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BCH II
Lipids
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Lipids are
insoluble
in water.
fatty acid
oxidation
is highly
exergonic.
Fatty acids with unbranched chains and no double bonds are said to be fully
saturated.
Polyunsaturated fatty acids usually have their double bonds between
C-12
and
C-15.
Monounsaturated fatty acids usually have their double bonds between
C-9
and
C-10.
In most unsaturated fatty acids the double bonds are usually in the
cis
configuration.
Trans
fatty acids are produced by
fermentation
in the rumen of dairy animals and are obtained in dairy products or meat.
Melting points are strongly influenced by the length and degree of
unsaturation
of the
hydrocarbon
chain.
The
nonpolar
hydrocarbon
chain
accounts for the poor solubility of fatty acids in water.
The
carboxylic
acid
group in fatty acids is polar, contributing a slight solubility in short fatty acid chains.
At room temp saturated fatty acids are
waxy
, while unsaturated fatty acids are
oily
liquids.
The difference in melting points of fatty acids is due to different
degrees
of
packing.
In fully
saturated fatty acids
, the free rotation around
carbon bonds
gives the hydrocarbon chain flexibility.
The most stable conformation of saturated compounds is the
fully
extended
form.
Unsaturated
fatty acids have weaker interactions due to the double bonds creating
kinks
in the hydrocarbon chain.
Unsaturated
fatty acids have lower melting points.
Free fatty acids circulate in the blood bounded to
serum
albumin.
Free fatty acids are present in the blood usually in the form of
esters
or
amides.
The simplest lipids constructed from fatty acids is
TAG.
TAG structure:
3
fatty
acids
, linked through
esters
to a
single
glycerol.
TAG is
nonpolar
, essentially
insoluble
in water.
Adipocytes
store large amounts of TAG as
fat
droplets.
Lipases
catalyze the hydrolysis of stored TAG. Which releases
fatty acids
for export to sites that need them.
Oxidation
of
TAG
yields more energy than
oxidation
of
carbohydrates.
TAG provides
insulation
against low temperatures.
The unpleasant taste and smell associated with rancidity results from the
oxidative
cleavage
of
double bonds
in
unsaturated
fatty acids.
Converting cis double bonds to single bonds
increases
the melting point of oils.
LDL
is bad cholesterol.
Waxes usually have a
higher
melting point than TAGs.