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Physical Properties of Fatty acids Energy Storage Lipids (TAG)

 The physical properties of fatty acids, and of lipids that  The human body is capable of storing small amounts
contain them, are largely determined by the length and of energy-providing compounds for use when energy
degree of unsaturation of the fatty acid carbon chain. demand is high.
 Fatty acids have low water solubilities, which decrease  Glycogen is the most abundant compound in such
with increasing carbon chain length; at 30°C, lauric sense.
acid (12:0) has a water solubility of 0.063g/L and  But other compounds such as Lipids, can also store a
stearic acid (18:0) a solubility of 0.0034 g/L. notable amount of energy that can be utilized once the
 Water solubility for fatty acids is a direct function of the glycogen is exuded.
carbon chain length; solubility decreases as carbon  Lipids such as TAG also function within the body as
length increases. Thus, short-chain fatty acids have energy-storage materials.
slight solubility in water while LCFA are insoluble in  They are concentrated primarily in the adipocytes
water (under the skin, mammary glands, abdominal cavity
 SCFA contains a considerable amount of carboxyl and covering other body organs) which are nearly
group that is polar. filled with such material
 LCFA contains more nonpolar hydrocarbon chain.  TAG are much more efficient in storing energy than
 Fatty acid melting point characteristics are greatly glycogen because large quantities of such molecules
influenced by Carbon chain length and degree of can be packed into a very small volume.
unsaturation.  They are the most abundant type of lipids found in the
 If C-Chain is increased, melting point is also increased human body.
due to a greater surface area associated with longer  In terms of functional groups present, TAG are
carbon chains and increased intermolecular triesters; three ester functional groups are present.
attractions between fatty acid molecules.  An ester is a compound formed from the reaction of an
 Melting points can also be related to the degree of alcohol to that of a carboxylic acid.
unsaturation.  The alcohol involved in TAG formation is always
 An increase in fatty acid saturation means an increase glycerol, a three carbon alcohol with three hydroxyl
in MP. groups.
 An increase in fatty acid unsaturation means a
decrease in MP. Glycerol
 Long-chain saturated fatty acids are solids at room
temperature and long-chain unsaturated fatty acids
are liquids at room temp
 The decreasing MP associated with the increasing
degree of unsaturation is explained by the decreased
intermolecular attraction between carbon chains.
 The double bonds in unsaturated fatty acids, which
generally has the cis-configuration, produce “bends” in
the carbon chains of these molecules.  Fatty acids are the carboxylic acids involved in TAG
 These bends prevent unsaturated fatty acids from formation. In the esterification reaction producing a
packing together as tightly as saturated fatty acids. TAG, a single molecule of glycerol reacts with three
 The greater the number of double bonds, the less fatty acid molecules; each of the three hydroxyl groups
efficient the packing. present is esterified.
 As a result, unsaturated fatty acids always have fewer  The figure presented below shows the triple
intermolecular attractions, and therefore lower MP, esterification reaction that occurs between glycerol
than their saturated counterparts. and three molecules of stearic acid.
 Three molecules of water is produced as a by-product
of the reaction.

Triglycerides
Mixed Triaclyglycerol
 A triester formed from the esterification of glycerol with
more than one kind of fatty acid molecule.
 Naturally occurring simple TAG are rare. Most
biochemically important TAG are mixed TAG

 TAG do not actually contain glycerol and three fatty


acids, but rather contains glycerol residues and three
fatty acid residues. In the formation of TAG, three
molecules of water have been removed from the
structural components of the TAG, leaving residues of
the reacting molecules.
 TAG is a lipid formed by the esterification of three fatty
acids to a glycerol molecule.
 An acyl is found in a triacylglycerol.
 An acyl group is a portion of the carboxylic acid that
remains after the –OH group is removed from the
carboxyl carbon atom.
 TAG molecules contain three fatty acid residues (three
acyl groups) attached to a glycerol residue. An older
name is still frequently used for a Triacylglycerol is a
triglyceride.

Different types of TAG


 Simple TAG
 Mixed TAG

Simple TAG
 A triester formed from the esterification of glycerol with
three identical fatty acid molecules. If the reacting fatty
acid molecules are not all identical, then the result is a
mixed TAG.

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