Module in Carbohydrates PDF
Module in Carbohydrates PDF
Objectives: BIOCHEMISTRY
describe the nature and occurrence of An Overview
Carbohydrates Biochemistry is the study of the chemical
describe the physical, chemical, substances found in living organisms and the
physiological properties of Carbohydrates chemical interactions of these substances with each
classify the types of Carbohydrates other. Biochemistry is a field in which new
illustrate and draw the structure and discoveries are made almost daily about how cells
backbone of Carbohydrates manufacture the molecules needed for life and how
the chemical reactions by which life is maintained
occur. The knowledge explosion that has occurred in
the field of biochemistry during the last decades of
the twentieth century and the beginning of the
twenty-first is truly phenomenal.
FISCHER PROJECTION
Carbohydrate nomenclature is unique to ―sugar
OF SUGAR MOLECULES
chemistry‖ — we do not name monosaccharides
using the IUPAC rules.
Monosaccharide names end in ―ose‖
Examples:
is a pentose
a component of a variety of complex
molecules, including ribonucleic acids 4
(RNAs) and energy-rich compounds such as
adenosine triphosphate (ATP).
Cyclic monosaccharide formation always The pair of cyclic hemiacetals with the OH on the
produces two stereoisomers an alpha form and a hemiacetal carbon in different positions are called
beta form. These two isomers are called anomers. anomers.
Anomers are cyclic monosaccharaides that differ For D-sugars:
only in the position of the substituents on the The α-anomer has the OH pointing down.
anomeric carbon atom. The β-anomer has the OH pointing up.
Cyclic forms of monosaccharaides are usually – Aldehyde and alcohol groups can be oxidized
drawn with the Haworth. Projection in which the ring
is viewed from the side at an angle. The edge of the Oxidation of Monosaccharides
ring closest to the viewer is drawn with a bold line for Benedict’s reagent is a copper compound that
perspective. Substituents on the ring in a Haworth will oxidize only aldehyde groups (aldoses) and not
projection are either ―up‖ or ―down‖. alcohols.
A sugar that reacts with Benedict’s solution is
called a reducing sugar since it reduces the ion Cu2+
à Cu+
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Food examples:
The bond that links the two
SUGAR ALCOHOLS monosaccharides of a disaccharide (glycoside)
together is called a glycosidic linkage. A glycosidic
linkage is the bond between two monosaccharides
The carbonyl group present in a
resulting from the reaction between the
monosaccharide (either an aldose or a ketone) hemiacetal carbon atom-OH group of one
can be reduced to a hydroxyl group, using monosaccharide and an-OH group on the other
hydrogen as the reducing agent. For aldoses monosaccharide. It is always a carbon-oxygen-
carbon bond in a disaccharide.
and Ketoses, the product of the reduction is the
corresponding polyhydroxy alcohols. Such
polyhydroxy alcohols are called sugar alcohols
or alditols. For example, the reduction of D-
glucose gives D-glucitol.
Examples:
Sucrose (table sugar)- It is purified from
sugar cane or sugar beets.
Lactose (milk sugar)- a disaccharide found
in milk. It has the formula C12H22O11 and
is an isomer of sucrose.
Maltose (malt sugar)- a sugar found in
some cereals and candies. It is a product of
starch digestions and may be purified from
barley and other grains.
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Example: Most common oligosaccharides are
disaccharides
Cellobiose is a disaccharide formed when the
polysaccharide cellulose is broken down. The following are found in peas and beans:
Cellobiose is made by connecting two glucose
molecule by a β(1à4) glycosidic bond. Raffinose (trisaccharide)
Stachyose (tetrasaccharide)
Cellobiose cannot be used as a source of glucose Verbascose (pentasaccharide)
by humans since we lack the enzyme to
hydrolyze the glycosidic bond. These oligosaccharides are indigestible since they
contain galactopyranose residues involved in α-
(1à6) glycosidic bonds that humans lack the
enzyme to hydrolyze.
is a disaccharide found in milk
consists of a galactose connected to a
glucose residue by a β(1à4) glycosidic
bond.
sounds like cellobiose! But the OH on C-4
is up in galactose and down in glucose.
intolerance is the inability to hydrolyze
lactose due to an enzyme deficiency. a polymeric carbohydrates that contains many
monosaccharide units covalently bonded to
each other.
often also called glycan’s
Glycan is an alternate name for
Sucrose, or table sugar, is a disaccharide with
polysaccharide.
two twists: different residues and no
hemiacetal. The glycosidic bond in sucrose is
formed between the hemiacetal C of α-
glucopyranose and the hemiacetal C of β-
fructofuranose This is an α,β-(1↔2) glycosidic
bond.
