Conformation of 3-substituted purine nucleoside studied by x-ray crystallography and theoretical calculations

Y. Yamagata, M. Kato, S. Fujii, M. Aoyagi, N. Minakawa, A. Matsuda

Research output: Contribution to journalArticle

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Abstract

The molecular conformation of 3-methyl-3-deazainosine has been investigated by X-ray crystallographic and theoretical studies. In the crystal state the molecule has the high anti conformation about the glycosidic bond with the torsion angle of -79°. The sugar ring is puckered with C(1')-exo, C(2')-endo, and the conformation about the C(4')-C(5') bond is gauche-trans. The quantum chemical calculations show that the lowest energy conformation about the glycosidic bond of 3-methyl-3-deazainosine is anti shifted to high anti, whereas in inosine the syn conformation is stable as well as the anti conformation.

Original languageEnglish (US)
Pages (from-to)1327-1335
Number of pages9
JournalNucleosides and Nucleotides
Volume13
Issue number6-7
StatePublished - 1994

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Purine Nucleosides
Molecular Conformation
Inosine
Crystallography
Conformations
Theoretical Models
X-Rays
X rays
Sugars
Torsional stress
Crystals
Molecules

ASJC Scopus subject areas

  • Biochemistry
  • Genetics

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Conformation of 3-substituted purine nucleoside studied by x-ray crystallography and theoretical calculations. / Yamagata, Y.; Kato, M.; Fujii, S.; Aoyagi, M.; Minakawa, N.; Matsuda, A.

In: Nucleosides and Nucleotides, Vol. 13, No. 6-7, 1994, p. 1327-1335.

Research output: Contribution to journalArticle

Yamagata, Y, Kato, M, Fujii, S, Aoyagi, M, Minakawa, N & Matsuda, A 1994, 'Conformation of 3-substituted purine nucleoside studied by x-ray crystallography and theoretical calculations', Nucleosides and Nucleotides, vol. 13, no. 6-7, pp. 1327-1335.
Yamagata, Y. ; Kato, M. ; Fujii, S. ; Aoyagi, M. ; Minakawa, N. ; Matsuda, A. / Conformation of 3-substituted purine nucleoside studied by x-ray crystallography and theoretical calculations. In: Nucleosides and Nucleotides. 1994 ; Vol. 13, No. 6-7. pp. 1327-1335.
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