B1.1 Carbohydrates and Lipids PowerPoint-1
B1.1 Carbohydrates and Lipids PowerPoint-1
2023
B1.1
Carbohydrates
and Lipids
Sub-Topic Clarification
B1.1.1—Chemical properties of a carbon atom allowing for the formation Students should understand the nature of a covalent bond. Students should also understand that a carbon atom can form up to four single bonds or a combination of single
of diverse compounds upon which life is based and double bonds with other carbon atoms or atoms of other non-metallic elements. Include among the diversity of carbon compounds examples of molecules with branched
or unbranched chains and single or multiple rings. NOS: Students should understand that scientific conventions are based on international agreement (SI metric unit prefixes
“kilo”, “centi”, “milli”, “micro” and “nano”).
B1.1.2—Production of macromolecules by condensation reactions that Students should be familiar with examples of polysaccharides, polypeptides and nucleic acids.
link monomers to form a polymer
B1.1.3—Digestion of polymers into monomers by hydrolysis reactions Water molecules are split to provide the -H and -OH groups that are incorporated to produce monomers, hence the name of this type of reaction.
B1.1.4—Form and function of monosaccharides Students should be able to recognize pentoses and hexoses as monosaccharides from molecular diagrams showing them in the ring forms. Use glucose as an example of the
link between the properties of a monosaccharide and how it is used, emphasizing solubility, transportability, chemical stability and the yield of energy from oxidation as
properties.
B1.1.5—Polysaccharides as energy storage compounds Include the compact nature of starch in plants and glycogen in animals due to coiling and branching during polymerization, the relative insolubility of these compounds due to
large molecular size and the relative ease of adding or removing alpha-glucose monomers by condensation and hydrolysis to build or mobilize energy stores.
B1.1.6—Structure of cellulose related to its function as a structural Include the alternating orientation of beta-glucose monomers, giving straight chains that can be grouped in bundles and cross-linked with hydrogen bonds.
polysaccharide in plants
B1.1.8—Hydrophobic properties of lipids Lipids are substances in living organisms that dissolve in non-polar solvents but are only sparingly soluble in aqueous solvents. Lipids include fats, oils, waxes and steroids.
B1.1.9—Formation of triglycerides and phospholipids by condensation One glycerol molecule can link three fatty acid molecules or two fatty acid molecules and one phosphate group.
reactions
B1.1.10—Difference between saturated, monounsaturated and Include the number of double carbon (C=C) bonds and how this affects melting point. Relate this to the prevalence of different types of fatty acids in oils and fats used for
polyunsaturated fatty acids energy storage in plants and endotherms respectively.
B1.1.11—Triglycerides in adipose tissues for energy storage and thermal Students should understand that the properties of triglycerides make them suited to long-term energy storage functions. Students should be able to relate the use of
insulation triglycerides as thermal insulators to body temperature and habitat.
B1.1.12—Formation of phospholipid bilayers as a consequence of the Students should use and understand the term “amphipathic”.
hydrophobic and hydrophilic regions
B1.1.13—Ability of non-polar steroids to pass through the phospholipid Include oestradiol and testosterone as examples. Students should be able to identify compounds as steroids from molecular diagrams.
bilayer
Organic
Molecules
• In chemistry, organic
means “contains carbon”.
• Organic molecules are
those that are synthesized
by living organisms.
• They are all carbon-based
as a result of carbon’s
ability to form a diversity
of stable compounds.
Overview
molecules s
of Carbon
Organic Chemistry: the
study of compounds
containing carbon
Properties of
Carbon
• Carbon has 4 valence electron, and
therefore can form up to 4 covalent bonds
(tetrahedral).
• Long chains of carbon atoms are bonded
together to form a skeleton for organic
molecules
• Different lengths
• Different arrangement (straight,
branched, ring)
• Different bond types (single,
double, triple)
• Different bonds, rings, and functional
groups may be added on to the skeleton to
change the properties of the molecule.
