Crystal structure of 6-deoxy-α-l-psicofuranose

Abstract

The title compound, C6H12O5, was crystallized from an aqueous solution of 6-deoxy-l-psicose (6-deoxy-l-allulose, (3S,4S,5S)-1,3,4,5-tetrahydroxyhexan-2-one), and the molecule was confirmed as α-furanose with a 3T4 (or E4) conformation, which is a predominant tautomer in solution. This five-membered furanose ring structure is the second example in the field of the 6-deoxy-ketohexose family. The cell volume of the title compound [742.67 (7) Å3, Z = 4 at room temperature] is only 1.4% smaller than that of β-d-psicopyranose, C6H12O6 (753.056 Å3, Z = 4 at room temperature).

Keywords

• crystal structure
• hydrogen bonding
• deoxy compound
• rare sugar