Kinetics for the acid-catalyzed hydrolysis of purine and cytosine 2'- deoxy-4'-thionucleosides

Nucleosides and Nucleotides

Volumn 18, Issue 2, 1999, Pages 181-186

  Elzagheid, Mohamed I ^a   Oivanen, Mikko ^a   Walker, Richard T ^b   Secrist III, John A ^c  

^a UNIVERSITY OF TURKU   (Finland)

^b UNIVERSITY OF BIRMINGHAM   (United Kingdom)

^c SOUTHERN RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; PURINE NUCLEOSIDE; PYRIMIDINE NUCLEOSIDE;

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; REACTION ANALYSIS;

EID: 0032971044     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/15257779908043065     Document Type: Article

References (21)

1. Dyson, M. R.; Coe, P. L.; Walker, R. T. J. Med. Chem. 1991, 34, 2782-2786.
2. Secrist III, J. A.; Tiwari, K. N.; Riordan, J. M.; Montgomery, J. A. J. Med. Chem. 1991, 34, 2361-2366.
3. Van Draanen, N. A.; Freeman, G. A.; Short, S. A.; Harvey, R.; Jansen, R.; Szczech, G.; Koszalka, G. W. J. Med. Chem. 1996, 39, 538-542.
4. (b) Rahim, S. G.; Trivedi, N.; Bogunovic-Batchelor, M. V.; Hardy, G. W.; Mills, G.; Selway, J. W. T.; Snowden, W.; Littler, E.; Coe, P. L.; Basnak, I.; Whale, R. F.; Walker, R. T. J. Med. Chem. 1996, 39, 789-795.
5. Jones, G. D.; Lesnik, E. A.; Owens, S. R.; Risen, L. M.; Walker, R. T. Nucleic Acids Res. 1996, 24, 4117-4122.
6. Hancox, E. L.; Walker, R. T. Nucleosides & Nucleotides 1996, 15, 135-148.
7. Shapiro, R.; Danzig, M. Biochemistry 1972, 11, 23-29.
8. Kusmierek, J.; Käppi, R.; Neuvonen, K.; Shugar, D.; Lönnberg, H. Acta. Chem. Scand. 1989, 43, 196-202.
9. For a review see: Oivanen, M.; Hovinen, J.; Lehikoinen, P.; Lönnberg, H. Trends Org. Chem. 1993, 4, 397-412.
10. Zoltewicz, J. A.; Clark, D. F.; Sharpless, T. W.; Grahe, G. J. Am. Chem. Soc. 1970, 92, 1741-1750.
11. Oivanen, M.; Lönnberg, H.; Zhou, X.-X.; Chattopadhyaya, J. Tetrahedron 1987, 43, 1133-1140.
12. Lönnberg, H. Tetrahedron 1982, 58, 1517-1521.
13. Cadet, J.; Teoule, R. J. Am. Chem. Soc. 1974, 96, 6517-6519.
14. Oivanen, M.; Viinamäki, T.; Zavgorodny, S.; Polianski, M.; Azhayev, A.; van Aerschot, A.; Herdewijn, P.; Lönnberg, H. Collect. Czech. Chem. Commun. (Special Issue 1) 1990, 55, 17-20.
15. York, J. L. J. Org. Chem. 1981, 46, 2171-2173.
16. Garrett, E. R.; Mehta, P. J. J. Am. Chem. Soc. 1972, 94, 8532-8541.
17. Panzica, R. P.; Rousseau, R. J.; Robins, R. K.; Townsend, L. B. J. Am. Chem. Soc. 1972, 94, 4708-4714.
18. Buckley, N.; Oppenheimer, N. J. J. Org. Chem. 1996, 61, 8048-8062.
19. Whistler, R. L.; van Es, T. J. Org. Chem. 1963, 28, 2303-2304.
20. Oivanen, M.; Rajamäki, M.; Varila, J.; Hovinen, J.; Mikhailov, S.; Lönnberg, H. J. Chem. Soc., Perkin. Trans. 2 1994, 309-314.
21. Lönnberg, H. Acta Chem. Scand. 1980, A 34, 703-708.