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The Carbohydrates
1Ahmed Hassan
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Ahmed Hassan
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2
What are Carbohydrates?
The Chemist’s View of
Carbohydrates
• The term carbohydrate is derived from the French: hydrate de
Carbone
• Carbohydrates consist of the elements Carbon (C), Hydrogen
(H) and Oxygen (O) with a ratio of hydrogen twice that of
carbon and oxygen.
• Empirical formula: Cx(H2O)y and All have C=O and -OH
functional groups.
3Ahmed Hassan
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Types of Carbohydrates
Simple Carbohydrates
 monosaccharides
 Disaccharides
Complex Carbohydrates
 oligosaccharides
 polysaccharides
• glycogen
• starches
4Ahmed Hassan
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The Simple Carbohydrates
• Monosaccharrides are single sugars (most
are hexoses).
 Glucose serves as the essential energy
source, and is commonly known as blood
sugar or dextrose.
 Fructose is the sweetest, occurs naturally in
honey and fruits, and is added to many
foods in the form of high-fructose corn
syrup.
 Galactose rarely occurs naturally as a single
sugar.
5Ahmed Hassan
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6Ahmed Hassan
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D-glucose
• Glucose is an aldohexose sugar.
• Common names include dextrose,
grape sugar, blood sugar.
• Most important sugar in our diet.
• Most abundant organic compound
found in nature.
• Level in blood can be as high as
0.1%
C
C
C
C
C
CH2OH
OH
OH
H
OHH
HO
H
H
OH
7Ahmed Hassan
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D-fructose
• Another common sugar.
• It is a ketohexose.
• Sweetest of all sugars.
CH2OH
|
C=O
|
HO-C-H
|
H-C-OH
|
H-C-OH
|
CH2OH
8Ahmed Hassan
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D-ribose
• An important sugar used
in genetic material.
This sugar is not used as
an energy source but is a part
of the backbone of RNA.
When the C-2 OH is removed,
the sugar becomes deoxyribose
which is used in the backbone of DNA.
H
|
C=O
|
H-C-OH
|
H-C-OH
|
H-C-OH
|
CH2OH
9Ahmed Hassan
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The Simple Carbohydrates
• Disaccharides are pairs of
monosaccharides, one of which is always
glucose
 Condensation reactions link monosaccharides
together.
 Hydrolysis reactions split molecules and commonly
occur during digestion.
 Maltose (Malt sugar) consists of two glucose units. It
is not common in nature except during the
germination of seeds and fermentation.
 Sucrose is fructose and glucose combined. It is
refined from sugarcane and sugar beets, tastes
sweet, and is readily available.
 Lactose is galactose and glucose combined. It is
found in milk and milk products.
10Ahmed Hassan
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11Ahmed Hassan
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Lactose
• Milk sugar - dimer of -D-galactose and
either the  or  - D-glucose.
 -Lactose OOH
H H
H
H
OH
CH2OH
H
OH
OH OH
H
H
H
OH
CH2OH
H
OH
O
-D-galactose -D-glucose
 (1 4) linkage,  disaccharide.
12Ahmed Hassan
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Lactose
• We can’t directly use galactose. It must be
converted to a form of glucose.
• Galactosemia - absence of needed enzymes
needed for conversion.
• Build up of galactose or a metabolite like
dulcitol (galactitol) causes toxic effects.
• Can lead to retardation, cataracts, death.
13Ahmed Hassan
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D-glucose vs. D-galactose
C
C
C
C
C
CH2OH
OH
OH
H
OHH
HO
H
H
OH O
C
C
C
C
C
CH2OH
OH
H
H
OHH
HO
HO
H
H
D-glucose D-galactose
Can you find a difference? Your body can!
You can’t digest galactose - it must be
converted to glucose first.
14Ahmed Hassan
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Sucrose
• Table sugar - most
common sugar in all
plants.
• Sugar cane and beet, are
up to 20% by mass
sucrose.
• Disaccharide of - glucose
and - fructose.
(1 2) linkage
CH2OH O
CH2OHH
OH H
H OH
H O
OH
H
H
OHH
OH
CH2OH
H
O
15Ahmed Hassan
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Sucrose
glucose
fructose
16Ahmed Hassan
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17
How sweet it is!
Sweetness relative
Sugar to sucrose
lactose 0.16
galactose 0.32
maltose 0.33
sucrose 1.00
fructose 1.73
aspartame 180
saccharin 450
Ahmed Hassan
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The Complex
Carbohydrates
• Few (oligosaccharides) or many
(polysaccharides) glucose units
bound/linked together in straight or
branched chains.
18Ahmed Hassan
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Polysaccharides
• Carbohydrate polymers
• Storage Polysaccharides
• Energy storage - starch and glycogen
• Structural Polysaccharides
• Used to provide protective walls or lubricative
coating to cells - cellulose and
mucopolysaccharides.
