; Ehrt, S. PLoS Pathogens 2010, 6 e1001040
9. Gandotra, S.; Schnappinger, D.; Monteleone, M.; Hillen, W.; Ehrt, S. Nat. Med. 2007, 13, 1515
10. Nathan, C.; Gold, B.; Lin, G.; Stegman, M.; de Carvalho, L. P.; Vandal, O.; Venugopal, A.; Bryk, R. Tuberculosis 2008, 88 (Suppl. 1) S25
11. Lin, G.; Tsu, C.; Dick, L.; Zhou, X. K.; Nathan, C. J. Biol. Chem. 2008, 283, 34423
12. Lin, G.; Li, D.; de Carvalho, L. P.; Deng, H.; Tao, H.; Vogt, G.; Wu, K.; Schneider, J.; Chidawanyika, T.; Warren, J. D.; Li, H.; Nathan, C. Nature 2009, 461, 621
13. MacMicking, J. D.; North, R. J.; LaCourse, R.; Mudgett, J. S.; Shah, S. K.; Nathan, C. F. Proc. Natl. Acad. Sci. U.S.A. 1997, 94, 5243
14. Nathan, C. Science 2006, 312, 1874
15. Kruger, E.; Kloetzel, P. M. Curr. Opin. Immunol. 2012, 24, 77
16. Huber, E. M.; Basler, M.; Schwab, R.; Heinemeyer, W.; Kirk, C. J.; Groettrup, M.; Groll, M. Cell 2012, 148, 727
17. Blackburn, C.; Gigstad, K. M.; Hales, P.; Garcia, K.; Jones, M.; Bruzzese, F. J.; Barrett, C.; Liu, J. X.; Soucy, T. A.; Sappal, D. S.; Bump, N.; Olhava, E. J.; Fleming, P.; Dick, L. R.; Tsu, C.; Sintchak, M. D.; Blank, J. L. Biochem. J. 2010, 430, 461
18. Bryk, R.; Gold, B.; Venugopal, A.; Singh, J.; Samy, R.; Pupek, K.; Cao, H.; Popescu, C.; Gurney, M.; Hotha, S.; Cherian, J.; Rhee, K.; Ly, L.; Converse, P. J.; Ehrt, S.; Vandal, O.; Jiang, X.; Schneider, J.; Lin, G.; Nathan, C. Cell Host Microbe 2008, 3, 137