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betaDfructofuranose

Beta-D-fructofuranose is the beta anomer of D-fructofuranose, the five-membered ring (furanose) form of the monosaccharide fructose. The ring forms by cyclization of the open-chain ketohexose, with the carbonyl group at C2 reacting with the hydroxyl group on C5 to yield a hemiketal. In Haworth-style description, the beta designation indicates that the anomeric hydroxyl at C2 is oriented on the same side as the CH2OH substituent at C5.

In solution, fructose exists in equilibrium among several forms, including alpha- and beta-D-fructofuranose and the open-chain

Chemical properties of beta-D-fructofuranose reflect its status as a hemiacetal/hemiketal; in its free form it can

form.
Mutarotation
allows
interconversion
between
the
anomers.
The
beta-furanose
form
is
the
configuration
observed
in
sucrose,
which
consists
of
a
β-D-fructofuranose
unit
linked
to
an
α-D-glucopyranose
unit
via
the
glycosidic
bond
between
the
anomeric
carbon
of
fructose
and
the
anomeric
carbon
of
glucose
(α1→β2
linkage).
participate
in
glycosidic
bond
formation
and
acts
as
a
reducing
sugar
when
present
as
a
free
sugar
in
solution.
Its
identity
and
stereochemistry
influence
the
reactivity
of
fructose
in
biological
systems
and
in
food
chemistry.
In
nature
and
industry,
beta-D-fructofuranose
is
one
of
several
forms
of
fructose
that
contribute
to
the
properties
of
fructose-containing
carbohydrates
and
sweeteners.