Crystal structure of ?-d,l-psicose.

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-hydroxy-hexan-2-one, ribo-2-hexulose, allulose), and it was confirmed that d-psicose (or l-psicose) formed ?-pyran-ose with a (2) C 5 (or (5) C 2) conformation. In the crystal, an O-H?O hydrogen bond between the hy-droxy groups at the C-3 and C-2 positions connects homochiral mol-ecules into a column along the b axis. The columns are linked by other O-H?O hydrogen bonds between d- and l-psicose mol-ecules, forming a three-dimensional network. An intra-molecular O-H?O hydrogen bond is also observed. The cell volume of racemic ?-d,l-psicose [763.21?(6)?Å(3)] is almost the same as that of chiral ?-d-psicose [753.06?Å(3)].

SUBMITTER: Ishii T 

PROVIDER: S-EPMC4420085 | biostudies-other | 2015 May

REPOSITORIES: biostudies-other