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Lecture17.

Carbohydrates
Metabolic importance
Precursor of glucose and other monomeric sugars

Fun facts
Composition of human body
Food materials with carbohydrates - Starch

Carbohydrates - Overview
General chemical formula
Importance
Single most abundant class of organic molecules in nature
Major form of stored energy
Structural roles
Covalent connection with proteins and lipids

Emphasis for lecture


carbohydrates that are important energy source

Starch
Molecular structure

Chemical Features of Carbohydrates


Structural features
Asymmetric (Chiral) centers

Monomer
D vs L
D is predominant in nature

Polymer

Linear vs ring structures


Aldo/Keto group
hydroxy group
Ring formation
Six-membered
Five-membered
additional asymmetric center
alpha isomer
beta isomer

3D: Chair vs Boat

glycosidic bonds
hydrogen bonds

Monosaccharides
Aldose
Ketose
3-7 carbons
derivatives

sugar acids
sugar alcohols
deoxy sugars
sugar esters
amino sugars
phospho sugars
Example: ATP

Oligosaccharides
Formation from monosaccharides
two hydroxylic groups
removal of water
glycosidic bond

Examples
Lactose
hydrolysis of glycosidic bond by lactase
Lactose intolerance

Sucrose
Maltose
Cellobiose

Polysaccharides
Starch

Amylose
linear chain

Amylopectin
branched chain

monomeric units= glucose


starch phosphorylase
releases glucose phosphate
substrate of glycolysis

amylase
alpha(1,6) glucosidase

Glycogen
Cellulose
Compare with Amylose

Chitin
Examples
Fungi (cell walls)
Crustacea and insects (exoskeletons)

Compare with cellulose

Peptidoglycans
Polysaccharides linked to peptides
Bacterial cell walls

Gram-positive bacteria
Thick cell wall (25 nm)
Multiple layers of peptidoglycans

Gram-negative bacteria
Thin cell wall (2-3 nm)
Single layer of peptidoglycans
inner and outer lipid bilayer membranes

molecular units of peptidoglycans


N-acetylmuramic acid (NAM)
N-acetylglucosamine (NAG)

molecular composition
Compare with Chitin
Tetrapeptide: Ala-isoglutamate-Lys-Ala
Linkages
NAM (lactate moiety) - Ala
Lys to Ala in adjacent peptide
Direct
Gram-negative
through pentaglycine chain
Gram-positive

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