Effects of 3'-c-methylation on the hydrolytic stability and hydroxyl pK(a) value of dinucleoside 2',5'- and 3',5'-monophosphates

Nucleosides and Nucleotides

Volumn 17, Issue 8, 1998, Pages 1325-1331

  Oivanen, Mikko ^a   Efimtseva, Ekaterina V ^b   Mikhailov, Sergey N ^b  

^a UNIVERSITY OF TURKU   (Finland)

^b ENGELHARDT INSTITUTE OF MOLECULAR BIOLOGY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; HYDROLYSIS; METHYLATION; NUCLEOTIDE METABOLISM; PH MEASUREMENT;

EID: 0031822416     PISSN: 07328311     EISSN: None     Source Type: Journal    
DOI: 10.1080/07328319808003471     Document Type: Article

References (13)

1. Moiseyev, G. P.; Yakovlev, G. I.; Lysov, Yu. P.; Chernyi, A. A.; Polyakov, K. M.; Oivanen, M.; Lönnberg, H.; Beigelman, L. N.; Efimtseva, E. V.; Mikhailov, S. N. FEBS Lett. 1997, 404, 169-172.
2. Yakovlev, G. I.; Bocharov, A. L.; Moiseyev, G. P.; Mikhailov, S. N. FEBS Lett. 1984, 179, 217-220.
3. Oivanen, M.; Padyukova, N. Sh.; Kuusela, S.; Mikhailov, S. N.; Lönnberg, H. Acta Chem. Scand. 1995, 49, 307-310.
4. Brown, D. M.; Magrath, D. I.; Neilson, A. H.; Todd, A. R. Nature 1956, 177, 1124-1125.
5. For recent rewives on mechanisms in RNA hydrolysis, see: (a) Perreault, D. M.; Anslyn, E. V. Angew. Chem. Int. Ed. Engl. 1997, 36, 432. (b) Oivanen, M.; Kuusela, S.; Lönnberg, H. Chem. Rev. 1998 (in the press).
6. For recent rewives on mechanisms in RNA hydrolysis, see: (a) Perreault, D. M.; Anslyn, E. V. Angew. Chem. Int. Ed. Engl. 1997, 36, 432. (b) Oivanen, M.; Kuusela, S.; Lönnberg, H. Chem. Rev. 1998 (in the press).
7. Järvinen, P.; Oivanen, M.; Lönnberg, H. J. Org. Chem. 1991, 56, 5396-5401.
8. Kuusela, S.; Lönnberg, H. J. Chem. Soc., Perkin Trans. 2 1994, 2109-2113.
9. Mikhailov, S. N.; Oivanen, M.; Oksman, P.; Lönnberg, H. J. Org. Chem. 1992, 57, 4122-4126.
10. a values reported refer to basicity function H_, which was used to express the basicity of the concentrated sodium hydroxide solutions. The values for H_ were taken from: Yagil, G. J. Phys. Chem. 1967, 71, 1034-1044.
11. Tsapkina, E. N.; Javadova, G. M.; Gurskaya, G. V.; Beigelman, L. N.; Mikhailov, S. N.; Lindeman, S. V. Crystallography (Moscow) 1988, 33, 1415-1420.
12. Mikhailov, S. N.; Lysov, Yu. P.; Moiseev, G. P.; Yakovlev, G. I.; Mikhailopulo, I. A.; Beabealashvilli, R. Sh., in Modern Enzymology: Problems and Trends', Kurganov, B. I.; Kochetkov, S. N.; Tishkov, V. I., Eds., Nova Science Publishers, 1995, pp.293-304.
13. Mikhailov, S. N.; Beigelman, L. N.; Gurskaya, G. V.; Padyukova, N. Sh.; Yakovlev, G. I.; Karpeisky, M. Ya. Carbohydr. Res. 1983, 124, 75-96.