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2deoxyribofuranose

2-deoxyribofuranose is the five-membered ring form (a furanose) of 2-deoxyribose, the sugar component of DNA nucleotides. Its molecular formula is C5H10O4, and in living organisms it occurs predominantly as the beta-D-2-deoxyribofuranose isomer. In nucleotides, the sugar is connected to a nucleobase at the anomeric carbon (C1') through a beta-glycosidic bond and bears a primary alcohol at C5' that becomes phosphorylated in nucleotides.

In the DNA backbone, nucleotides are linked by phosphodiester bonds between the 3' hydroxyl of one sugar

The furanose ring of 2-deoxyribose can adopt different puckers, notably C2'-endo and C3'-endo conformations, with the

and
the
5'
phosphate
of
the
next,
creating
a
directional
polymer.
The
sugar
therefore
participates
both
in
the
base-sugar
linkage
and
in
the
backbone
via
the
3'
and
5'
positions.
The
2'
position
of
2-deoxyribose
lacks
the
hydroxyl
group
that
characterizes
ribose,
which
reduces
the
susceptibility
of
DNA
to
hydrolysis
and
contributes
to
its
chemical
stability
relative
to
RNA.
former
commonly
associated
with
B-form
DNA
and
the
latter
with
A-form
DNA.
The
natural
sugar
in
DNA
is
the
D-series,
and
in
nucleotides
the
glycosidic
bond
remains
beta,
ensuring
the
correct
orientation
of
bases
in
the
double
helix.
2-deoxyribofuranose
is
also
referred
to
as
deoxyribose
or
deoxyribofuranose,
and
forms
the
core
of
deoxyribonucleotides
such
as
dAMP,
dCMP,
dGMP,
and
dTMP.