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Lecture Objectives
1: Describe the structural features of monosaccharides.
2: Draw the straight-chain and ring structural formulas of
glucose and fructose.
3: Describe the condensation of monosaccharides to form
disaccharides and polysaccharides.
4: List the major functions of carbohydrates in the human
body.
5: Compare the structural properties of starch and cellulose,
and explain why humans can digest starch but not
cellulose.
6: State what is meant by the term dietary fibre.
7: Describe the importance of a diet high in dietary fibre.
• Monosaccharides have an empirical formula
of CH2O
– Many isomers
• Ex: Glucose and fructose have same molecular formula
but have different structures
Glucose
Objective
B.3.1
Describe the structural features of
monosaccharides
• Made up of covalent bonds
• Contain one carbonyl group (C=O)
• Contain at least two hydroxyl groups (-OH)
• Ex. Glucose, fructose, and galactose
Objective
B.3.1
Describe the structural features of
monosaccharides
Objective
B.3.2
Glucose: Straight-Chain Formula
• 6-carbon backbone
• Carbons 1 and 5 are connected by
Oxygen
• Each carbon is bonded to a
hydroxide (except for the 5th)
– Carbon 1 has a hydroxide on top
– Carbon 3 has a hydroxide on the left
– Carbons 2, 4, and 6 have
hydroxides on the right
• All other bonds are occupied with
Hydrogen
Draw the straight-chain and
ring structural formulas of glucose
and fructose
Objective
B.3.2
Glucose: Ring-Structure Formula
• Should be familiar (biology class)
• Hexagon-shape with 5 Carbons
and Oxygen in the top right
corner
• Each carbon bound to 1
hydrogen and 1 hydroxide
– Hydrogen is on top, hydroxide
is on bottom (except Carbon 3)
– Carbon 5 has another carbon(6)
instead of a hydroxide
– Carbon 6 has 2 hydrogens and
1 hydroxide
Draw the straight-chain and
ring structural formulas of glucose
and fructose
The ring-structure forms when
glucose is dissolved in water
and undergoes and internal
reaction
Alpha (α) vs. Beta (β)
•Alpha (α) structure has the
hydroxide group on the bottom
bonded with carbon 1 in the ring
structure. (AB)
•Beta (β) structure has the OH
group on the top bonded to carbon
1 in ring structure. (BT)
•The alpha- and beta- variations only occur in
the ring structure
Objective
B.3.2
Draw the straight-chain and
ring structural formulas of glucose
and fructose
Objective
B.3.2
Fructose: Straight-Chain
Formula
• 6-carbon backbone
• Carbon 1 and Carbon 6 both
have two hydrogens and 1
hydroxide
• Carbon 2 has one single
Oxygen
• Carbons 3, 4, and 5 all have
one hydrogen, one hydroxide
– Carbon 3 is flipped
(hydroxide on the left)
Draw the straight-chain and
ring structural formulas of glucose
and fructose
C
C
C
C
CH2OH
OH
H
OH
H
H
HO
OH
H
C
glucose
C
C
C
C
CH2OH
OH
H
OH
H
H
HO
fructose
O H
O CH2OH
Objective
B.3.2
Fructose: Ring-Structure Formula
• Pentagon-shape with Oxygen at the
top center and 4 other Carbons
• Two bottom Carbons have
one hydrogen and one
hydroxide
• The two side Carbons have
one hydroxide and another
carbon
• Hanging carbons have two
hydrogens and one
hydroxide
Draw the straight-chain and
ring structural formulas of glucose
and fructose
The ring-structure forms when
fructose is dissolved in water
and undergoes and internal
reaction
Objective
B.3.2
Draw the straight-chain and
ring structural formulas of glucose
and fructose
Alpha (α) vs. Beta (β)
•Similar to the Alpha and Beta
structures of glucose
•ARB (Alpha (α): on the right of
C2 for straight-chain, on the
bottom for ring structure)
•BLT (Beta (β): on the left of C2
for straight-chain, on the top for
ring structure)
•Note that the fructose
variations occur at C2, and not C1.
