Enzymatic method for preparation of epoxy compounds
AssigneeNovo Industri A/S
InventorsSven E. Godtfredsen, Fredrik Bjorkling
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Abstract
An epoxy group in a molecule can enzymatically be transferred to another molecule, thereby synthesizing carbohydrates carrying an epoxy group in the aglycone position.
Claims11
Method for preparation of an epoxy substituted aldose or ketose sugar which comprises subjecting a reaction mixture of an aldose or ketose sugar or a glucosilated aldose or ketose sugar and a hydroxylated or thiolated epoxide having thereon a free hydroxyl group or thiol group to an enzymatic transfer reaction by presence in said reaction mixture of a glycosidase capable of splitting a sugar in the C-1 position (aldose) or C-2 position (ketose), forming thereby an epoxide substituted glucosilated aldose or ketose sugar and then recovering the epoxide substituted aldose or ketose sugar from the reaction mixture.
Method for preparation of compounds of the general formula I ##STR7## wherein SUGAR represents an aldose or ketose moiety, Z represents oxygen or sulphur attached to the terminal anomeric C-1 carbon atom of an aldose moiety or C-2 carbon atom of a ketose moiety, Y represents alkylene or substituted alkylene and R.sup.1, R.sup.2 and R.sup.3 constitute non-interfering substituents wherein a compound of the general formula
- SUGAR--O--X
- wherein SUGAR is as defined above, and X is a non-interfering substituent, is reacted with a compound of the general formula ##STR8## wherein R.sup.1, R.sup.2, R.sup.3, Y and Z each are as defined above, in the presence of an enzyme, which is able to split the moiety SUGAR--O-- at the position indicated by the arrow.
Dependencies are inferred from the claim text.