Equilibrium between a wobble and ionized base pair formed between fluorouracil and guanine in DNA as studied by proton and fluorine NMR

Lawrence Sowers, R. Eritja, B. Kaplan, M. F. Goodman, G. V. Fazakerly

Research output: Contribution to journalArticle

67 Citations (Scopus)

Abstract

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°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.

Original languageEnglish (US)
Pages (from-to)14794-14801
Number of pages8
JournalJournal of Biological Chemistry
Volume263
Issue number29
StatePublished - 1988
Externally publishedYes

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Fluorine
Guanine
Base Pairing
Fluorouracil
Protons
Demonstrations
Nuclear magnetic resonance
DNA
Oligonucleotides
Geometry

ASJC Scopus subject areas

  • Biochemistry

Cite this

Equilibrium between a wobble and ionized base pair formed between fluorouracil and guanine in DNA as studied by proton and fluorine NMR. / Sowers, Lawrence; Eritja, R.; Kaplan, B.; Goodman, M. F.; Fazakerly, G. V.

In: Journal of Biological Chemistry, Vol. 263, No. 29, 1988, p. 14794-14801.

Research output: Contribution to journalArticle

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