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betaglucosides

Beta-glucosides are a broad class of glycosides in which a molecule of β-D-glucose is bound to an aglycone via a β-D-glucosidic linkage. The glucose moiety is typically in the pyranose form, and the bond to the aglycone is formed at the anomeric carbon with a beta orientation. This category encompasses many natural products in which glucose serves as a solubility-enhancing, storage, or activation group.

In plants, beta-glucosides are common storage or defense compounds. Notable examples include salicin, a β-D-glucoside of

Biochemical processing of beta-glucosides involves beta-glucosidases, which hydrolyze the glycosidic bond to release glucose and the

salicyl
alcohol
found
in
willow
bark;
arbutin,
a
hydroquinone
β-D-glucoside;
and
phloridzin,
a
β-D-glucoside
of
phloretin
found
in
apples
and
related
species.
Amygdalin
is
a
well-known
cyanogenic
β-D-glucoside
occurring
in
bitter
almonds
and
some
stone
fruits.
Isoflavone
and
flavone
glycosides,
such
as
genistin,
also
belong
to
this
category.
aglycone.
This
hydrolysis
can
activate
biological
activity,
release
toxic
or
defensive
compounds
in
plants
after
tissue
damage,
or
enable
metabolism
in
animals
and
humans.
Biosynthesis
of
beta-glucosides
in
plants
typically
proceeds
via
glycosyltransferases
that
transfer
UDP-glucose
to
the
aglycone,
forming
the
characteristic
beta-glycosidic
linkage.