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introduction to macromolecules
carbohydrates
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Andrea Manacnis
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Carbohydrates are composed of the
following basic monomer:
(
CH2O
)
Monosaccharides generally have
molecular formulas
that are some
multiple of CH2O [
glucose
=
C6H12O6
which is
isomers
What are the three types of carbohydrates?
monosaccharides
disaccharides
polysaccharides
Monosaccharides
- simple sugars with
multiple
OH groups.
Based on number of
carbons
(
3-7
), a
monosaccharide is a
triose
,
tetrose
,
pentose
,
hexose
, or
heptose
Disaccharides -
2
monosaccharides
covalently
linked
Polysaccharides
- polymers consisting of
chains
of
monosaccharide
or
disaccharide units
(few
100
to
1000’s
)
Monosaccharides -
Glucose
The
first
to be used by
cells as energy
* There is a
hydroxyl
group
attached
to each
carbon
, except
one, which is double bonded to
an
oxygen
to form a
carbonyl (aldeyde
) group
examples of monosaccharides
Glucose is the
primary
source of
energy
Fructose is found in
fruits
Galactose is found in
lactose
, which is in
milk
Glucose
,
fructose
, and
galactose
have the
same
chemical formula (
C6H12O6
) so they are called
isomers
?
Monosaccharides can
cyclize
as
the
carbonyl
group reacts with an
OH
(the
double
bond in the
carbonyl
group breaks to form
2
single
bonds).
Cyclization of glucose produces
asymmetry
at
C1
(
C1
=
Carbon #1)
To distinguish between the two isomers, we use the
α
&
β
symbols to indicate how the
OH
group on
C1
is oriented:
α
(
OH below
the ring)
β
(
OH above
the ring)
The hydroxyl of one
monosaccharide
and a
hydroxyl
of
another
monosaccharide
can join together
The resulting bond is called a
glycosidic linkage
example of disaccharides
what is this linkage?
glycosidic
linkage
what is this disaccharide called? (results from the joining of glucose and fructose, and is known as a table sugar)
sucrose
Examples of Disaccharides
what is this disaccharide called
Maltose
is a product of
starch
when
broken down
Has α(
1🡪4
) glycosidic link between the
C1
-OH
&
C4
-OH
of
2 glucose
Examples of Disaccharides
3.
Lactose
the
sugar
that is in
milk
composed of
galactose
&
glucose
contains
β(1→4) glycosidic linkage
Polysaccharides
Some are used for
storage
material
and
hydrolyzed
as needed to provide free
sugars for energy
Others serve as
building
material
for
structures
or
as
protection
Most common polysaccharides are:
starch
,
glycogen
, and
cellulose
Examples of Polysaccharides
what example of polysaccharides is the diagram below?
Amylose
Plants store
glucose
as
starch
two types -
amylose
or
amylopectin
made entirely of glucose
the f
ree end
of t
he poly
saccharide is called the reducing end
amylose is a polymer of glucose with α(1→4) linkages
It is unbranched
what is the example of a polysaccharide in the diagram below?
Amylopectin
is a
glucose polymer
with mainly α(
1→4
)
linkages, but it also has branches formed by α(
1→6
)
linkages (Branches are generally longer than shown above)
The
branches
produce a
compact structure
and can be
broken down for
energy
much more
rapidly
what is the example of a
polysaccharide in the diagram below?
Glycogen
Animals
store
glucose
as
glycogen
is
extensively branched
like
amylopectin
but
glycogen
has
more α(1→6) branches
stored
in the
liver
Most efficient
for the
release
of
glucose
as
energy
consumption
in
muscle
during
exercise
The
ability
to
rapidly mobilize glucose
is more
essential
to
animals
than to
plants
what is the example of a polysaccharide in the diagram below?
celluloseS
Cellulose is found in
plants
only
Function is
STRUCTURAL
constituent of the tough
plant
cell
walls
consists of
long linear chains
of
glucose
with
β(1→4)
linkages
Every other
glucose
is
flipped over
, due to the
β
linkages
which allow for
intra-chain
and
inter-chain
H-bonds
No mammal makes the necessary
enzymes to break down cellulose
even though it is unbranched –
why?
Those mammals that eat a lot of
cellulose
, like cows, need to keep
symbiotic bacteria
in their
digestive
tracks
to help them digest the
cellulose
Lectins are
glycoproteins
that
recognize
and
bind
to
specific
oligosaccharides
play a role in
interactions
and
communication
between
cells
typically
for
recognition
Mannan-binding lectin (
MBL
) is
a
glycoprotein
found in blood
plasma
that associates with
cell
surface
carbohydrates of
disease-causing microorganisms,
promoting
phagocytosis
of these
organisms as part of the
immune
response
What makes up lactose? Sucrose? Maltose?
lactose
=
galactose
and
glucose
sucrose=
glucose
and
fructose
maltose
=
glycosidic link
between the
c1 -oh
and
c4 -oh
of
2 glucose
What makes alpha glucose different from beta?
a is
below
the ring, and b is
above
the ring
How are disaccharides made from
monosaccharides?
All
disaccharides
form from a
reaction
between
two
monosaccharides.
How is amylose different from amylopectin?
amylose is a polymer of
glucose
with α(1→4) linkages
It is
unbranched
Amylopectin
is a glucose polymer with mainly α(1→4)
linkages, but it also has
branches
formed by α(1→6)
linkages
Why can’t we digest cellulose?
we lack the
enzymes
needed to digest
cellulose.