Solvent deuterium isotope effects on phosphodiester cleavage catalyzed by an extraordinarily active Zn(II) complex

Journal of the American Chemical Society

Volumn 127, Issue 4, 2005, Pages 1064-1065

  Yang, Meng Yin ^a   Iranzo, Olga ^a   Richard, John P ^a   Morrow, Janet R ^a  

^a UNIVERSITY AT BUFFALO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DEUTERIUM; RNA; ZINC COMPLEX;

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL REACTION KINETICS; POTENTIOMETRIC TITRATION; PROTEIN DEGRADATION; PROTON TRANSPORT; RNA CLEAVAGE; TRANSESTERIFICATION;

CATALYSIS; DEUTERIUM EXCHANGE MEASUREMENT; KINETICS; ORGANOMETALLIC COMPOUNDS; PHOSPHORIC ACID ESTERS; POTENTIOMETRY; RNA; WATER; ZINC;

EID: 13644255254     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja044617i     Document Type: Article

References (22)

1. Jencks, W. P. Catalysis in Chemistry and Enzymology; Dover Publications: New York, 1987.
2. Iranzo, O.; Kovalevsky, A. Y.; Morrow, J. R.; Richard, J. P. J. Am. Chem. Soc. 2003, 125, 1988-1993.
3. (a) Iranzo, O.; Richard, J. P.; Morrow, J. R. Inorg. Chem. 2004, 43, 1743-1750.
4. (b) Iranzo, O.; Elmer, T.; Richard, J. P.; Morrow, J. R. Inorg. Chem. 2003, 42, 7737-7746.
5. (c) Yang, M.-Y.; Richard, J. P.; Morrow, J. R. J. Chem. Soc., Chem. Commun. 2003, 2832-2833.
6. Park, C.; Raines, R. T. Biochemistry 2003, 42, 3509-3518.
7. (a) Nakano, S.-I.; Chadalavada, D. M.; Bivilacqua, P. C. Science 2000, 287, 1493-1497.
8. (b) Piccirilli, J. A.; Vyle, J. S.; Caruthers, M. H.; Cech, T. R. Nature 1993, 361, 85-88.
9. (c) Pyle, A. M. Science 1993, 261, 709-714.
10. (d) Shih, I.; Been, M. D. Proc. Natl. Acad. Sci. U.S.A. 2001, 98, 1489-1494.
11. (e) Sawata, S.; Komiyama, M.; Taira, K. J. Am. Chem. Soc. 1995, 117, 2357-2358.
12. (f) Takagi, Y.; Taira, K. J. Am. Chem. Soc. 2002, 124, 3850-3852.
13. (g) See footnotes 7 and 8 of ref 5e.
14. (a) Zhou, D.-M.; Taira, K. Chem. Rev. 1998, 98, 991-1026.
15. (b) Perreault, D. M.; Anslyn, E. V. Angew. Chem., Int. Ed. Engl. 1997, 36, 432-450.
16. Schowen, R. L. Prog. Phys. Org. Chem. 1972, 9, 275-332.
17. 2O)-catalyzed cleavage of UpPNP.
18. Zn at high pH (see Supporting Information).
19. (b) Ref 1, pp 603-605.
20. a of 12.8 is used for UpPNP because the nitrophenyl for ethyl substitution at phosphorus is too distant (six atoms) from the site of ionization to have a large polar effect on acidity: (b) Hine, J. Structural Effects on Equilibria in Organic Chemistry; Wiley-Interscience: New York, 1975; pp 38-39.
21. a of 12.8 is used for UpPNP because the nitrophenyl for ethyl substitution at phosphorus is too distant (six atoms) from the site of ionization to have a large polar effect on acidity: (b) Hine, J. Structural Effects on Equilibria in Organic Chemistry; Wiley-Interscience: New York, 1975; pp 38-39.
22. Piatek, A. M.; Gray, M.; Anslyn, E. V. J. Am. Chem. Soc. 2004, 126, 9878-9879.