Ethan Propan 1- 2-
e e Butene Butene
(b) (d) Presence of
Branching rings
Butan 2-
Cyclohexan Benzen
e Methylpropane
e e
© Created by Alyssa 2023
(isobutane)
B1.1.1—Chemical properties of a carbon atom allowing for the formation of diverse compounds upon which life is based
Hydrocarbons
100 µm
(a) A fat molecule(b) Mammalian adipose cells
Isomers
H
H C H
H H
• Isomers are molecules H H H H H H
C
H
(a) Structural Hisomers
C C C C C H H C C C H
with the same molecular H H H H H H H H
H H X H
properties CO2H CO2H
CH3 CH3
• Geometric
• Enantiomers
Estradiol Testosterone
Functional Groups
Functional Group: a chemical group with distinct
properties that behave differently in chemical
reactions
Alcohol
Examples
•
Aldehyde
• Carbonyl
Carboxyl group (—COOH) Carboxylic acid
or organic acid
• Carboxyl
Acetic acid
• Amino
•
Glycine
• Methyl Cysteine
phosphate
Glycerol
phosphate
5-Methylcytosine
compound
Metabolism
Chemical reactions of life:
• Forming bonds between molecules
• Dehydration synthesis
• Synthesis
• Anabolic reactions
• Breaking bonds between molecules
• Hydrolysis
• Digestion
• Catabolic reactions
Endergonic
The Synthesis
of Polymers
Monomers form larger molecules by condensation reactions called
dehydration synthesis.
HO 1 2 3 H HO H
HO 1 2 3 4 H
Longer polymer
(a) Dehydration reaction in the synthesis of a polymer
© Created by Alyssa 2023
B1.1.2—Production of macromolecules by condensation reactions that link monomers to form a polymer
Dehydration Synthesis
enzyme
+
H2 O
enzyme
Types of
Metabolic
Reactions
Exergonic
• Breaking bonds
between molecules
• Hydrolysis
• Release energy
• Digestion
• Catabolic reactions
The Breakdown
of Polymers
Polymers can disassemble by hydrolysis (addition of water
molecules).
HO 1 2 3 4 H
HO 1 2 3 H HO H
(b) Hydrolysis of a polymer
© Created by Alyssa 2023
B1.1.3—Digestion of polymers into monomers by hydrolysis reactions
Hydrolysis
+
enzyme
H2 O
enzyme
Endergoni
c vs. +G
Exergonic -G
Reactions
Condensation Hydrolysis
Energy Energy
consumed Released
Condensati
Covalent bond Covalent
on vs formed bond broken
Hydrolysis
Water removed Water Added
Monomer Polymer
Polymer Monomer
Macromolecul
es Four classes of Carbohydrates
life’s organic Lipids
molecules are Proteins
Nucleic Acids
polymers:
Monomer:
Monosaccharides
Simple Sugar
Molecules
• Composed of C,H,O
(CH2O)n
• Contains 3-7 carbons
• Name often ends in
–ose
• Short-term energy
storage
Structure of Glucose
hexose (6-sided) sugar
Ribose
pentose (5-sided) sugar
Carbohydrat
es
H O
Monosaccharides 1
C CH2OH
6 6
CH2OH
2 CH2OH
H C OH 5C H
O C
5
O 6
H H H O
H H 5 H
Structure of
3
HO C H
H H H
C
4
OH C
1
C
4 1
C
4
OH 4
OH
1
H C OH H H
O HO 3 2 OH
OH OH
3 C 2
C 3
C C
2 OH
Carbohydrates
H C
5
OH
H OH
H OH H OH
H 6
C OH
May be linear Can form rings Linear and ring forms. Chemical equilibrium between th
linear and ring structures greatly favors the formation of rin
To form the glucose ring, carbon 1 bonds to the oxygen
attached to carbon 5.
