Many enzymes have preference for L versus D or R versus entiomers. Is there a precendent in the literature for changing, engineering by amino acid alteration, a D-selective into an L-selective enzyme?
I would check the literature on triosphosphate isomer ase. This was mutated to carry out a different reaction but I don't remember if gave a different enantiomer.
Check out the "directed evolution" community. Numerous reserach groups have published the reversion of enantioselectivity by enzyme engineering. A pioneer in the field is Manfred T Reetz.