19Ahmed Hassan
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The Complex
Carbohydrates
• Glycogen
 Storage form of glucose in the body
 Stored in liver and muscles as granules.
 Provides a rapid release of energy when
needed
• Starches
 Storage form of glucose in plants
 Found in grains, tubers, and legumes
20Ahmed Hassan
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Fig. 4-8, p. 106
Starch (amylopectin) Starch (amylose)Glycogen
A Glycogen molecule contains
hundreds of glucose units in
highly branched chains. Each new
glycogen molecule needs a
special protein for the attachment
of the first glucose (shown here in
red).
A Starch molecule contains hundreds of
glucose molecules in either occasionally
branched chains (amylopectin) or
unbranched chains (amylose).
Stepped Art21Ahmed Hassan
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Glucose in the Body
• A Preview of Carbohydrate Metabolism
 The body stores glucose as glycogen in liver
and muscle cells.
 The body uses glucose for energy if
glycogen stores are available.
 If glycogen stores are depleted, the body
makes glucose from protein.
• Gluconeogenesis is the conversion of protein to
glucose.
• Protein-sparing action is having adequate
carbohydrate in the diet to prevent the
breakdown of protein for energy.
22Ahmed Hassan
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Glucose in the Body
• The Constancy of Blood Glucose
Maintaining Glucose Homeostasis
• Low blood glucose may cause dizziness
and weakness.
• High blood glucose may cause fatigue.
• Extreme fluctuations can be fatal.
23Ahmed Hassan
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Glucose in the Body
• The Constancy of Blood Glucose
 The Regulating Hormones
• Insulin moves glucose into the cells and helps to
lower blood sugar levels.
• Glucagon brings glucose out of storage and raises
blood sugar levels.
• Epinephrine acts quickly to bring glucose out of
storage during times of stress.
 Balance glucose within the normal range by
eating balanced meals regularly with
adequate complex carbohydrates.
 Blood glucose can fall outside the normal
range with hypoglycemia or diabetes.
24Ahmed Hassan
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25Ahmed Hassan
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Glucose in the Body
• The Constancy of Blood Glucose
 Diabetes
• Type 1 diabetes is the less common type with no
insulin produced by the body.
• Type 2 diabetes is the more common type where
fat cells resist insulin.
• Prediabetes is blood glucose that is higher than
normal but below the diagnosis of diabetes.
 Hypoglycemia is low blood glucose and can
often be controlled by dietary changes.
26Ahmed Hassan
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27Ahmed Hassan
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Carbohydrates function

  • 3. The Chemist’s View of Carbohydrates • The term carbohydrate is derived from the French: hydrate de Carbone • Carbohydrates consist of the elements Carbon (C), Hydrogen (H) and Oxygen (O) with a ratio of hydrogen twice that of carbon and oxygen. • Empirical formula: Cx(H2O)y and All have C=O and -OH functional groups. 3Ahmed Hassan fb/A7med1Hassan
  • 4. Types of Carbohydrates Simple Carbohydrates  monosaccharides  Disaccharides Complex Carbohydrates  oligosaccharides  polysaccharides • glycogen • starches 4Ahmed Hassan fb/A7med1Hassan
  • 5. The Simple Carbohydrates • Monosaccharrides are single sugars (most are hexoses).  Glucose serves as the essential energy source, and is commonly known as blood sugar or dextrose.  Fructose is the sweetest, occurs naturally in honey and fruits, and is added to many foods in the form of high-fructose corn syrup.  Galactose rarely occurs naturally as a single sugar. 5Ahmed Hassan fb/A7med1Hassan
  • 7. D-glucose • Glucose is an aldohexose sugar. • Common names include dextrose, grape sugar, blood sugar. • Most important sugar in our diet. • Most abundant organic compound found in nature. • Level in blood can be as high as 0.1% C C C C C CH2OH OH OH H OHH HO H H OH 7Ahmed Hassan fb/A7med1Hassan
  • 8. D-fructose • Another common sugar. • It is a ketohexose. • Sweetest of all sugars. CH2OH | C=O | HO-C-H | H-C-OH | H-C-OH | CH2OH 8Ahmed Hassan fb/A7med1Hassan
  • 9. D-ribose • An important sugar used in genetic material. This sugar is not used as an energy source but is a part of the backbone of RNA. When the C-2 OH is removed, the sugar becomes deoxyribose which is used in the backbone of DNA. H | C=O | H-C-OH | H-C-OH | H-C-OH | CH2OH 9Ahmed Hassan fb/A7med1Hassan
