Stereoisomeric selectivity of human deoxyribonucleoside kinases

Biochemistry

Volumn 38, Issue 51, 1999, Pages 16993-16999

  Wang, Jianghai ^a   Choudhury, Devapriya ^a   Chattopadhyaya, Jyoti ^b   Eriksson, Staffan ^a  

^a SWEDISH UNIVERSITY OF AGRICULTURAL SCIENCES   (Sweden)

^b UPPSALA UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

DEOXYCYTIDINE KINASE; DEOXYRIBONUCLEOSIDE; PHOSPHOTRANSFERASE; THYMIDINE KINASE;

ARTICLE; ENZYME ACTIVATION; ENZYME ACTIVE SITE; ENZYME MECHANISM; ENZYME PHOSPHORYLATION; ENZYME SPECIFICITY; ENZYME SUBSTRATE COMPLEX; PRIORITY JOURNAL; STEREOCHEMISTRY; STEREOISOMERISM;

BINDING SITES; COMPUTER SIMULATION; DEOXYRIBONUCLEOSIDES; HERPESVIRUS 1, HUMAN; HUMANS; KINETICS; MODELS, MOLECULAR; PHOSPHORYLATION; PHOSPHOTRANSFERASES (ALCOHOL GROUP ACCEPTOR); STEREOISOMERISM; SUBSTRATE SPECIFICITY; THYMIDINE; THYMIDINE KINASE;

HERPES; HUMAN HERPESVIRUS 1;

EID: 0033592879     PISSN: 00062960     EISSN: None     Source Type: Journal    
DOI: 10.1021/bi9908843     Document Type: Article

References (54)

