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Define lipid
Know and understand the classes of lipids
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Definition of a Lipid
Is based on solubility
Lipids are insoluble in water but readily soluble in
organic solvents such as chloroform or acetone
You know them as fat
They stored a lot of energy – good as source of
energy but bad if too much stored
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Three major types of lipids
Phospholipids – cell membrane
Steroids
To create hormones
Cholesterol is one type of steroids
Triglycerides
Liver tries to store excess glucose to glycogen
When there are excess in glycogen triglycerides
Stored in adipose tissue
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Classes of Lipids
All biological lipids are amphipathic
Fatty acids
Triacylglycerols
Glycerophospholipids
Sphingolipids
Waxes
Isoprene-based lipids (including steroids)
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Fatty acids
Fatty acids are carboxylic acids with long
hydrocarbon chain (10-30; usually 12-18)
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Fatty acids
Know the common names and structures for fatty
acids up to 20 carbons long
Saturated
Lauric acid (12 C)
Myristic acid (14 C)
Palmitic acid (16 C)
Stearic acid (18 C)
Arachidic acid (20 C)
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Fatty acids
Unsaturated fatty acids
Hydrocarbon chain contain at least one double
bonds – making them unsaturated with hydrogen
The double bonds will produce kinks in the fatty
acids
Oleic acid
Linoleic acids
Arachidonic acids
Palmitoleic acid
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Fatty acids
Saturated fatty acids
Hydrocarbon chain do not contain double bonds –
making them saturated with hydrogen
Palmitic acid
Myristic acid
Stearic acid
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12
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Fatty acids
Structural consequences of unsaturation
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Triacylglycerols are formed from glycerol and
fatty acids
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Triacylglycerols
Triacylglycerols do not occur as components of
membranes
They accumulate in adipose tissue and provide a
means of storing fatty acids in animals
Other advantages:
Insulation
Energy without nitrogen
Metabolic water
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Triacylglycerols
When organism uses fatty acids, the ester linkages
of triacylglycerols are hydrolyzed by enzyme called
lipases
This hydrolysis reaction can also occur outside
organism with acids or bases as catalyst
saponification
Products 1: glycerol (glycerin)
Product 2: Salt of fatty acid (eg sodium salt of fatty acid)
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Phosphoacylglycerol
Two fatty acids are esterified to the glycerol
molecule + phosphoric acid
G
Fatty acid L
Y
Fatty acid C
E
R
O Phosphoric acid
L
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Phosphoacylglycerol
Fatty acids are usually monoprotic acids; one carboxyl
group can form an ester bond
But phosphoric acid is a triprotic acid; can form more
than one ester linkage
One molecule of phosphoric acid can form ester bonds
both to glycerol and to some other alcohol creating
phosphatidyl ester
They are classed as phosphoacylglycerols
They have long nonpolar hydrophobic tails and polar
hydrophilic head groups- amphipathic.
Important components of biological membranes
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Sphingolipids
Base structure is sphingosine – do not contain
glycerol
Sphingosine is an 18-carbon amino alcohol
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Sphingolipids
The simplest compounds of this class is ceramides
Consist of one fatty acid linked to the amino group of
sphingosine by amide bond
Glycosphingolipids are ceramides with one or more sugars
in beta-glycosidic linkage at the 1-hydroxyl group
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Sphingolipids
Sphingolipids are found in both plants and animals –
particularly abundant in nervous system
Spingomyelins
Similar structure to phosphoacylglycerol
Amphipathic
Occur in cell membranes in the nervous system
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Waxes
Complex mixture of esters of long-chain carboxylic acids
(fatty acids) and long-chain alcohol
Highly insoluble
Animal skin and fur are wax-coated
Leaves of many plants
Bird feathers
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An example of a wax. Oleoyl alcohol is
esterified to stearic acid in this case
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Terpenes
Based on the isoprene structure
All sterols (including cholesterol) are terpene-
based molecules
Steroid hormones are terpene-based
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Steroids
Based on a core structure consisting of three 6-
membered rings and one 5-membered ring, all
fused together
Cholesterol is the most common steroid in animals
and precursor for all other steroids in animals
Precursor of other steroids and vit D3
Play role in the development of atherosclerosis – lipid
deposit blocks blood vessels
Steroid hormones serve many functions in animals
- including salt balance, metabolic function and
sexual function
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The structure of cholesterol
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Several important sterols
derived from cholesterol
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End of topic
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