30 Chapter 2
Lipids: fats and their Chemical relatives
n Cells use lipids to store energy, as structural materials, and
as signaling molecules.
Oil and water don’t mix. Why? Oils are a type of lipid, and
a lipid is a nonpolar hydrocarbon. A lipid’s large nonpolar
region makes it hydro phobic, so it does not dissolve eas-
ily in water. Lipids do easily dissolve in other nonpolar
substances. For example, you can dissolve melted butter
in olive oil. Here we are interested first in fats and phos-
pholipids, both of which have chemical “tails” called fatty
acids. We will also consider sterols, which have a backbone
of four carbon rings.
fats are energy-storing
lipids
The lipids called fats have as many
as three fatty acids, all attached to
glycerol. Each fatty acid has a back-
bone of up to thirty-six carbons and
a carboxyl group (—COOH) at one
end. Hydrogen atoms occupy most
or all of the remaining bonding
sites. A fatty acid typically stretches
out like a flexible tail (Figure 2.19).
In saturated fats, the fatty acid
backbones have only single cova-
lent bonds. Animal fats are satu-
rated and solid at room temperature.
Examples are butter, lard, or chicken fat.
The fatty acid tails of unsaturated fats have
one or more double covalent bonds. Such
strong bonds make rigid kinks that prevent
unsaturated fats from packing tightly. Most
vegetable oils such as canola oil, peanut oil,
corn oil, and olive oil are unsaturated. They
stay liquid at room temperature.
Butter, lard, oils, and other dietary fats
consist mostly of triglycerides. These fats
have three fatty acid tails attached to a glyc-
erol backbone (Figure 2.20). Tri glycerides
are the most common lipids in the body as
well as its richest source of energy. Com-
pared to complex carbohydrates, they yield
more than twice as much energy when they are broken
down. This is because triglycerides have more removable
electrons than do carbohydrates—and energy is released
when electrons are removed. In the body, cells of fat-storing
tissues stockpile triglycerides as fat droplets.
Some unsaturated fats are unhealthy. Those known as
trans fats are an example. A double bond in “cis” fatty acids
keeps them kinked, but in trans fatty acids a double bond
keeps them straight (Figure 2.21). Some trans fatty acids
occur naturally in beef and lamb, but they can also form
in a manufacturing process (called hydrogenation) that for
many years was used to solidify vegetable oils for solid
margarines and shortenings used in many commercially
prepared foods. A diet high in trans fatty acids increases
2.10
Figure 2.19 Animated! Fats are built from fatty acids.
A Stearic acid has a carbon backbone fully saturated
with hydrogens. B Oleic acid, with a double bond in the
carbon backbone, is unsaturated. C Linolenic acid, with
three double bonds, is a polyunsaturated fatty acid.
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
H
CO
HO
HCH
HCH
HCH
HCH
HCH
HCH
HCH
CH
CH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
H
CCO
HO
HCH
HCH
HCH
HCH
HCH
HCH
HCH
CH
CH
H CH
CH
CH
HCH
CH
CH
HCH
HCH
H
CO
HO
A stearic acid B oleic acid C linolenic acid
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Figure 2.20 Animated! Triglycerides have
three fatty acid tails attached to glycerol.
CH
HCH
HCH
HCH
HCH
HCH
HCH
CH
CH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
H
CO CO CO
OO
CC
HH
H
O
C
H
H
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
H CH
H
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
HCH
H
H
+3H 2 O
A triglyceride
glycerol
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© iStockphoto.com/George Clerk
fat Lipid molecule that has
up to three fatty acid tails.
fatty acid Compound with a
backbone of carbon atoms
bonded to a carboxyl group.
lipid A nonpolar hydrocarbon.
phospholipid Complex lipid
that has a phosphate func-
tional group.
sterol Type of lipid that has
no fatty acid tail. Sterols
include cholesterol and ste-
roid hormones.
triglyceride Fat that has
three fatty acid tails attached
to a glycerol backbone.
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