"Locked-ring" C-glycoside derivatives may be prepared wherein the ring of
the sugar molecule remains intact without the need for any protecting
groups. These C-glycoside derivatives may be produced by first reacting
an aldose reducing sugar, which may be a hexose or a pentose, with a
.beta.-diketone to form a C-glycoside ketone. The C-glycoside ketone is
then reacted with a ketone reactive compound, such as a hydrazine or
hydroxylamine, optionally linked to a detectable label, to form a
C-glycoside derivative wherein the ketone reactive compound is conjugated
to the C-glycoside at the site of the ketone. The aldose reducing sugar
used in the first reaction may a simple pentose or hexose monosaccharide,
or it may be optionally substituted.