1. Arnér, E. S. J., and Eriksson, S. (1995) Pharmacol. Ther. 67, 155-186.
2. Zhu, C., Johansson, M., Permert, J., and Karlsson, A. (1998) J. Biol. Chem. 273, 14707-14711.
3. Hatzis, P., Al-Madhoon, A. S., Jüllig, M., Petrakis, T. G., Eriksson, S., and Talianidis, I. (1998) J. Biol. Chem. 273, 30239-30243.
4. Bradshaw, H. D., Jr., and Deininger, P. L. (1984) Mol. Cell. Biol. 4, 2316-2320.
5. Chottiner, E. G., Shewach, D. S., Datta, N. S., Ashcraft, E., Gribbin, D., Ginsburg, D., Fox, I. H., and Mitchell, B. S. (1991) Proc. Natl. Acad. Sci. U.S.A. 88, 1531-1535.
6. Johansson, M., and Karlsson, A. (1996) Proc. Natl. Acad. Sci. U.S.A. 93, 7258-7262.
7. Wang, L., Hellman, U., and Eriksson, S. (1996) FEBS Lett. 390, 39-43.
8. Johansson, M., and Karlsson, A. (1997) J. Biol. Chem. 272, 8454-8458.
9. Wang, L., Munch-Petersen, B., Herrström-Sjöberg, A., Hellman, U., Bergman, T., Jörnvall, H., and Eriksson, S. (1999) FEBS Lett. 443, 170-174.
10. Wild, K., Bohner, T., Aubry, A., Folkers, G., and Schulz, G. (1995) FEBS Lett. 368, 289-292.
11. Brown, D. G., Visse, R., Sandhu, G., Davies, A., Rizkallah, P. J., Melitz, C., Summers, W. C., and Sanderson, M. R. (1995) Nat. Struct. Biol. 2, 876-881.
12. Wild, K., Bohner, T., Folker, G., and Schulz, G. E. (1997) Protein Sci. 6, 2097-2106.
13. Champness, J. N., Bennett, M. S., Wien, F., Visse, R., Summers, W. C., Herdewijn, P., de Clercq, E., Ostrowski, T., Jarvest, R. L., and Sanderson, M. R. (1998) Proteins: Struct., Funct., Genet. 32, 350-361.
14. Gentry, G. A. (1992) Pharmacol. Ther. 54, 319-355.
15. Eriksson, S., and Wang, L. (1997) Nucleosides Nucleotides 16, 653-659.
16. Nair, V., and Jahnke, T. S. (1995) Antimicrob. Agents Chemother. 39, 1017-1029.
17. Spadari, S., Maga, G., Verri, A., Bendiscioli, A., Tondelli, L., Capobianco, M., Colonna, F., Garbesi, A., and Focher, F. (1995) Biochimie 77, 861-867.
18. Furman, P. A., Wilson, J. E., Reardon, J. E., and Painter, G. R. (1995) Antiviral Chem. Chemother. 6, 345-355.
19. Soudeyns, H., Yao, X.-J., Gao, Q., Belleau, B., Kraus, J.-L., Nguyen-Ba, N., Spira, B., and Wainberg, M. A. (1991) Antimicrob. Agents Chemother. 35, 1386-1390.
20. Coates, J. A. V., Cammack, N., Jenkinson, H. J., Mutton, I. M., Pearson, B. A., Storer, R., Cameron, J. M., and Penn, C. R. (1992) Antimicrob. Agents Chemother. 36, 202-205.
21. Schinazi, R. F., Chu, C. K., Peck, A., McMillan, A., Mathis, R., Cannon, D., Jeong, L.-S., Beach, J. W., Choi, W.-B., Yeola, S., and Liotta, D. C. (1992) Antimicrob. Agents Chemother. 36, 672-676.
22. Chang, C.-N., Skalski, V., Zhou, J. H., and Cheng, Y.-C. (1992) J. Biol. Chem. 267, 22414-22420.
23. Shewach, D. S., Liotta, D. C., and Schinazi, R. F. (1993) Biochem. Pharmacol. 45, 1540-1543.
24. Schinazi, R. F., McMillan, A., Cannon, D., Mathis, R., Lloyd, R. M., Peck, A., Sommadossi, J.-P., St. Clair, M., Wilson, J., Furman, P. A., Painter, G., Choi, W.-B., and Liotta, D. C. (1992) Antimicrob. Agents Chemother. 36, 2423-2431.
25. Thibaudeau, C., Földesi, A., and Chattopadhyaya, J. (1997) Tetrahedron 53, 14043-14072.
26. Verri, A., Focher, F., Priori, G., Gosselin, G., Imbach, J.-L., Capobianco, M., Garbesi, A., and Spadari, S. (1997) Mol. Pharmacol. 51, 132-138.
27. Tomikawa, A., Kongo, S., Ikezawa, H., Iwanami, N., Shudo, K., Kawaguchi, T., Saneyoshi, M., and Yamaguchi, T. (1997) Biochem. Biophys. Res. Commun. 239, 329-333.
