On the mechanism of action of ribonuclease A: Relevance of enzymatic studies with a p-nitrophenylphosphate ester and a thiophosphate ester

Proceedings of the National Academy of Sciences of the United States of America

Volumn 93, Issue 19, 1996, Pages 10018-10021

  Breslow, Ronald ^a   Chapman Jr , William H ^a  

^a Och Spine at New York Presbyterian Hospitals   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4 NITROPHENYL PHOSPHATE; ORGANOPHOSPHATE; PHOSPHOROTHIOIC ACID DERIVATIVE; RIBONUCLEASE A;

AQUEOUS SOLUTION; ARTICLE; CHEMICAL STRUCTURE; CYCLIZATION; ENZYME ACTIVITY; ENZYME KINETICS; ENZYME MECHANISM; ENZYME SUBSTRATE COMPLEX; HYDROLYSIS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

BINDING SITES; DINUCLEOSIDE PHOSPHATES; ESTERS; HISTIDINE; KINETICS; MODELS, STRUCTURAL; MUTAGENESIS, SITE-DIRECTED; NITROPHENOLS; ORGANOPHOSPHORUS COMPOUNDS; RECOMBINANT PROTEINS; RIBONUCLEASE, PANCREATIC; SUBSTRATE SPECIFICITY; THERMODYNAMICS; THIOPHOSPHORIC ACID ESTERS;

FELIS CATUS;

EID: 0029788628     PISSN: 00278424     EISSN: None     Source Type: Journal    
DOI: 10.1073/pnas.93.19.10018     Document Type: Article

References (31)

1. Richards, F. M. & Wyckoff, H. W. (1971) in The Enzymes, ed. Boyer, P. D. (Academic, New York), 3rd Ed., Vol. 4, 647-806.
2. Blackburn, P. & Moore, S. (1982) in The Enzymes, ed. Boyer, P. D. (Academic, New York), 3rd Ed., Vol. 15, 317-433.
3. Campbell, C. L. & Petsko, G. A. (1987) Biochemistry 26, 8579-8584.
4. Breslow, R. (1991) Acc. Chem. Res. 24, 317-324.
5. Breslow, R. & Xu, R. (1993) J. Am. Chem. Soc. 115, 10705-10713.
6. Breslow, R., Anslyn, E. & Huang, D.-L. (1991) Tetrahedron 47, 2365-2376.
7. Breslow, R. & Xu, R. (1993) Proc. Natl. Acad. Sci. USA 90, 1201-1207.
8. Anslyn, E. & Breslow, R. (1989) J. Am. Chem. Soc. 111, 4473-4482.
9. Breslow, R., Dong, S. D., Webb, Y. & Xu, R. (1996) J. Am. Chem. Soc. 118, 6588-6600.
10. Kirby, A. J. & Marriott, R. E. (1995) J. Am. Chem. Soc. 117, 833-834.
11. Perrin, C. L. (1995) J. Org. Chem. 60, 1239-1243.
12. Matta, M. S. & Vo, D. T. (1986) J. Am. Chem. Soc. 108, 5316-5318.
13. Anslyn, E. & Breslow, R. (1989) J. Am. Chem. Soc. 111, 5972-5973.
14. Desper, J. & Breslow, R. (1989) J. Am. Chem. Soc. 116, 12081-12082.
15. Breslow, R. & Schmuck, C. (1996) J. Am. Chem. Soc. 118, 6601-6605.
16. Anslyn, E. & Breslow, R. (1989) J. Am. Chem. Soc. 111, 8931-8932.
17. Haydock, K., Lim, C., Brünger, A. T. & Karplus, M. (1990) J. Am. Chem. Soc. 112, 3826-3831.
18. Lim, C. & Karplus, M. (1990) J. Am. Chem. Soc. 112, 5872-5873.
19. Dejaegere, A., Lim, C. & Karplus, M. (1991) J. Am. Chem. Soc. 113, 4353-4355.
20. Dejaegere, A. & Karplus, M. (1993) J. Am. Chem. Soc. 115, 5316-5317.
21. Dejaegere, A., Liang, X. & Karplus, M. (1994) J. Chem. Soc. Faraday Trans. 90, 1763-1770.
22. Wladkowski, B., Krauss, M. & Stevens, W. (1995) J. Am. Chem. Soc. 117, 10537-10545.
23. Thompson, J. E. & Raines, R. T. (1994) J. Am. Chem. Soc. 116, 5467-5468.
24. Herschlag, D. (1994) J. Am. Chem. Soc. 116, 11631-11635.
25. Wagner, D., Verheyden, J. P. H. & Moffatt, J. G. (1974) J. Org. Chem. 39, 24-30.
26. Davis, A. M., Hall, A. D. & Williams, A. (1988) J. Am. Chem. Soc. 110, 5105-5108.
27. Breslow, R. & Chapman, W. H., Jr. (1995) J. Am. Chem. Soc. 117, 5462-5469.
28. Davis, A. M., Regan, A. C. & Williams, A. (1988) Biochemistry 27, 9042-9047.
29. Thompson, J. E., Kutateladze, T. G., Shister, M. C., Venegas, F. D., Messmore, J. M. & Raines, R. T. (1995) Bioorg. Chem. 23, 471-481.
30. Burgers, M. J. & Eckstein, F. (1979) Biochemistry 18, 592-596.
31. Breslow, R. & Katz, I. (1968) J. Am. Chem. Soc. 90, 7376-7377.