Glucosamine 6-phosphate synthase converts fructose-6P
into glucosamine-6P or glucose-6P depending on the presence
or absence of glutamine. The isomerase activity is associated
with a 40-kDa C-terminal domain, which has already been
characterized crystallographically. Now the three-dimensional
structures of the complexes with the reaction product glucose-6P
and with the transition state analog 2-amino-2-deoxyglucitol-6P
have been determined. Glucose-6P binds in a cyclic form
whereas 2-amino-2-deoxyglucitol-6P is in an extended conformation.
The information on ligand-protein interactions observed
in the crystal structures together with the isotope exchange
and site-directed mutagenesis data allow us to propose
a mechanism of the isomerase activity of glucosamine-6P
synthase. The sugar phosphate isomerization involves a
ring opening step catalyzed by His504 and an enolization
step with Glu488 catalyzing the hydrogen transfer from
C1 to C2 of the substrate. The enediol intermediate is
stabilized by a helix dipole and the ε-amino group
of Lys603. Lys485 may play a role in deprotonating the
hydroxyl O1 of the intermediate.