Novel multisubstrate inhibitors of mammalian purine nucleoside phosphorylase

Acta Crystallographica Section D: Biological Crystallography

Volumn 61, Issue 11, 2005, Pages 1449-1458

  Toms, Angela V ^a   Wang, Weiru ^a   Li, Yingbo ^a   Ganem, Bruce ^a   Ealick, Steven E ^a  

^a Cornell University ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BOS TAURUS; MAMMALIA;

ENZYME INHIBITOR; INOSINE; NUCLEOSIDE; PHOSPHONIC ACID DERIVATIVE; PURINE NUCLEOSIDE PHOSPHORYLASE;

ANIMAL; ARTICLE; BINDING SITE; CATTLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; IC 50; METABOLISM; STRUCTURE ACTIVITY RELATION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

ANIMALS; BINDING SITES; CATTLE; CRYSTALLOGRAPHY, X-RAY; ENZYME INHIBITORS; INHIBITORY CONCENTRATION 50; INOSINE; MODELS, MOLECULAR; NUCLEOSIDES; PHOSPHONIC ACIDS; PURINE-NUCLEOSIDE PHOSPHORYLASE; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 33644645515     PISSN: 09074449     EISSN: 13990047     Source Type: Journal    
DOI: 10.1107/S0907444905025503     Document Type: Article

References (36)

1. Aalten, D. M. van, Bywater, R., Findlay, J. B., Hendlich, M., Hooft, R. W. & Vriend, G. (1996). J. Comput. Aided Mol. Des. 10, 255-262.
2. Bakthavachalam, V., Lin, L. G., Cherian, X. M. & Czarnik, A. W. (1987). Carbohydr. Res. 170, 124-135.
3. Blackburn, G. M. & Kent, D. E. (1986). J. Chem. Soc. Perkin Trans. 1, pp. 1913-1917.
4. Brünger, A. T., Adams, P. D., Clore, G. M., DeLano, W. L., Gros, P., Grosse-Kunstleve, R. W., Jiang, J.-S., Kuszewski, J., Nilges, M., Pannu, N. S., Read, R. J., Rice, L. M., Simonson, T. & Warren, G. L. (1998). Acta Cryst. D54, 905-921.
5. Bzowska, A., Koellner, G., Wielgus-Kutrowska, B., Stroh, A., Raszewski, G., Holy, A., Steiner, T. & Frank, J. (2004). J. Mol. Biol. 342, 1015-1032.
6. Bzowska, A., Kulikowska, E. & Shugar, D. (2000). Pharmacol. Ther. 88, 349-425.
7. Bzowska, A., Luic, M., Schroder, W., Shugar, D., Saenger, W. & Koellner, G. (1995). FEBS Lett. 367, 214-218.
8. Cacciapuoti, G., Porcelli, M., Bertoldo, C., De Rosa, M. & Zappia, V. (1994). J. Biol. Chem. 269, 24762-24769.
9. Chladek, S. & Smrt, J. (1964). Collect. Czech. Chem. Commum. 29, 214-233.
10. Clode, D. M. (1979). Chem. Rev. 79, 491-513.
11. Cohen, A., Gudas, L. J., Ammann, A. J., Staal, G. E. & Martin, D. W. Jr (1978). J. Clin. Invest. 61, 1405-1409.
12. Ealick, S. E., Babu, Y. S., Bugg, C. E., Erion, M. D., Guida, W. C., Montgomery, J. A. & Secrist, J. A. III (1991). Proc. Nat. Acad. Sci. USA, 88, 11540-11544.
13. Ealick, S. E., Rule, S. A., Carter, D. C., Greenhough, T. J., Babu, Y. S., Cook, W. J., Habash, J., Helliwell, J. R., Stoeckler, J. D. & Bugg, C. E. (1990). J. Biol. Chem. 265, 1812-1820.
14. Endova, M., Masojidkova, M., Budesinsky, M. & Rosenberg, I. (1996). Tetrahedron Lett. 37, 3497-3500.
15. Evans, G. B., Furneaux, R. H., Lewandowicz, A., Schramm, V. L. & Tyler, P. C. (2003). J. Med. Chem. 46, 5271-5276.
16. Federov, A., Shi, W., Kicska, G., Tyler, P. C., Furneaux, R. H., Hanson, J. C., Gainsford, G. J., Larese, J. Z., Schramm, V. L. & Almo, S. C. (2001). Biochemistry, 40, 853-860.
17. Giblett, E. R., Ammann, A. J., Wara, D. W., Sandman, R. & Diamon, L. K. (1975). Lancet, 1, 1010-1013.
18. Halazy, S., Ehrhard, A. & Danzin, C. (1991). J. Am. Chem. Soc. 113, 315-317.
19. Hori, N., Watanabe, M., Yamazaki, Y. & Mikami, Y. (1989). Agric. Biol. Chem. 53, 2205-2210.
20. Jensen, K. F. (1978). Biochim. Biophys. Acta, 525, 346-356.
21. Jensen, K. F. & Nygaard, P. (1975). Eur. J. Biochem. 51, 253-265.
22. Jones, T. A., Zou, J.-Y., Cowan, S. W. & Kjeldgaard, M. (1991). Acta Cryst. A47, 110-119.
23. Kline, P. C. & Schramm, V. L. (1995). Biochemistry, 34, 1153-1162.
24. Koellner, G., Luic, M., Shugar, D., Saenger, W. & Bzowska, A. (1997). J. Mol. Biol. 265, 202-216.
25. Laskowski, R. A., MacArthur, M. W., Moss, D. S. & Thornton, J. M. (1993). J. Appl. Cryst. 26, 283-291.
26. Luić, M., Koellner, G., Yokomatsu, T., Shibuya, S. & Bzowska, A. (2004). Acta Cryst. D60, 1417-1424.
27. Mao, C., Cook, W. J., Zhou, M., Federov, A. A., Almo, S. C. & Ealick, S. E. (1998). Biochemistry, 37, 7135-7146.
28. Miles, R. W., Tyler, P. C., Furneaux, R. H., Bagdassarian, C. K. & Schram, V. L. (1998). Biochemistry, 37, 8615-8621.
29. Montgomery, J. A., Niwas, S., Rose, J. D., Secrist, J. A. III, Babu, Y. S., Bugg, C. E., Erion, M. D., Guida, W. C. & Ealick, S. E. (1993). J. Med. Chem. 36, 55-69.
30. Otwinowski, Z. & Minor, W. (1997). Methods Enzymol. 276, 307-326.
31. Read, R. J. (1986). Acta Cryst. A42, 140-149.
32. Senesi, S., Falcone, G., Mura, U., Sgarrella, F. & Ipata, P. L. (1976). FEBS Lett. 64, 353-357.
33. Stoeckler, J. D. (1984). Development in Cancer Chemotherapy, edited by R. E. Glazer, pp. 35-60. Boca Raton, FL, USA: CRC Press.
34. Stoeckler, J. D., Agarwal, R. P., Agarwal, K. C. & Parks, R. E. Jr (1978). Methods Enzymol. 51, 530-538.
35. Tuttle, J. V. & Krenitsky, T. A. (1984). J. Biol. Chem. 259, 4065-4069.
36. Yanai, S., Halmann, M. & Vofsi, D. (1980). Carbohydr. Res. 83, 243-248.