Structural and dynamic properties of a fluorouracil-adenine base pair in DNA studied by proton NMR.

L. C. Sowers, R. Eritja, B. E. Kaplan, M. F. Goodman, G. V. Fazakerley

Research output: Contribution to journalArticle

32 Scopus citations

Abstract

An oligodeoxynucleotide duplex containing the chemotherapeutic agent 5-fluorouracil (FU) has been constructed by solid phase phosphotriester synthesis and has been studied in solution by proton NMR. In this study, we provide the first structural characterization of a DNA complex containing a FU.A base pair. It has been determined that the 7-mer duplex containing a central FU.A base pair adopts a normal right-handed configuration and the A residue in the FU.A pair is oriented in the normal anticonfiguration giving a Watson-Crick base pair. The significant difference between T.A and FU.A base pairs is dynamic, not structural: the FU.A base pair opens faster than normal base pairs in the oligonucleotide studied. We provide evidence that the FU.A base pair has a significantly enhanced opening rate resulting form decreased stacking of the 5-fluorouracil residue and not from the enhanced acidity of the 5'-fluorouracil imino proton.

Original languageEnglish (US)
Pages (from-to)15436-15442
Number of pages7
JournalThe Journal of biological chemistry
Volume262
Issue number32
StatePublished - Nov 15 1987

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Cell Biology

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    Sowers, L. C., Eritja, R., Kaplan, B. E., Goodman, M. F., & Fazakerley, G. V. (1987). Structural and dynamic properties of a fluorouracil-adenine base pair in DNA studied by proton NMR. The Journal of biological chemistry, 262(32), 15436-15442.