Equilibrium between a wobble and ionized base pair formed between fluorouracil and guanine in DNA as studied by proton and fluorine NMR.
A synthetic oligonucleotide duplex containing the chemotherapeutic and mutagenic agent 5-fluorouracil paired with guanine has been studied in solution by proton and fluorine NMR. The 7-mer duplex containing a central FU.G base pair adopts a normal right-handed configuration. At low pH, the predominant base-paired structure is wobble, whereas at higher pH an ionized structure in Watson-Crick geometry is observed. The two structures are in a pH-dependent equilibrium with one another with an apparent pK of 8.3 at 23 degrees C. This is the first demonstration of an equilibrium between two distinct base pairing schemes and the first demonstration of a negatively charged base pair in DNA.
Sowers
L C
LC
Department of Biological Sciences, University of Southern California, Los Angeles 90089-1340.
Eritja
R
R
Kaplan
B
B
Goodman
M F
MF
Fazakerly
G V
GV
D001482:Base Composition; D004247:DNA; D005461:Fluorine; D005472:Fluorouracil; D006147:Guanine; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D009690:Nucleic Acid Conformation
D005461:Fluorine; D006147:Guanine; D004247:DNA; D005472:Fluorouracil