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Structure of 3-isoadenosine.

S Kumar1, S R Wilson, N J Leonard

  • 1School of Chemical Sciences, University of Illinois, Urbana 61801-3731.

Acta Crystallographica. Section C, Crystal Structure Communications
|March 15, 1988
PubMed
Summary
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This study details the crystal structure of 3-beta-D-Ribofuranosyladenine, revealing its tautomeric form and a complex three-dimensional hydrogen-bonding network crucial for molecular interactions.

Area of Science:

  • Crystallography
  • Structural Chemistry
  • Biochemistry

Background:

  • 3-beta-D-Ribofuranosyladenine is a nucleoside with biological significance.
  • Understanding its crystalline structure provides insights into molecular interactions and potential drug design.

Purpose of the Study:

  • To determine the precise crystal structure of 3-beta-D-Ribofuranosyladenine.
  • To elucidate the tautomeric form and hydrogen bonding patterns in the crystal.

Main Methods:

  • Single-crystal X-ray diffraction analysis.
  • Data collection using Mo K alpha radiation.
  • Structure refinement to R=0.043.

Main Results:

  • The crystal structure was determined in the orthorhombic system (P2(1)2(1)2(1)).

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  • The 6-NH2 tautomeric form was identified.
  • A nearly planar adenine moiety and a glycosidic linkage angle of -161.5 degrees were observed.
  • A comprehensive 3D hydrogen-bonding network involving most N and O atoms was characterized.

    • Conclusions:

    • The crystal structure of 3-beta-D-Ribofuranosyladenine has been fully elucidated.
    • The identified tautomeric form and extensive hydrogen bonding highlight key features for its biological activity and intermolecular interactions.