Objective
B.3.3
• Monosaccharides can join together and form a
disaccharide through condensation (dehydration
synthesis)
• Hydroxyl (-OH) groups of monosaccharides (or
disaccharides)
• Maltose Example (glucose + glucose)
– C6H12O6 + C6H12O6 C12H22O11 + H2O
– Hydrogen from one glucose –OH group and OH from
another glucose’s –OH group are lost as water
– Remaining oxygen up bridges the monomers forming a
disaccharide
– 14 linkage utilizing covalent bond (glycosidic bond)
Describe the condensation of
monosaccharides to form
disaccharides and polysaccharides.
Objective
B.3.3
Describe the condensation of
monosaccharides to form
disaccharides and polysaccharides.
maltose
glucose glucose
+ H2O
H H
Objective
B.3.3
• Monosaccharide examples:
–Glucose, Fructose, Galactose
• Disaccharide examples:
–Lactose, Maltose, Sucrose
• Polysaccharide examples:
–Starch, Glycogen, Cellulose
Describe the condensation of
monosaccharides to form
disaccharides and polysaccharides.
Objective
B.3.3
• Disaccharide Structures:
–Lactose (in milk)
• 1 beta-glucose + 1 beta-galactose
Describe the condensation of
monosaccharides to form
disaccharides and polysaccharides.
–Maltose (starch digestion product)
• 2 alpha-glucose
–Sucrose (canesugar, common in food)
• 1 alpha-glucose + 1 beta-fructose
Sucrose
Objective
B.3.4
• Major functions:
–Energy Source
–Energy Storage
–Important for Other Molecules
List the major functions of
carbohydrates in the human body
Objective
B.3.4
• Energy Source: Glucose
–Glucose is a monosaccharide which
helps provide the body with energy
–Glucose is oxidized in respiration to help
form ATP energy for the body to use
List the major functions of
carbohydrates in the human body
http://www.individualsole.com/wp-content/uploads/2010/05/SpSu10_Running_02035_ipod-540x360.jpg
Objective
B.3.4
List the major functions of
carbohydrates in the human body
http://drpinna.com/wp-content/uploads/2010/08/glucose.gif
Objective
B.3.4
• Energy Storage: Glycogen
– Energy, in animals, is stored in the
form of Glycogen (in the liver
muscles)
– Glycogen is formed through
Glycogenesis when there’s an
abundance of glucose in the body
– The polysaccharide Glycogen
breaks down through
Glycogenolysis when more energy
is needed
List the major functions of
carbohydrates in the human body
http://findstorageauctionriches.com/IMAGES/self-storage-units.jpg
Objective
B.3.4
List the major functions of
carbohydrates in the human body
http://themedicalbiochemistrypage.org/images/glycogen.jpg
Objective
B.3.4
• Carbs are Important for
Other Molecules!
– Carbs can be precursors to the formation of
other molecules
– EX. Glucose
– Glucose is needed to produce Vitamin C ,
proteins, and in forming disaccharides and
polysaccharides
– In Glycolysis, glucose undergoes
phosphorylation which allows it to be a
precursor
– Carbs are also involved in structure/support
in plants especially (EX. Cellulose which is
formed from glucose)
List the major functions of
carbohydrates in the human body
http://upload.wikimedia.org/wikipedia/commons/8/81/Ascorbic_acid_structure.png
Ascorbic Acid (Vitamin C)
Objective
B.3.5
Compare the structural properties of starch
and cellulose, and explain why humans can
digest starch but not cellulose.
•Cellulose and Starch are
both polymers of glucose
•The ring structure of
glucose has two orientations
• α- Glucose
•OH group on the carbon
1 and the CH2OH group
on the carbon 5 point in
opposite directions
•β - Glucose
• OH group and CH2OH
group point in the same
direction
– Starch
• Polysaccharide
– Created with a chain α- Glucose units
– Bridging O atom is on the opposite
side of the CH2OH group
• Serves as food storage in plants
– Corn, potatoes, wheat, and rice contain
starch
• Two forms of Starch
– Amylose
» Straight chain polymer between
the 1,4 carbons of the α- Glucose
units (unbranched)
– Amylopectin
» Branched structure that has both
α- 1,4 linkage and α- 1,6 linkage
– The two forms of starch allow it to be a
relatively compact spiral structure
stored as starch grains in plant cells.
