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3 - Lipids
3 - Lipids
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Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids
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Lipids
Lipid
organic compound found in living organisms that is _________
(or _____________) in water but _______ in non-polar organic solvents
Unlike other biomolecules, lipids do not have a common structural feature
that may serve as basis for definition ____________________
different functional groups
present, thus different basic
structural units/building blocks
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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids
phospholipids
steroid hormones
eicosanoids
cholesterol
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Lipids Fatty Acids ➢ most commonly encountered building blocks of lipids
➢ naturally occurring _____________________ with linear (unbranched)
carbon chain
➢ Because of their biosynthesis, they nearly always contain an
______________ of carbon atoms.
3. “Omega” family
4. “Delta” designation
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Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids
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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids
phospholipids
steroid hormones
eicosanoids
cholesterol
Triacylglycerols | 21 of 108
Lipids Triacylglycerols (TAGs) ➢ __ (three ester groups present in one TAG)
TAGs are formed by the esterification of three fatty acids to a glycerol molecule.
Ester linkage
Block diagram
triacylglycerols = ___________
(old name)
Triacylglycerols | 22 of 108
Lipids Triacylglycerols (TAGs)
Types of Triacylglycerols
_________ ________
Triacylglycerol Triacylglycerol
glycerol + three identical fatty acids glycerol + more than one kind of fatty acids
Naturally occurring
simple TAGs are rare.
Triacylglycerols | 23 of 108
Lipids Fats and Oils ➢ naturally occurring mixtures of triacylglycerols
➢ cannot be represented by a single specific chemical formula
FAT OIL
Physical state at room temp (25°C) solid or semi-solid liquid
Source animal plant (and fish)
lard, butter vegetable oil, fish oil
Examples
Although solids at RT, warmer body Fishes would have some serious
temp of the living animal keeps the problems if the TAGs “solidified”
fat somewhat liquid (semi-solid). in cold water.
FAT OIL
Composition predominantly saturated fatty acids, predominantly unsaturated fatty acids
or trans- fatty acids
In dietary discussions,
dietary fat = triacylglycerols
Thus, dietary fat can be either a “fat” or an “oil”.
Cold-water fish or
“fatty fish” are rich
in omega-3 FAs.
Fish do not make the omega-3
fatty acids within themselves.
These FAs are from the algae
they feed on.
Hydrolysis
Saponification
Hydrogenation
Oxidation
acidic
conditions
basic
conditions
Final products of
complete hydrolysis of TAGs:
✓
✓
(identity depends if simple or
mixed TAG)
Final products of
partial hydrolysis of TAGs:
(in human body)
lipase
✓ 2-MAG
(________________)
✓
(identity depends if simple or
mixed TAG)
reaction involved in
soap-making
process
(animal fat or
cooking oil)
SOAP
DETERGENT
micelle
Chemical Reactions of Triacylglycerols | 40 of 108
Lipids Cleansing Action of Soaps and Detergents
Handwashing Against Coronavirus
complete
hydrogenation
Hydrolysis
Saponification
Hydrogenation
Oxidation
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Lipids Bonus Quiz (worth 1 pt)
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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids
phospholipids
steroid hormones
eicosanoids
cholesterol
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Lipids Membrane Lipids ➢ comprise _____ of the cell membrane
(the rest are primarily proteins)
Glycerophospholipid Sphingophospholipid
Differences:
o TAG has ________
____________
o 3 ester linkages
o TAG as __________
____________
o TAG is __________;
glycerophospholipid
is _______
forms an ester
linkage with the
glycerol backbone
phosphate group
phosphatidylcholine
phosphatidylethanolamine
sphingomyelin
✓ sphingomyelins are
found in all cell
membranes
✓ important structural
component of
_______________
galactocerebroside
phospholipids
sphingoglycolipids
Lipid bilayer
• 6-9 nanometers thick
• contains at least one
polar head unsaturated fatty acid
(hydrophilic)
with the bends (due to the cis
bonds) in the carbon chain,
non-polar tail tight packing of the FA chains
(hydrophobic) is prevented (_____________)
Concentration high → low conc high → low conc low → high conc
gradient (with the gradient) (with the gradient) (against the gradient)
Cellular energy none none involves energy supplied
expenditure by ATP
Protein help none protein carriers/ protein pumps
transporters
Molecules/ions that O2, N2, urea, ethanol glucose, chloride (Cl–), Na+, K+, H+
cross through the bicarbonate (HCO3–)
process
Cell Membrane | 75 of 108
Lipids
Discussion Outline
1. Structure and Classification of Lipids
2. Fatty Acids
3. Triacylglycerols
4. Membrane Lipids and Cell Membranes
5. Emulsification Lipids
6. Messenger Lipids
7. Biological Waxes
8. Saponifiable and Non-saponifiable Lipids
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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids
phospholipids
steroid hormones
eicosanoids
cholesterol
Bile Acid
_____________________ that
functions as an emulsifying agent
that makes dietary lipids soluble
in an aqueous environment of the
digestive tract
• Approx. 1/3 of cholesterol produced
by the liver is converted to bile acids.
similar to the action of soap in
washing process
Emulsifying Lipids: Bile Acids | 78 of 108
Lipids Bile Acids
➢ tri- or dihydroxy
cholesterol derivatives
Simple (free)
Bile Acids
Simple bile acids are not the actual emulsifying agents in lipid digestion.
Schematic representation
of the enterohepatic
circulation of bile acids
A. Cholic acid
B. 12-deoxycholic acid
C. 7-deoxycholic acid
D. All of these
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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids
phospholipids
steroid hormones
eicosanoids
cholesterol
Arachidonic acid
Oral Contraceptives
Estrogens Progestins
generally a _________ of synthetic
estrogen and progestin
to prevent ________, thus creating
a false state of pregnancy
Arachidonic acid
Involved in:
• raising body temperature
• inhibiting secretion of gastric juices
• increasing secretion of protective
mucus layer into the stomach
• relaxing and contracting smooth muscle
• directing water and electrolyte balance
Some steroidal (cortisone) and non-steroidal anti-inflammatory
drugs (NSAIDs) (aspirin, ibuprofen, naproxen) target the
• intensifying pain and enhancing
prostaglandin synthesis. inflammation responses
They have anti-pyretic (fever reducing) and mild analgesic
(pain relieving) properties).
Messenger Lipids: Eicosanoids | 96 of 108
Lipids Eicosanoids
Thromboxane
C20 fatty acid derivative containing
______________ ring and oxygen-
containing functional groups
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Lipids Classifications of Lipids
Based on Biochemical Function
Energy- Membrane Emulsification Messenger Protective-
storage Lipids Lipids Lipids Lipids coating Lipids
phospholipids
steroid hormones
eicosanoids
cholesterol
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Lipids Saponifiable and Non-saponifiable Lipids
Saponifiable Lipids
- lipids that can undergo saponification to yield two or more small
molecules
Linkage makeup:
3 ester bonds
4 ester bonds
1 amide and 2 ester bonds
1 amide, 1 ester, 1 glycosidic bond
1 ester bond
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Lipids
END OF CHAPTER
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