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Polysaccharides contain 10 or more residues In a Chitin is a homopolysaccharide of the glucose
homopolysaccharide, all the residues are the same derivative N-acetyl-D-glucosamine-Chitin makes
monosaccharide In a heteropolysaccharide, the up the hard exoskeleton of crustaceans and
residues are built from more than one type of insects.
monosaccharide The primary functions of
polysaccharides are to: Provide structure (e.g. -The polymer chains hydrogen bond to each other
cellulose) leading to chitin’s rigidity.
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Most people are familiar with
carbohydrates, one type of macromolecule,
especially when it comes to what we eat. To lose
weight, some individuals adhere to ―low-carb‖
diets. Athletes, in contrast, often “carb-load”
before important competitions to ensure that
they have enough energy to compete at a high
level.
Monosaccharides can exist as a linear chain Figure 3. Sucrose is formed when a monomer of
or as ring-shaped molecules; in aqueous solutions glucose and a monomer of fructose are joined in a
they are usually found in ring forms. dehydration reaction to form a glycosidic bond. In
Glucose in a ring form can have two different the process, a water molecule is lost. By convention,
arrangements of the hydroxyl group (−OH) the carbon atoms in a monosaccharide are
around the anomeric carbon (carbon 1 that numbered from the terminal carbon closest to the
becomes asymmetric in the process of ring carbonyl group. In sucrose, a glycosidic linkage is
formation). If the hydroxyl group is below carbon formed between carbon 1 in glucose and carbon 2 in
fructose.
number 1 in the sugar, it is said to be in the alpha
(α) position, and if it is above the plane, it is said to
be in the beta (β) position.
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Figure 4. Common disaccharides include
maltose (grain sugar), lactose (milk
sugar), and sucrose (table sugar).
Figure 5. Amylose and amylopectin are two
different forms of starch. Amylose is composed of
unbranched chains of glucose monomers
connected by 1,4 glycosidic linkages.
Amylopectin is composed of branched chains of
glucose monomers connected by and 1,6
Polysaccharides is a long chain of glycosidic linkages. Because of the way the
monosaccharides linked by glycosidic bond. subunits are joined, the glucose chains have a
The chain may be branched or unbranched, and helical structure.
it may contain different types of monosaccharides.
The molecular weight may be 100,000 daltons or
more depending on the number of monomers Glycogen is the storage form of glucose in
joined. Starch, glycogen, cellulose, and chitin humans and other vertebrates and is made up of
are primary examples of polysaccharides. monomers of glucose.
Starch is the stored form of sugars in plants and is
made up of a mixture of amylose and Cellulose is the most abundant natural
amylopectin (both polymers of glucose). biopolymer.
Starch is made up of glucose monomers that are Cellulose is made up of glucose monomers that are
joined by 1-4 or 1-6 glycosidic bonds. The linked by β 1-4 glycosidic bonds.
numbers 1- 4 and 1-6 refer to the carbon number of
the two residues that have joined to form the bond.
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Figure 7. Insects have a hard outer exoskeleton
made of chitin, a type of polysaccharide.
CARBOHYDRATES
METABOLISM
The whole of the biochemical processes
responsible for the metabolic formation,
Figure 6. In cellulose, glucose monomers are breakdown and interconversion of
linked in unbranched chains by β 1-4 glycosidic carbohydrates in living organism.
linkages. Because of the way the glucose subunits Carbohydrates are central to many essential
are joined, every glucose monomer is flipped metabolic pathways. Plants synthesize
relative to the next one resulting in a linear, fibrous
carbohydrates from carbon dioxide and water
structure.
through photosynthesis, allowing them to store
energy absorbed from sunlight internally.
When animals and fungi consume plants, they
Carbohydrates serve various functions in use cellular respiration to break down these
different animals. Arthropods (insects, stored carbohydrates to make energy available
crustaceans, and others) have an outer to cells. Both animals and plants temporarily
skeleton, called the exoskeleton, which protects store the released energy in the form of high-
their internal body parts. energy molecules, such as ATP, for use in
various cellular processes.