Objective
B.3.5
Compare the structural properties of starch
and cellulose, and explain why humans can
digest starch but not cellulose.
• Cellulose
– Polysachharide
– Created with a unbranched chain β - Glucose units
– Bridging O atom is on the same side as the CH2OH group
– Β- 1,4 linkage
– forms uncoiled linear chains due to the “upside down”
alternating glucoses
– Hydrogen Bonds
– These form cables known as microfibrils which are rigid and
give support to plants and make wood a useful building material
Objective
B.3.5
Compare the structural properties of starch
and cellulose, and explain why humans can
digest starch but not cellulose.
• Enzymes that break down starch cannot always break down cellulose because
of their structural differences
• In humans, starch can be hydrolyzed to glucose and oxidized into energy
– Cellulose passes through the body unchanged
– Some animals and bacteria contain enzymes to digest cellulose as a food
source
– Cellulase breaks down the beta glycosidic bonds. Humans do not produce
this enzyme
Objective
B.3.5
Compare the structural properties of starch
and cellulose, and explain why humans can
digest starch but not cellulose.
Objective
B.3.6
• Dietary fibre is mainly plant material
– Characteristics:
• Can’t be hydrolysed (digested) by enzymes in the human
digestive tract
• may be digested by microflora in the gut
• Examples:
– Cellulose
– Hemicellulose
– Lignin
– Pectin
State what is meant by the term
dietary fibre.
Objective
B.3.7
• Dietary fiber passes through the body without being
changed or digested much.
• Aids the health of the large intestine by stimulating the
production of mucous and helping the other products
of digestion to pass out of the body more easily.
• Foods that are high in fiber: bran, dried herbs, spices,
and peppers, soy beans, dark chocolate, and nuts.
• Prevents:
– Constipation
– Obesity
– Crohn's disease
– Hemorrhoids
– Diabetes mellitus
Describe the importance of a diet
high in dietary fiber.
Carbohydrates.ppt
Carbohydrates.ppt

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Carbohydrates.ppt

  • 1.
  • 2.
  • 3. Lecture Objectives 1: Describe the structural features of monosaccharides. 2: Draw the straight-chain and ring structural formulas of glucose and fructose. 3: Describe the condensation of monosaccharides to form disaccharides and polysaccharides. 4: List the major functions of carbohydrates in the human body. 5: Compare the structural properties of starch and cellulose, and explain why humans can digest starch but not cellulose. 6: State what is meant by the term dietary fibre. 7: Describe the importance of a diet high in dietary fibre.
  • 4. • Monosaccharides have an empirical formula of CH2O – Many isomers • Ex: Glucose and fructose have same molecular formula but have different structures Glucose Objective B.3.1 Describe the structural features of monosaccharides
  • 5. • Made up of covalent bonds • Contain one carbonyl group (C=O) • Contain at least two hydroxyl groups (-OH) • Ex. Glucose, fructose, and galactose Objective B.3.1 Describe the structural features of monosaccharides
  • 6. Objective B.3.2 Glucose: Straight-Chain Formula • 6-carbon backbone • Carbons 1 and 5 are connected by Oxygen • Each carbon is bonded to a hydroxide (except for the 5th) – Carbon 1 has a hydroxide on top – Carbon 3 has a hydroxide on the left – Carbons 2, 4, and 6 have hydroxides on the right • All other bonds are occupied with Hydrogen Draw the straight-chain and ring structural formulas of glucose and fructose