28. Shafiee, M., Griffon, J.-F., Gosselin, G., Cambi, A., Vincenzetti, S., Vita, A., Eriksson, S., Inbach, J.-L., and Maury, G. (1998) Biochem. Pharmacol. 56, 1237-1242.
29. Verri, A., Montecucco, A., Gollelin, G., Boudou, V., Imbach, J.-L., Spadari, S., and Focher, F. (1999) Biochem. J. 337, 585-590.
30. Spadari, S., Maga, G., Focher, F., Ciarrocchi, G., Manservigi, R., Arcamone, F., Capobianco, M., Carcuro, A., Colonna, F., Iotti, S., and Garbesi, A. (1992) J. Med. Chem. 35, 4214-4220.
31. Verri, A., Priori, G., Spadari, S., Tondelli, L., and Focher, F. (1997) Biochem. J. 328, 317-320.
32. Wang, J., Chattopadhyaya, J., and Eriksson, S. (1999) Nucleosides Nucleotides 18, 807-810.
33. Usova, E. V., and Eriksson, S. (1997) Eur. J. Biochem. 248, 762-766.
34. Doherty, A. J., Ashford, S. R., Brannigan, J. A., and Wigley, D. B. (1995) Nucleic Acids Res. 23, 2074-2075.
35. Eriksson, S., Kierdaszuk, B., Munch-Petersen, B., Öberg, B., and Johansson, N. G. (1991) Biochem. Biophys. Res. Commun. 176, 586-592.
36. Goodsell, D. S., and Olson, A. J. (1990) Proteins: Struct., Funct., Genet. 8, 195-202.
37. Weiner, S. J., Kollman, P. A., Case, D. A., Singh, U. C., Ghio, C., Alagona, G., Profeta, S., and Weiner, P. A. (1984) J. Am. Chem. Soc. 106, 765-784.
38. Stewart, J. J. P. (1990) J. Comput.-Aided Mol. Des. 4, 1-105.
39. Merritt, E. A., and Sundaralingam, M. (1985) J. Biomol. Struct. Dyn. 3, 559-578.
40. Sarup, J. C., and Fridland, A. (1987) Biochemistry 26, 590-597.
41. Bohman, C., and Eriksson, S. (1988) Biochemistry 27, 4258-4265.
42. Evans, J. S., Lock, K. P., Levine, B. A., Champness, J. N., Sanderson, M. R., Summers, W. C., McLeish, P. J., and Buchan, A. (1998) J. Gen. Virol. 79, 2083-2092.
43. Bennett, M. S., Wien, F., Champness, J. N., Batuwangala, T., Rutherford, T., Summers, W. C., Sun, H., Wright, G., and Sanderson, M. R. (1999) FEBS Lett. 443, 121-125.
44. Gaubert, G., Gosselin, G., Boudou, V., Imbach, J.-L., Eriksson, S., and Maury, G. (1999) Biochimie (in press).
45. Liu, S.-H., Grove, K. L., and Cheng, Y.-C. (1998) Antimicrob. Agents Chermother. 42, 833-839.
46. Bennett, L. L., Jr., Allan, P. W., Arnett, G., Shealy, Y. F., Shewach, D. S., Mason, W. S., Fourel, I., and Parker, W. B. (1998) Antimicrob. Agents Chemother. 42, 1045-1051.
47. Kierdaszuk, B., Krawiec, K., Kazimierczuk, Z., Jacobsson, U., Johansson, N. G., Munch-Petersen, B., Eriksson, S., and Shugar, D. (1999) Nucleosides Nucleotides 18, 1883-1903.
48. Krenitsky, T. A., Tuttle, J. V., Koszalka, G. W., Chen, I. S., Beacham, L. M., III, Rideout, J. L., and Elion, G. B. (1976) J. Biol. Chem. 251, 4055-4061.
49. Grove, K. L., Guo, X., Liu, S.-H., Gao, Z., Chu, C. K., and Cheng, Y.-C. (1995) Cancer Res. 55, 3008-3011.
50. van Roey, P., Taylor, E. W., Chu, C. K., and Schinazi, R. F. (1990) Ann. N.Y. Acad Sci. 616, 29-40.
51. Marquez, V. E., Ezzitouni, A., Russ, P., Siddiqui, M. A., Ford, H., Jr., Feldman, R. J., Mitsuya, H., George, C., and Barchi, J. J., Jr., (1998) J. Am. Chem. Soc. 120, 2780-2789.
52. Jeong, L. S., Schinazi, R. F., Beach, J. W., Kim, H. O., Nampalli, S., Shanmuganathan, K., Alves, A. J., McMillan, A., Chu, C. K., and Mathis, R. (1993) J. Med. Chem. 36, 181-195.
53. Kim, H. O., Schinazi, R. F., Shanmuganathan, K., Jeong, L. S., Beach, J. W., Nampalli, S., Cannon, D. L., and Chu, C. K. (1993) J. Med. Chem. 36, 519-528.
54. Kaulis, P. J. (1991) J. Appl. Crystallogr. 24, 946-950.