Crystal structure of β-D,L-psicose

Tomohiko Ishii, Genta Sakane, Akihide Yoshihara, Kazuhiro Fukada, Tatsuya Senoo, H. Ishida

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4 Citations (Scopus)

Abstract

The title compound, C6H12O6, a C-3 position epimer of fructose, was crystallized from an aqueous solution of equimolar mixture of D- and L-psicose (1,3,4,5,6-penta-hydroxyhexan-2-one, ribo-2-hexulose, allulose), and it was confirmed that D-psicose (or L-psicose) formed β-pyranose with a2C5 (or5C2) conformation. In the crystal, an O - H⋯O hydrogen bond between the hydroxy groups at the C-3 and C-2 positions connects homochiral molecules into a column along the b axis. The columns are linked by other O - H⋯O hydrogen bonds between D- and L-psicose molecules, forming a three-dimensional network. An intramolecular O - H⋯O hydrogen bond is also observed. The cell volume of racemic β-D,L-psicose [763.21 (6) Å3] is almost the same as that of chiral β-D-psicose [753.06 Å3].

Original languageEnglish
Pages (from-to)o289-o290
JournalActa Crystallographica Section E: Structure Reports Online
Volume71
Issue number5
DOIs
Publication statusPublished - May 1 2015

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Keywords

  • Crystal structure
  • Hydrogen bonding
  • Racemic compound
  • Rare sugar

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

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