Lipids are organic molecules that contain long hydrocarbon chains and are insoluble in water. The three main types of lipids in the human body are triglycerides, phospholipids, and steroids. Triglycerides are formed from glycerol and fatty acids and are used for energy storage. Phospholipids make up cell membranes and are formed from glycerol, fatty acids, phosphate, and nitrogen compounds. Steroids like cholesterol are important for cell signaling and hormone production but high levels can increase heart disease risk. Lipids play important structural and energy storage roles but too much can lead to obesity and heart problems.
2. General Info. - Lipids
Organic molecules with long hydrocarbon
chains
Contains oxygen, carbon, and hydrogen
Soluble in non-polar solvents
Organic solvents
Insoluble in water
Occur in only 3 forms
3. B.4.1: Compare the composition of the 3
types of lipids found in the human body.
3 types
Triglycerides (aka fats and oils)
Phospholipids (aka lecithin)
Steroids (aka cholesterol)
4. B.4.1. (Triglycerides)
Fat vs. Oil
Fat saturated (Solid)
Oil unsaturated (Liquid)
Triglycerides are formed by
CONDENSATION reaction between
propane-1,2,3-triol (glycerol) and long chain
carboxylic acids (fatty acids)
6. B.4.1. (Phospholipids)
Integral part of all cell membranes
Made of four components
GLYCEROL linked to TWO FATTY ACIDS and a PHOSPHATE
GROUP by esterification; phosphate is linked to a NITROGEN
CONTAINING ALCOHOL
8. B.4.1. (Steroids)
Also known as CHOLESTEROL
HighDensity Lipid (HDL)
Low Density Lipid (LDL)
Organic structure of 4 rings (always have 20
carbon atoms)
9. B.4.2: Outline the difference between HDL
and LDL cholesterol and outline its
Both are LIPOPROTEINS
Have SAME structure
LDL transports CHOLESTEROL TO THE
ARTERIES where it lines the walls.
Saturatedfats
Cardiovascular disease
HDL can REMOVE cholesterol from the
arteries and transport it back to the
10. B.4.3: Describe the difference in structure
between saturated and unsaturated fatty
Saturated Fatty Acid
Every carbon has the maximum amount of
hydrogens (SINGLE bonds only)
Unsaturated Fatty Acid
DOUBLE bonds
LOWER MELTING POINT
Creates a “kink” or a bend
STEARIC EFFECT (relevant to shape): the
interjection of double bonded C atoms prevent
the fatty acid molecules from approaching
each other closely and hence interacting via
Van der Waals’ forces.
11. B.4.3. (Saturated vs.
SATURATED UNSATURATED
Type Molec. Structure Phys. Structure Van der Waals Mel7ng Points
Saturated All single bonds C‐C Straight chains Greater (more High (solid at room
atoms) stronger interac9on temp)
Unsaturated One C=C (mono‐) or Double‐bonds Lesser (fewer Low (liquid at room
several C=C (poly‐) à kinked chain atoms) weaker interac9on temp)
12. B.4.4: Compare the structures of the 2 essential
fatty acids linoleic (omega-6) and linolenic
Linoleic (ω‐6 faJy acid)
POLY-UNSATURATED fatty acid
Carboxylic acid with an 18 carbon chain and two cis-
double bonds (C=C)
cis means on the same side
The first double bond is located at the 6th carbon from the
methyl end (aka- the omega end) and the second is located
at the 9th.
Carboxylic Acid
omega end
13. B.4.4. (Linolenic (ω‐3 faJy acid)
POLY-UNSATURATED fatty acid
Carboxylic acid with an 18 carbon chain and THREE cis- double
bonds (C=C)
The first double bond is located at the 3rd carbon from the
methyl end (aka- the omega end), the second is located at the
6th, and the third is located at the 9th. (Multiples of 3!)
Carboxylic Acid
omega end
14. B.4.5: Define the term iodine number and
calculate the number of C=C double bonds in
Unsaturated fats can undergo addition
reactions
One mole of Iodine reacts with one mole of
double bonds
Iodine is colored
As reaction takes place, purple color
disappears
Fats can be described by their iodine
number
15. B.4.5. (Calculating Iodine
2 Titrations
IBr and ICl mixed in glacial acetic acid Iodine
is formed (YELLOW)
IBr and Icl mixed in glacial acetic acid + sample of
FAT in solution
Titrated w/ SODIUM THIOSULFATE
Concentration of iodine is determined
Difference of concentration of AMOUNT OF
IODINE (in 2 titrations)
Ratio of FAT: IODINE
16. B.4.6: Describe the condensation of
glycerol and 3 fatty acid molecules to
Condensation WATER is formed
ESTERIFICATION between the glycerol
backbone and 3 fatty acid molecules
http://nutrition.jbpub.com/resources/
animations.cfm?id=10&debug=0
Requires 3 FATTY ACIDS +
1 GLYCEROL
Glycerol (3 carbon
backbone)
18. B.4.7: Describe the enzyme-catalyzed
hydrolysis of triglycerides during
Fats and oils are hydrolyzed by enzymes to
GLYCEROL and FATTY ACIDS
Enzymes known as LIPASES
This is the REVERSE of the formation of fats
After hydrolysis, the products are broken down
further by a series of REDOX REACTIONS
Produces CARBON DIOXIDE, WATER, and
ENERGY
Fats are in a LESS OXIDIZED form than
carbohydrates so the same weight of fat
20. B.4.8: Explain the higher value of fats as
compared to carbohydrates.
Fats
Long hydrocarbon chains
Mass mainly from CARBONS (oxygen: carbon ratio
small)
Carbohydrates
Contain EQUAL proportions of carbon and
oxygen and TWICE AS MUCH HYDROGEN
atoms
Fats and Carbohydrates metabolize
CO2 and H2O (products)
21. B.4.8. (Reasoning for Higher
Amount of OXIDATION that takes place as the
compounds are converted to CO2 and H2O (Fat
needs more oxidation to occur)
In fats most carbons are bonded to hydrogen atoms, so
when fats are metabolized they form more new C-O
bonds, releasing more energy than carbohydrates
(where C-O bonds exist)
The bond enthalpy of the C-O bond is high, so when it
forms a large amount of energy is released
Fat molecules require about half as much
oxygen for the same number of carbon atoms
OXIDATION OF FATS IS LONGER, but produces more
energy
22. B.4.9: Describe the important roles of lipids in
the body and the negative effects they can
Cell Membranes (structurally)
Phospholipids consist of a polar, hydrophilic
phosphate ‘head’ and two hydrophobic fatty
acid ‘tails’.
Phospholipid will always point toward water
creates the structure of the
PHOSPHOLIPID BILAYER
Energy Storage
TRIGLYCERIDE LIPIDS
23. B.4.9. (“Good” Roles of Lipids)
Insulation and Protects Organs
Adipose tissue (ADIPOCYTES)
Lipids are COVALENT COMPOUNDS that do
not conduct heat or electricity easily.
Steroid Hormones
Cell-signaling
HORMONE-PROTEIN COMPLEXES + frequency
Ω‐3 faJy acids reduce the risk of heart
disease
increasing circulation and breaking down the
24. B.4.9. (“Bad” Roles of Lipids)
Cholesterol + LDL
A high-cholesterol diet can result in a high
concentration of LDLs in the bloodstream
(hardening and blocking)
Obesity
Carbohydrates not metabolized as turned into
lipids via adipocytes (leading to increased body
mass)
Increased body mass leads to strains on other
body parts