Examples of Monosaccharides
Triose sugars Pentose sugars Hexose sugars
(C3H6O3) (C5H10O5) (C6H12O6)
H O H O H O H O
C C C C
H C OH H C OH H C OH H C OH
Aldoses
H C OH H C OH HO C H HO C H
H H C OH H C OH HO C H
H C OH H C OH H C OH
Glyceraldehyde H C OH H C OH
H
Ribose H H
Glucose Galactose
H H H
H C OH H C OH H C OH
C O C O C O
Ketoses
H C OH H C OH HO C H
H H C OH H C OH
Dihydroxyacetone H C OH H C OH
H H C OH
Ribulose H
Fructose
Glucose
• Glucose has the formula
C6H12O6
Alpha vs Beta
Glucose:
Differentiate
Between the
Two
Galactose
• Most commonly found in
milk, but also found in
cereals.
• Galactose is also a hexose
sugar like glucose.
• It has the same formula
C6H12O6 but is less sweet
Fructose
• Fructose is another pentose
sugar commonly found in
fruits and honey.
• It is the sweetest naturally
occurring carbohydrate.
Ribose
• Ribose is a pentose sugar,
it has a pentagonal ring.
• It forms the backbone of
RNA.
• Deoxyribose differs as
shown in the diagram and
forms the backbone of
DNA.
H O H H O H H O H 1– 4 H O H
H H H 1 glycosidic 4 H
OH H OH
HO
OH H OH
OH H linkage OH H
HO OH HO
O OH
H OH H OH
H OH H OH
H2 O
CH2OH CH2 OH
CH2 OH
CH2 OH
H O H O H H O H 1–2 O H
H H 1 glycosidic
2
OH H H HO OH H linkage
H HO
HO
OH HO CH2 OH HO O CH2 OH
H OH OH
H H OH OH H
H2 O
Examples of
Disaccharides
• Maltose (C12H22O11) is a dimer of glucose.
• Lactose (C12H22O11) is most found in milk.
• The two subunits that make up lactose are
glucose and galactose.
• Sucrose (C12H22O11) is also known as table
sugar.
• The two monosaccharides that make it up
are glucose and fructose.
Polysaccharides
Chloroplas
Starch
t
Amylose and
Amylopectin are
both forms of
1 m
starch and
made from
repeating
glucose units
Amylose
Amylopectin
2. Glycogen
• (C6H10O5)n :consists of glucose monomers.
• Condensation reactions link carbon
atom 1 - 4 on the next α-glucose.
• Branches occur where a condensation
reaction instead links carbon atom 1 –
6.
• The molecule is compact.
• Glycogen is the major storage form of
glucose in animals.
• It is stored in the liver and some
muscles in humans. The molecule
• Glycogen is useful in cells for glucose, and varies in size,
consequently energy, storage. typically it
consists of 30,000
units
3. Cellulose • The molecules are linked together with hydrogen bonds which form bundles called
cellulose microfibrils.
• This prevents plant cells from bursting, even under very high (water) pressure.
CH2O
H
H O OH
H
OH H
OH H
4. Chitin H NH
C O
CH
3
• Another important
structural polysaccharide (b) Chitin forms the exoskeleton
(a) The structure of the (c) Chitin is used to make a
of arthropods. This cicada strong and flexible surgical
• Is found in the chitin monomer.
is molting, shedding its old thread that decomposes after
exoskeleton of exoskeleton and emerging the wound or incision heals.
arthropods in adult form.
5.
Glycoproteins
• A glycoprotein is a sugar-protein
molecule.
• Glycoproteins perform vital
biochemical and structural
functions.
• They enable cells to recognize
another cell as familiar or
foreign, which is called cell-cell
recognition.
• They also help cells attach to A glycoprotein is a compound containing carbohydrate (or glycan) covalently
and bind other cells, which is linked to protein. The carbohydrate may be in the form of a monosaccharide,
disaccharide(s). oligosaccharide(s), polysaccharide(s), or their derivatives
called cell adhesion. (e.g. sulfo- or phospho-substituted).
5. •
with carbohydrates attached) present on the surface of red blood cells.
– ABO •
•
Type AB individuals have both.
Using Visualizat
ion Software
• Select the glucose molecule and identify the colors used to represent carbon,
hydrogen and oxygen atoms.
