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BIOMOLECULES

Macromolecules - are large molecules composed of


thousands of covalently bonded atoms.

Macromolecules are polymers, built from


monomers
Polymers - is a long molecule consisting of many
similar building blocks.
Monomers - small building-block molecules. - means “hydrate of carbon” and derives from the
THE SYNTHESIS AND BREAKDOWN OF formula Cn(H2O)m
POLYMERS - include sugars and the polymers of sugars
A dehydration reaction occurs when two monomers - primary energy source our body needs
C, H, O (1:2:1 ratio)
bond together through the loss of a water molecule
4 CHEMICAL GROUPINGS OF
CARBOHYDRATES
- Monosaccharides
- Disaccharides
- Oligosaccharides
- Polysaccharides
MONOSACCHARIDES
- simple sugars
- - serve as a major fuel for cells and as raw
material for building molecules; have the
general formula CnH2nOn
- - have molecular formulas that are usually
multiples of OH
Polymers are disassembled to monomers by - - based on number of carbons (3, 4, 5, 6), a
hydrolysis, a reaction that is essentially the reverse monosaccharide is a triose, tetrose, pentose
of the dehydration reaction or hexose respectively.

- glucose (C6H12O6) is the most common


monosaccharide

CARBOHYDRATES
- Carbohydrates act as storehouses of
chemical energy
- Carbohydrates are polyhydroxyaldehydes,
polyhydroxyketones, or compounds
that yield them after hydrolysis
Carbohydrate (glycans) has this basic structure:
Monosaccharides are classified by:
BIOMOLECULES

- the location of the carbonyl group (as aldoses destroying the stereochemical information,
and ketoses) the absolute configurations, at chiral centres
- the number of carbons in the carbon skeleton - Draw a three-dimensional representation of
- have the general formula CnH2nOn the molecule oriented so that the vertical
bonds from the stereocenter are directed
away from you and the horizontal bonds
from it are directed toward you.
- None of the bonds to stereocenter are in the
plane of the paper.
- Then write the molecule as a cross, with the
stereocenter indicated by the point at which
the bonds cross.

ENANTIOMERS
- a pair of molecules that exist in two forms that
are mirror images of one another but cannot be
superimposed one upon the other
D/L DESIGNATION
D & L designations are based on the
configuration about the single asymmetric C in
glyceraldehyde.

Aldoses (e.g., glucose) have an aldehyde group


at one end.
Ketoses (e.g., fructose) have a keto group,
usually at C2.
ISOMERS - are molecules that have the same
molecular formula, but have a different
arrangement of the atoms in space.

OH group of the penultimate C is on the right


OH group of the penultimate C is on the left
For sugars with more than one chiral center, D or
L refers to the asymmetric C farthest from the
aldehyde or keto group.
Most naturally occurring sugars are D isomers.
 D & L sugars are mirror images of one
another.
 They have the same name, e.g., D-glucose
& L-glucose.
 Other stereoisomers have unique names,
e.g., glucose, mannose, galactose, etc.
FISCHER PROJECTION FORMULAS  The number of stereoisomers is 2n, where n
- method of representing the three- is the number of asymmetric centers.
dimensional structures of molecules on a  The 6-C aldoses have 4 asymmetric centers.
page Thus there are 16 stereoisomers (8 D-sugars
- a convention used to depict a stereo formula and 8 L-sugars).
in two-dimensional spaces without AMINO SUGARS
BIOMOLECULES

Amino sugars contain an -NH2 group in place of PYRANOSE


an -OH group. - A six-membered cyclic hemiacetal form of a
monosaccharide

CYCLIC STRUCTURES OF
MONOSACCHARIDES

a - (OH below the ring)


 - (OH above the ring)
CHAIR CONFORMATION
- it is more accurate than Haworth projections on
pyranose sugars

An aldehyde can react with an alcohol to form a


hemiacetal.
A ketone can react with an alcohol to form a
hemiketal.
ALDEHYDE

OLIGOSACCHARIDES
made up of anywhere from two to ten
monosaccharide units linked by glycosidic bonds
- they are mildly sweet and are used as a partial
substitute for fats and sugars in some food as
well as to improve the texture of food
- they are short polymers containing 2-10
monosaccharide residues
HAWORTH PROJECTION Dissacharide – 2 monosaccharides
- A way to view furanose and pyranose forms Trissacharide – 3 monosaccharides
of monosaccharides; the ring is drawn flat - Each residue is connected by a glycosidic bond.
and viewed through its edge, with the GLYCOSIDIC BOND
anomeric carbon on the right and the oxygen - A glycosidic bond is the ether linkage formed
atom to the rear. an acetal is made by reacting a hemiacetal of a
ANOMERIC CARBON monosaccharide with a hydroxyl on another
- The hemiacetal carbon of the cyclic form of sugar
a monosaccharide. DISACCHARIDES
ANOMERS - is formed when a dehydration reaction joins
- Monosaccharides that differ in configuration two monosaccharides
only at their anomeric carbons - this covalent bond is called a glycosidic linkage
FURANOSE Sucrose (GLUCOSE + FRUCTOSE)
- A five-membered cyclic hemiacetal form of a - also known as table sugar, is the most abundant
monosaccharide disaccharide in the biological world. It is
BIOMOLECULES

obtained principally from the juice of sugar cane - humans and other vertebrates store glycogen mainly
and sugar beets. in liver and muscle cells
CELLULOSE
- a major component of the tough wall of plant cells
- like starch, cellulose is a polymer of glucose, but the
glycosidic linkages differ
CHITIN
- another structural polysaccharide, is found in the
exoskeleton of arthropods (crunch!)
- provides structural support for the cell walls of
many fungi

Lactose (GLUCOSE + GALACTOSE)


- the principal sugar present in milk

Maltose (GLUCOSE + GLUCOSE)

- derives its name from its presence in malt, the


juice from sprouted barley and other cereal
grains

POLYSACCHARIDES
- consists of hundreds of linked monomers of
glucose or other simple sugars
STORAGE
- STARCH
- CELLULOSE
- CHITIN
- GLYCOGEN
STARCH

- a storage polysaccharide of plants, consists


entirely of glucose monomers
- - plants store surplus starch as granules
within chloroplasts and other plastids
- - the simplest form of starch is AMYLOSE

GLYCOGEN

- is a storage polysaccharide in animals

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