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Macromolecules of Life Understanding the Basis of Cellular Form and Function

05 Biomolecules 2 AJH

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Macromolecules of Life

Understanding the Basis of

Cellular Form and Function

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Carbohydrates

The Basics

• Structure: CHO

• Categories:• Monosaccharides

• Disaccharides

• Polysaccharides

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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

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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!)

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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