  • 7. Objective B.3.2 Glucose: Ring-Structure Formula • Should be familiar (biology class) • Hexagon-shape with 5 Carbons and Oxygen in the top right corner • Each carbon bound to 1 hydrogen and 1 hydroxide – Hydrogen is on top, hydroxide is on bottom (except Carbon 3) – Carbon 5 has another carbon(6) instead of a hydroxide – Carbon 6 has 2 hydrogens and 1 hydroxide Draw the straight-chain and ring structural formulas of glucose and fructose The ring-structure forms when glucose is dissolved in water and undergoes and internal reaction
  • 8. Alpha (α) vs. Beta (β) •Alpha (α) structure has the hydroxide group on the bottom bonded with carbon 1 in the ring structure. (AB) •Beta (β) structure has the OH group on the top bonded to carbon 1 in ring structure. (BT) •The alpha- and beta- variations only occur in the ring structure Objective B.3.2 Draw the straight-chain and ring structural formulas of glucose and fructose
  • 9. Objective B.3.2 Fructose: Straight-Chain Formula • 6-carbon backbone • Carbon 1 and Carbon 6 both have two hydrogens and 1 hydroxide • Carbon 2 has one single Oxygen • Carbons 3, 4, and 5 all have one hydrogen, one hydroxide – Carbon 3 is flipped (hydroxide on the left) Draw the straight-chain and ring structural formulas of glucose and fructose C C C C CH2OH OH H OH H H HO OH H C glucose C C C C CH2OH OH H OH H H HO fructose O H O CH2OH
  • 10. Objective B.3.2 Fructose: Ring-Structure Formula • Pentagon-shape with Oxygen at the top center and 4 other Carbons • Two bottom Carbons have one hydrogen and one hydroxide • The two side Carbons have one hydroxide and another carbon • Hanging carbons have two hydrogens and one hydroxide Draw the straight-chain and ring structural formulas of glucose and fructose The ring-structure forms when fructose is dissolved in water and undergoes and internal reaction
  • 11. Objective B.3.2 Draw the straight-chain and ring structural formulas of glucose and fructose Alpha (α) vs. Beta (β) •Similar to the Alpha and Beta structures of glucose •ARB (Alpha (α): on the right of C2 for straight-chain, on the bottom for ring structure) •BLT (Beta (β): on the left of C2 for straight-chain, on the top for ring structure) •Note that the fructose variations occur at C2, and not C1.
  • 12. Objective B.3.3 • Monosaccharides can join together and form a disaccharide through condensation (dehydration synthesis) • Hydroxyl (-OH) groups of monosaccharides (or disaccharides) • Maltose Example (glucose + glucose) – C6H12O6 + C6H12O6 C12H22O11 + H2O – Hydrogen from one glucose –OH group and OH from another glucose’s –OH group are lost as water – Remaining oxygen up bridges the monomers forming a disaccharide – 14 linkage utilizing covalent bond (glycosidic bond) Describe the condensation of monosaccharides to form disaccharides and polysaccharides.
  • 13. Objective B.3.3 Describe the condensation of monosaccharides to form disaccharides and polysaccharides. maltose glucose glucose + H2O H H
  • 14. Objective B.3.3 • Monosaccharide examples: –Glucose, Fructose, Galactose • Disaccharide examples: –Lactose, Maltose, Sucrose • Polysaccharide examples: –Starch, Glycogen, Cellulose Describe the condensation of monosaccharides to form disaccharides and polysaccharides.
  • 15. Objective B.3.3 • Disaccharide Structures: –Lactose (in milk) • 1 beta-glucose + 1 beta-galactose Describe the condensation of monosaccharides to form disaccharides and polysaccharides.