Although humans consume a variety of
carbohydrates, digestion breaks down complex
carbohydrates into a few simple monomers
(monosaccharide) for metabolism: glucose,
fructose, and galactose.
Glucose constitutes about 80% of the products
and is the primary structure that is distributed
to cells in the tissues, where it is broken down
or stored as glycogen.
In aerobic respiration, the main form of cellular
respiration used by humans, glucose and
oxygen are metabolized to release energy, with
carbon dioxide and water as by products.
Most of the fructose and galactose travel to the
liver, where they can be converted to glucose.
Some simple carbohydrates have their own
enzymatic oxidation pathways, as do only a few
of the more complex carbohydrates.
The disaccharide lactose, for instance, requires
the enzyme lactase to be broken into its
monosaccharide components, 12 glucose and
galactose.
aerobic oxidation
Glycolysis
Gluconeogenesis
Pentose Phosphate Pathway
Glycogenesis
Glycogenolysis
Gluconeogenesis
the reverse process of glycolysis It involves the
conversion of non-carbohydrate molecules
into glucose
the non-carbohydrate molecules that are
converted in this pathway include pyruvate,
lactate, glycerol, alanine, and glutamine.
Glycolysis this process occurs when there are lowered
amounts of glucose.
the process of breaking down a glucose the liver is the primary location of
molecule into two pyruvate molecules, while gluconeogenesis, but some also occurs in the
storing energy released during this process as kidney.
ATP and NADH.
nearly all organisms that break down glucose
utilize glycolysis.
this pathway is common to both anaerobic
and aerobic respiration
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Gluconeogenic pathway
The main pathway for gluconeogenesis is
essentially a reversal of glycolysis, but there are
three energy barriers obstructing a simple reversal
of glycolysis.
Glycogenolysis/Glycogen
Catabolism
the breakdown of glycogen. In the liver,
muscles, and the kidney, this process occurs
to provide glucose when necessary.
A single glucose molecule is cleaved from a
branch of glycogen, and is 14
transformed into
glucose-1-phosphate during this process
This molecule can then be converted to
glucose-6-phosphate, an intermediate in Glucagon
the glycolysis pathway.
Glucose-6-phosphate can then progress Glucagon in the liver stimulates
through glycolysis. Glycolysis only glycogenolysis when the blood glucose is
requires the input of one molecule of ATP lowered, known as hypoglycemia. The
when the glucose originates in glycogen. glycogen in the liver can function as a backup
source of glucose between meals.
Alternatively, glucose-6-phosphate can be
converted back into glucose in the liver Adrenaline stimulates the breakdown of
and the kidneys, allowing it to raise blood glycogen in the skeletal muscle during
glucose levels if necessary. exercise.
In the muscles, glycogen ensures a rapidly
accessible energy source for movement.
Glycogenesis
the process of synthesizing glycogen. In
humans, excess glucose is converted to
glycogen via this process
Glycogen is a highly branched structure,
consisting of glucose, in the form of glucose-
6-phosphate, linked together.
The branching of glycogen increases its
solubility, and allows for a higher number of
glucose molecules to be accessible for
breakdown.
Glycogenesis occurs primarily in the liver,
skeletal muscles, and kidney.
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Pentose Phosphate Pathway
An alternative method of oxidizing
glucose. It occurs in the liver, adipose
tissue, adrenal cortex, testis, milk glands,
phagocyte cells, and red blood cells.
It produces products that are used in other
cell processes, while reducing NADP to
NADPH.
This pathway is regulated through changes Significance of Pentose Phosphate
in the activity of glucose-6-phosphate
pathway:
dehydrogenase.
1. To To supply ribose 5-phosphate for bio-
synthesis of nucleic acid;
2. supply NADPH as H-donor in metabolism
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Anabolism of Carbohydrates
Anabolism is the process by which the In these steps simple organic acids can be
body utilizes the energy released by catabolism to converted into monosaccharides such as glucose
synthesize complex molecules. These complex and then used to assemble polysaccharides such as
molecules are then utilized to form cellular starch.
structures that are formed from small and simple
precursors that act as building blocks. Glucose is made from pyruvate, lactate,
glycerol, glycerate 3-phosphate and amino acids
and the process is called gluconeogenesis.
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