  • 10. The Simple Carbohydrates • Disaccharides are pairs of monosaccharides, one of which is always glucose  Condensation reactions link monosaccharides together.  Hydrolysis reactions split molecules and commonly occur during digestion.  Maltose (Malt sugar) consists of two glucose units. It is not common in nature except during the germination of seeds and fermentation.  Sucrose is fructose and glucose combined. It is refined from sugarcane and sugar beets, tastes sweet, and is readily available.  Lactose is galactose and glucose combined. It is found in milk and milk products. 10Ahmed Hassan fb/A7med1Hassan
  • 12. Lactose • Milk sugar - dimer of -D-galactose and either the  or  - D-glucose.  -Lactose OOH H H H H OH CH2OH H OH OH OH H H H OH CH2OH H OH O -D-galactose -D-glucose  (1 4) linkage,  disaccharide. 12Ahmed Hassan fb/A7med1Hassan
  • 13. Lactose • We can’t directly use galactose. It must be converted to a form of glucose. • Galactosemia - absence of needed enzymes needed for conversion. • Build up of galactose or a metabolite like dulcitol (galactitol) causes toxic effects. • Can lead to retardation, cataracts, death. 13Ahmed Hassan fb/A7med1Hassan
  • 14. D-glucose vs. D-galactose C C C C C CH2OH OH OH H OHH HO H H OH O C C C C C CH2OH OH H H OHH HO HO H H D-glucose D-galactose Can you find a difference? Your body can! You can’t digest galactose - it must be converted to glucose first. 14Ahmed Hassan fb/A7med1Hassan
  • 15. Sucrose • Table sugar - most common sugar in all plants. • Sugar cane and beet, are up to 20% by mass sucrose. • Disaccharide of - glucose and - fructose. (1 2) linkage CH2OH O CH2OHH OH H H OH H O OH H H OHH OH CH2OH H O 15Ahmed Hassan fb/A7med1Hassan
  • 17. 17 How sweet it is! Sweetness relative Sugar to sucrose lactose 0.16 galactose 0.32 maltose 0.33 sucrose 1.00 fructose 1.73 aspartame 180 saccharin 450 Ahmed Hassan fb/A7med1Hassan
  • 18. The Complex Carbohydrates • Few (oligosaccharides) or many (polysaccharides) glucose units bound/linked together in straight or branched chains. 18Ahmed Hassan fb/A7med1Hassan
  • 19. Polysaccharides • Carbohydrate polymers • Storage Polysaccharides • Energy storage - starch and glycogen • Structural Polysaccharides • Used to provide protective walls or lubricative coating to cells - cellulose and mucopolysaccharides. 19Ahmed Hassan fb/A7med1Hassan
  • 20. The Complex Carbohydrates • Glycogen  Storage form of glucose in the body  Stored in liver and muscles as granules.  Provides a rapid release of energy when needed • Starches  Storage form of glucose in plants  Found in grains, tubers, and legumes 20Ahmed Hassan fb/A7med1Hassan
  • 21. Fig. 4-8, p. 106 Starch (amylopectin) Starch (amylose)Glycogen A Glycogen molecule contains hundreds of glucose units in highly branched chains. Each new glycogen molecule needs a special protein for the attachment of the first glucose (shown here in red). A Starch molecule contains hundreds of glucose molecules in either occasionally branched chains (amylopectin) or unbranched chains (amylose). Stepped Art21Ahmed Hassan fb/A7med1Hassan
  • 22. Glucose in the Body • A Preview of Carbohydrate Metabolism  The body stores glucose as glycogen in liver and muscle cells.  The body uses glucose for energy if glycogen stores are available.  If glycogen stores are depleted, the body makes glucose from protein. • Gluconeogenesis is the conversion of protein to glucose. • Protein-sparing action is having adequate carbohydrate in the diet to prevent the breakdown of protein for energy. 22Ahmed Hassan fb/A7med1Hassan
  • 23. Glucose in the Body • The Constancy of Blood Glucose Maintaining Glucose Homeostasis • Low blood glucose may cause dizziness and weakness. • High blood glucose may cause fatigue. • Extreme fluctuations can be fatal. 23Ahmed Hassan fb/A7med1Hassan
  • 24. Glucose in the Body • The Constancy of Blood Glucose  The Regulating Hormones • Insulin moves glucose into the cells and helps to lower blood sugar levels. • Glucagon brings glucose out of storage and raises blood sugar levels. • Epinephrine acts quickly to bring glucose out of storage during times of stress.  Balance glucose within the normal range by eating balanced meals regularly with adequate complex carbohydrates.  Blood glucose can fall outside the normal range with hypoglycemia or diabetes. 24Ahmed Hassan fb/A7med1Hassan
  • 26. Glucose in the Body • The Constancy of Blood Glucose  Diabetes • Type 1 diabetes is the less common type with no insulin produced by the body. • Type 2 diabetes is the more common type where fat cells resist insulin. • Prediabetes is blood glucose that is higher than normal but below the diagnosis of diabetes.  Hypoglycemia is low blood glucose and can often be controlled by dietary changes. 26Ahmed Hassan fb/A7med1Hassan