  • 16. –Maltose (starch digestion product) • 2 alpha-glucose
  • 17. –Sucrose (canesugar, common in food) • 1 alpha-glucose + 1 beta-fructose Sucrose
  • 18. Objective B.3.4 • Major functions: –Energy Source –Energy Storage –Important for Other Molecules List the major functions of carbohydrates in the human body
  • 19. Objective B.3.4 • Energy Source: Glucose –Glucose is a monosaccharide which helps provide the body with energy –Glucose is oxidized in respiration to help form ATP energy for the body to use List the major functions of carbohydrates in the human body http://www.individualsole.com/wp-content/uploads/2010/05/SpSu10_Running_02035_ipod-540x360.jpg
  • 20. Objective B.3.4 List the major functions of carbohydrates in the human body http://drpinna.com/wp-content/uploads/2010/08/glucose.gif
  • 21. Objective B.3.4 • Energy Storage: Glycogen – Energy, in animals, is stored in the form of Glycogen (in the liver muscles) – Glycogen is formed through Glycogenesis when there’s an abundance of glucose in the body – The polysaccharide Glycogen breaks down through Glycogenolysis when more energy is needed List the major functions of carbohydrates in the human body http://findstorageauctionriches.com/IMAGES/self-storage-units.jpg
  • 22. Objective B.3.4 List the major functions of carbohydrates in the human body http://themedicalbiochemistrypage.org/images/glycogen.jpg
  • 23. Objective B.3.4 • Carbs are Important for Other Molecules! – Carbs can be precursors to the formation of other molecules – EX. Glucose – Glucose is needed to produce Vitamin C , proteins, and in forming disaccharides and polysaccharides – In Glycolysis, glucose undergoes phosphorylation which allows it to be a precursor – Carbs are also involved in structure/support in plants especially (EX. Cellulose which is formed from glucose) List the major functions of carbohydrates in the human body http://upload.wikimedia.org/wikipedia/commons/8/81/Ascorbic_acid_structure.png Ascorbic Acid (Vitamin C)
  • 24. Objective B.3.5 Compare the structural properties of starch and cellulose, and explain why humans can digest starch but not cellulose. •Cellulose and Starch are both polymers of glucose •The ring structure of glucose has two orientations • α- Glucose •OH group on the carbon 1 and the CH2OH group on the carbon 5 point in opposite directions •β - Glucose • OH group and CH2OH group point in the same direction
  • 25. – Starch • Polysaccharide – Created with a chain α- Glucose units – Bridging O atom is on the opposite side of the CH2OH group • Serves as food storage in plants – Corn, potatoes, wheat, and rice contain starch • Two forms of Starch – Amylose » Straight chain polymer between the 1,4 carbons of the α- Glucose units (unbranched) – Amylopectin » Branched structure that has both α- 1,4 linkage and α- 1,6 linkage – The two forms of starch allow it to be a relatively compact spiral structure stored as starch grains in plant cells. Objective B.3.5 Compare the structural properties of starch and cellulose, and explain why humans can digest starch but not cellulose.
  • 26. • Cellulose – Polysachharide – Created with a unbranched chain β - Glucose units – Bridging O atom is on the same side as the CH2OH group – Β- 1,4 linkage – forms uncoiled linear chains due to the “upside down” alternating glucoses – Hydrogen Bonds – These form cables known as microfibrils which are rigid and give support to plants and make wood a useful building material Objective B.3.5 Compare the structural properties of starch and cellulose, and explain why humans can digest starch but not cellulose.
  • 27. • Enzymes that break down starch cannot always break down cellulose because of their structural differences • In humans, starch can be hydrolyzed to glucose and oxidized into energy – Cellulose passes through the body unchanged – Some animals and bacteria contain enzymes to digest cellulose as a food source – Cellulase breaks down the beta glycosidic bonds. Humans do not produce this enzyme Objective B.3.5 Compare the structural properties of starch and cellulose, and explain why humans can digest starch but not cellulose.
  • 28. Objective B.3.6 • Dietary fibre is mainly plant material – Characteristics: • Can’t be hydrolysed (digested) by enzymes in the human digestive tract • may be digested by microflora in the gut • Examples: – Cellulose – Hemicellulose – Lignin – Pectin State what is meant by the term dietary fibre.
  • 29. Objective B.3.7 • Dietary fiber passes through the body without being changed or digested much. • Aids the health of the large intestine by stimulating the production of mucous and helping the other products of digestion to pass out of the body more easily. • Foods that are high in fiber: bran, dried herbs, spices, and peppers, soy beans, dark chocolate, and nuts. • Prevents: – Constipation – Obesity – Crohn's disease – Hemorrhoids – Diabetes mellitus Describe the importance of a diet high in dietary fiber.

Editor's Notes

  1. Both are hexose sugars with molecular formula C6H12O6
  2. 1st carbon of one glucose is covalently bonded to the 4th carbon of the other glucose
  3. Condensation can be repeated with disaccharides to form polysaccharides
  4. Condensation can be repeated with disaccharides to form polysaccharides