Base-pair induced shifts in the tautomeric equilibrium of a modified DNA base

Journal of Molecular Biology

Volumn 230, Issue 1, 1993, Pages 6-10

  Fazakerley, G Victor ^a   Gdaniec, Zofia ^a,b   Sowers, Lawrence C ^c  

^a Bât 142 ^*  (France)

^b INSTITUTE OF BIOORGANIC CHEMISTRY   (Poland)

^c CITY OF HOPE NATIONAL MEDICAL CENTER   (United States)

Author keywords

DNA; Mutagenesis; n.m.r; Oligonucleotide; Tautomerism

Indexed keywords

ARTICLE; BASE PAIRING; MUTAGENESIS; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL;

CYTOSINE; HYDROGEN BONDING; ISOMERISM; MAGNETIC RESONANCE SPECTROSCOPY; OLIGODEOXYRIBONUCLEOTIDES; SUPPORT, U.S. GOV'T, P.H.S.;

EID: 0027510365     PISSN: 00222836     EISSN: None     Source Type: Journal    
DOI: 10.1006/jmbi.1993.1119     Document Type: Editorial

References (23)

1. Anand, X. X., Brown, D. M. & Salisbury, S, A. (1987). The stability of oligodeoxyribonueleotide duplexes containing degenerate bases. Nucl. Adds Res. 15, 8167-8178.
2. Brown, D. M., Hewlins, M. J. E. & Schell, P. (1968). The tautomeric state of N(4)-hydroxy and N(4)-amino-cytosine derivatives. J. Chem. Soc. (C), 1925-1929.
3. Carbonnaux, C., Fazakerley, G. V. & Sowers, L. C. (1990). An XMR structural study of deaminated base-pairs in DXA. Nud, Adds Res. 18, 4075-4081.
4. 3 . Nud. Acids Res. 12, 8269-8279
5. 2 . Bochemistry, 22, 5943-5951.
6. Frechet, D., Cheng, D. M., Kan, L.-S. & Tso, P. O. P. (1983). Nuclear Overhauser effect as a tool for the complete assignment of nonexchangeable protun resonances in short deoxyribonucleic acid helices. Biochemistry, 22, 5194-5200.
7. Fresco, J. R., Broitman, S. & Lane, A.-E. (1980). Base-mispairing and nearest-neighbor effects in transition mutations. In Mechanistic Studies of DNA Replication and Genetic Recombination (Alberts, B, & Fox, C. F., eds), pp. 753-768, Academic Press, New York.
8. Hare, D.Wemmer, D. E., Chou, S.-H., Drobny, G. & Reid, B. R. (1983). Assignment of the non-exchange-able proton resonances of d(C-G-C-G-A-A-T-T-C-G-C-G) using two-dimensional nuclear magnetic resonance methods. J. Mol. Biol. 171, 319-336.
9. Hare, D., Shapiro, L. & Patel, D, (1986). Wobble dG dT pairing in right-handed DNA: solution conformation of the d(C-G-T-G-A-A-T T C-G-C-G) duplex deduced from distance geometry analysis of nuclear Overhauser, effect spectra. Biochemistry, 25, 7445-7456.
10. 15 N NMR spectroscopy. Eur. J. Biochem. 130, 559-564.
11. Patel, D. J., Kozlowski, S. A., Tkuta, S. & Itakura, K. (1984). Deoxyadenosine-deoxycytidine pairing in the d(C-G-C-G-A-A-T-T-O-A-C-G) duplex: conformation and dynamics at and adjacent to the dA • dC mismatch site. Biochemistry, 23, 3218—3226.
12. Quignard, E., Fazakerley, G. V., van der Marel, G., van Boom, J. H, & Guschlbauer, W. (1987). Comparison of the conformation of an oligonucleotide containing a central G-T base-pair with the non-mismatch sequence by proton NMR. Nucl. Acids Res. 15, 3397-3409.
13. 1 H NMR spectra of oligonucleotides by two-dimensional NMR spectroscopv. Biochemistry, 23, 1371-1376.
14. Sowers, L. C., Fazakerley, G. V., Kim, H., Dalton, L. & Goodman, M. F. (1986). Variation of nonexchangeable proton resonance chemical shifts as a probe of aberrant base-pair formation in DNA. Biochemistry, 25, 3983-3988.
15. Sowers, L. C., Shaw, B. R., Veigl, M. & Sedwick, D. W. (1987). DNA base modification: ionized base-pairs and mutagenesis. Mutât. Res. 177, 201-218.
16. Sowers, L. C., Eritja, R., Kaplan, B., Goodman, M. F. & Fazakerley, G. V. (1988). Equilibrium between a wobble and ionized base pair formed between fluor-ouracil and guanine in DNA as studied by proton and fluorine NMR., J. Biol. Ghem. 263, 14794-14801.
17. Sowers, L. C., Goodman, M. F., Eritja, R., Kaplan, B. E. & Fazakerley, G. V. (1989). Ionized and wobble basepairing for bromouracil-guanine in equilibrium under physiological conditions. J. Mol. Biol. 205, 437-447.
18. 4 -methoxycytidine forms hydrogen bonds with adenosine in polymers. Biochemistry, 20, 7290-7294.
19. 1 H Nuclear magnetic resonance studies of base-modified oligonucleotides. J. Mol. Biol. 222, 711-723.
20. Topai, M. D. & Fresco, J. R. (1976). Complementary base pairing and the origin of substitution mutations. Nature (London), 263, 285-285.
21. 4 -methyoxycytosine • guanine base-pairs in Z-DXA, J. Mol. Biol. 216, 773-781.
22. 2 . J. Amer. Chem. Soc. 113, 5486-5488.
23. Watson, J. D. & Crick, F. H. C. (1953). Genetical implications of the structure of deoxyribonucleic acid. Nature (London), 171. 964-967.