• Using the models identify and describe the differences between glucose, sucrose and
fructose.
• Look at the amylose model and zoom out from it. Describe the overall shape of the
molecule.
• Zoom in on the amylose molecule. Each glucose sub-unit is bonded to how many other
sub-units? Which carbons atoms used to form the glycosidic bonds? Are there any
exceptions to these rules?
• Select the amylopectin model and zoom in on the branch point. This glucose sub-unit
is bonded how many others and which carbon atoms are used for bonded compared
with the un-branched amylose molecule?
• Using a similar approach to that above investigate the structure of glycogen and find
the similarities and differences between it and both amylose and amylopectin.
Circle the
Sugars:
Lipids
Structure of Lipids
O
H 3C (CH2)n C
Chain (or ring) of carbon and
OH
hydrogen atoms
Carboxylic group
Lipid
Hormonal signaling.
Functions
Triglycerides may form a tissue layer around many key
internal organs and provide protection against physical
injury
• Triglycerides can be used as a long-term energy storage source
• They are stored in specialized groups of cells called adipose tissue
Triglyceride
3 Fatty Acid Chains + Glycerol
Triglycerides
Triglycerides –
Function
Triglycerides – Function
Triglyceride Levels
• In addition to serving as a source of
energy, triglycerides carry the fat- Normal Less than 150 mg/dL
soluble vitamins (including vitamin Borderline-high 150-199 mg/dL
K, an important nutrient in normal
blood coagulation). High 200-499 mg/dL
Lipids
• The amount of energy released in cell respiration per
gram of lipids is DOUBLE that for carbohydrates (and
protein).
Long-Term
glycogen is stored it is associated with 2g of water.
• This is especially critical for active animals as energy
stores must be carried.
Storage
glucose rapidly
• Fats in adipose tissue cannot be mobilized as
rapidly
• Glucose can be used either in anaerobic or aerobic
cell respiration whereas fats and fatty acids can
only be used in aerobic respiration
2
Polyunsaturated – more (2+)
double bonds
Saturated Fatty
Acids
• Have the
maximum number
of hydrogen Stearic acid
atoms possible
• Have no double
bonds
(a) Saturated fat and fatty acid
• Solid at room
temperature
Unsaturated Fatty
• Have one or more double bonds
• Liquid at room temperature
Acids
Types of unsaturated
fats:
• Trans
• Cis
• Monounsaturated
• Polyunsaturated
Oleic acid
Cis-isomers Trans-isomers
Very common in nature Rare in nature – usually artificially produced to produce solid fats,
e.g. margarine from vegetable oils.
the hydrogen atoms are on the same side of the two carbon atoms the hydrogen atoms are on the same side of the two carbon atoms
The double bond causes a bend in the fatty acid chain The double bond does not causes a bend in the fatty acid chain
Therefore cis-isomers are only loosely packed Trans-isomers can be closely packed
Triglycerides formed from cis-isomers have low melting points – they Triglycerides formed from trans-isomers have high melting points –
usually liquid at room temperature they usually solid at room temperature
A positive
Remember: correlation
correlation has been found between saturated
≠ causation.
fatty acid and trans fat intake and rates of CHD in many
studies.
Genetic factors could be responsible.
Hydrophilic head
CH2 N(CH )
Choline
3
CH2 3
O
O P O– Phosphate
O
CH2 CH CH2
Glycerol
Phospholipi O
C OC
O
O
d Structure
Hydrophobic tails
Fatty acids
• Consists of a
Hydrophilic
hydrophilic “head” head
Hydrophobic
and hydrophobic tails
H3 C CH3
CH3
Steroids CH3
CH3
• Lipids characterized by a
carbon skeleton consisting HO
of four fused rings
• Types of steroids:
cholesterol, sex hormones,
adrenocorticoid.
• One steroid, cholesterol, is
found in cell membranes
• Steroids are involved in
hormonal signaling (e.g.
estrogen, progesterone,
testosterone)