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Essential Cell Biology 5th edition

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Small Molecules in Cells

55

can be released from triacylglycerols and broken down into two-carbon

units. These two-carbon units are identical to those derived from the

breakdown of glucose, and they enter the same energy-yielding reaction

pathways, as described in Chapter 13.

glycerol

glycerol

Fatty acids and their derivatives, including triacylglycerols, are examples

of lipids. Lipids are loosely defined as molecules that are insoluble in

water but soluble in fat and organic solvents such as benzene. They typically

contain long hydrocarbon chains, as in the fatty acids, or multiple

linked aromatic rings, as in the steroids (see Panel 2–5).

The most unique function of fatty acids is in the establishment of the lipid

bilayer, the structure that forms the basis for all cell membranes. These

thin sheets, which enclose all cells and surround their internal organelles,

are composed largely of phospholipids (Figure 2–23).

Like triacylglycerols, most phospholipids are constructed mainly from fatty

acids and glycerol. In these phospholipids, however, the glycerol is joined

to two fatty acid chains, rather than to three as in triacylglycerols. The

remaining –OH group on the glycerol is linked to a hydrophilic phosphate

group, which in turn is attached to a small hydrophilic compound such as

choline (see Panel 2–5, pp. 74–75). With their two hydrophobic fatty acid

tails and a hydrophilic, phosphate-containing head, phospholipids are

strongly amphipathic. This characteristic amphipathic composition and

shape gives them very different physical and chemical properties from

triacylglycerols, which are predominantly hydrophobic. In addition to

phospholipids, cell membranes contain differing amounts of other lipids,

including glycolipids, which are structurally similar to phospholipids but

contain one or more sugars instead of a phosphate group.

Thanks to their amphipathic nature, pure phospholipids readily form

membranes in water. These lipids can spread over the surface of water

to form a monolayer, with their hydrophobic tails facing the air and their

hydrophilic heads in contact with the water. Alternatively, two of these

phospholipid layers can readily combine tail-to-tail in water to form the

phospholipid sandwich that is the lipid bilayer (see Chapter 11).

saturated

fatty acid tails

(A)

unsaturated

fatty acid tails

(B)

Figure 2–22 The properties of fats

depend on the length and saturation

of the fatty acid chains they carry. Fatty

acids are stored in the cytosol of many cells

in the form of droplets of triacylglycerol

molecules ECB5 made E2.20/2.22 of three fatty acid chains

joined to a glycerol molecule. (A) Saturated

fats are found in meat and dairy products.

(B) Plant oils, such as corn oil, contain

unsaturated fatty acids, which may be

monounsaturated (containing one double

bond) or polyunsaturated (containing

multiple double bonds). The presence of

these double bonds causes plant oils to

be liquid at room temperature. Although

fats are essential in the diet, saturated fats

raise the concentration of cholesterol in

the blood, which tends to clog the arteries,

increasing the risk of heart attacks and

strokes.

hydrophilic

head

polar

group

phosphate

glycerol

water

two

hydrophobic

fatty acid

tails

fatty acid

fatty acid

phospholipid

bilayer,

or membrane

(A)

phospholipid molecule

(B)

Figure 2–23 Phospholipids can aggregate to form cell membranes. Phospholipids contain two hydrophobic fatty acid tails and

a hydrophilic head. (A) Phosphatidylcholine is the most common phospholipid in cell membranes. (B) Diagram showing how, in an

aqueous environment, the hydrophobic tails of phospholipids pack together to form a lipid bilayer. In the lipid bilayer, the hydrophilic

heads of the phospholipid molecules are on the outside, facing the aqueous environment, and the hydrophobic tails are on the inside,

where water is excluded.

ECB5 e2.21/2.23

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