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8/13/2019 05 Biomolecules 2 AJH
http://slidepdf.com/reader/full/05-biomolecules-2-ajh 1/28
Macromolecules of Life
Understanding the Basis of
Cellular Form and Function
8/13/2019 05 Biomolecules 2 AJH
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Carbohydrates
The Basics
• Structure: CHO
• Categories:• Monosaccharides
• Disaccharides
• Polysaccharides
8/13/2019 05 Biomolecules 2 AJH
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Carbohydrates
• Functions:
– precursors
– energy storage (short-term)
– cell structure
– cell-to-cell recognition
• Structure:
– composed of monosaccharides
– C:H:O ratio 1:2:1
Glyceraldehyde
C3H6O3
Glucose
C6H12O6
8/13/2019 05 Biomolecules 2 AJH
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Group Question: Carbohydrates
• What functional groups
do you see?
• Are carbohydrates polar
or non-polar? Hydrophilic
or hydrophobic?
Glucose
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Monosaccharides (simple sugars)
• Carbon backbone
– Trioses – 3 carbon sugars
– Pentoses – 5 carbon sugars
– Hexoses – 6 carbon sugars
• Numerous hydroxyl groups
• Position of carbonyl group
Glyceraldehyde
t r iose
Glucose
hexose
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Monosaccharides (simple sugars)
• Carbon backbone
• Numerous hydroxyl groups
– Optical isomers – samechemical formula, but
different structure
• Position of carbonyl group Galactose
Glucose
Position of
hydroxyl
groups differ
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Monosaccharides (simple sugars)
• Carbon backbone
• Numerous hydroxyl groups
• Position of carbonyl group
– Aldose – carbonyl at end
– Ketose – carbonyl in middleGylceraldehyde
(aldose)
Dihydroxyacetone
(ketose)
Position of
carbonyl groupdiffers
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Polymerization of Monosaccharides
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Disaccharides
• Maltose = glucose + glucose
• Used in fermentation of beer
•
Lactose = glucose + galactose – Milk sugar
– Crucial energy source for infant mammals
•
Sucrose = glucose + fructose – Transported form of sugar in plants
– Less readily metabolized than glucose
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Polymerization of Monosaccharides
to Make Polysaccharides
Glycogen
α-1,6-glycosidic linkage
α-1,4-glycosidic linkage
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Carbohydrate Functions
Energy Storage
Structure
Cell Identity
Precursors
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Polysaccharides:Short-Term Energy Storage Molecules
Carbohydrate (energy)
storage and release
http://static.howstuffworks.com/gif/diabetes-glucose-regulation.gif
ATP
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Polysaccharides:Short-Term Energy Storage Molecules
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Polymerization of Monosaccharides
to Make Polysaccharides
• Glycogen
– Energy storage molecule in animal cells
– Large number of glucose monomers
(2,000–
600,000)
– Highly-branched – Why?
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Polysaccharides:Short-Term Energy Storage Molecules
Why are carbohydrates well-suited for energy storage?
Large number of C-H and C-C bonds!
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Polysaccharides:Short-Term Energy Storage Molecules
When the atoms in a bond have
little/no difference in
electronegativity …
Electrons are shared equally
between atoms
Electrons are far from an atom
and have more free energy
(more potential/chemical energy
stored in the bond!)
8/13/2019 05 Biomolecules 2 AJH
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Polysaccharides:Short-Term Energy Storage Molecules
Why are carbohydrates well-suited for energy storage?
Large number of C-H and C-C bonds
There is a lot of energy stored in these bonds!
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Polysaccharides:Short-Term Energy Storage Molecules
http://static.howstuffworks.com/gif/diabetes-glucose-regulation.gif
ATP
Carbohydrate (energy)
storage and release
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Cellulose in plant cellwall
Chitin in insectexoskeleton
Peptidoglycan in bacterial cellwall
Polysaccharides:Structural Molecules
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Polysaccharides:Structural Molecules
• Cellulose
– Structural molecule in plant cell walls; fiber, roughage
– Polymer of -glucose monomers
•
-1,4 linkages• Hydrogen bonds form between adjacent parallel strands
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Polysaccharides
• Cellulose – long chains of β-glucose
– β -1,4 (chain) linkages
What makes
this a strong
structural
molecule?
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Cellulose chains form
sheets held together byH bonds…
…sheets stack due tovan der Waals forces...
…and theseare “glued”into a hardmatrix.
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Polysaccharides:Structural Molecules
• Peptidoglycan
– Structural molecule in bacteria (cell walls)
– Polymer of N-acetylglucosamine and N-acetylmuramic acid
(monosaccharide) monomers
• Covalent peptide linkages form between adjacent parallel
strands
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Peptidoglycan and Antibiotics
• Penicillin and Cephalosporin inhibit formation of
cross-links between peptidoglycan strands
– Inhibits bacterial cell wall production
– Weakens bacterial cell wall
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Polysaccharides
•
Animals do not have enzymes that can hydrolyze the -linkages found in structural polysaccharides (cellulose)
– Some bacteria posses these enzymes
– Found in digestive systems of animals that eat grasses
(ruminants); termites
Why aren’t structural polysaccharides used as a source of energy?
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• Glycoproteins – proteins covalently bonded to a
carbohydrate (oligosaccharide)
– Cell-cell recognition; cell “fingerprints”/PIN number
– Cell-cell signaling
Polysaccharides:Cell Identification Molecules
Outside
of cell
Inside
of cell
Glycoprotein
Lot of d ivers i ty in
ol igosacchar ides
Therefore… many
unique “fingerprints”
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Group Questions: Carbohydrates
#2 - Branches in glycogen are the result of
A. α-1,4 glycosidic linkages
B. β-1,4 glycosidic linkages
C. α-1,6 glycosidic linkages
#3 - Which is not a function of carbohydrates?
A. Energy storage
B. Cell identificationC. Cell wall structure
D. Crosslinks between NAG and NAM chains in peptidoglycan