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Essential Cell Biology 5th edition

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Small Molecules in Cells

51

with other atoms (see Figure 2–9). Most importantly, one carbon atom

can link to other carbon atoms through highly stable covalent C–C bonds,

producing rings and chains that can form the backbone of complex molecules

with no obvious upper limit to their size. These carbon-containing

compounds are called organic molecules. By contrast, all other molecules,

including water, are said to be inorganic.

In addition to containing carbon, the organic molecules produced by cells

frequently contain specific combinations of atoms, such as the methyl

(–CH 3 ), hydroxyl (–OH), carboxyl (–COOH), carbonyl (–C=O), phosphoryl

(–PO 3 2– ), and amino (–NH 2 ) groups. Each of these chemical groups has

distinct chemical and physical properties that influence the behavior of

the molecule in which the group occurs, including whether the molecule

tends to gain or lose protons when dissolved in water and with which

other molecules it will interact. Knowing these groups and their chemical

properties greatly simplifies understanding the chemistry of life. The most

common chemical groups and some of their properties are summarized

in Panel 2–1 (pp. 66–67).

Cells Contain Four Major Families of Small Organic

Molecules

The small organic molecules of the cell are carbon compounds with

molecular weights in the range 100–1000 that contain up to 30 or so

carbon atoms. They are usually found free in solution in the cytosol and

have many different roles. Some are used as monomer subunits to construct

the cell’s polymeric macromolecules—its proteins, nucleic acids,

and large polysaccharides. Others serve as energy sources, being broken

down and transformed into other small molecules in a maze of

intracellular metabolic pathways. Many have more than one role in the

cell—acting, for example, as both a potential subunit for a macromolecule

and as an energy source. The small organic molecules are much

less abundant than the organic macromolecules, accounting for only

about one-tenth of the total mass of organic matter in a cell. But small

organic molecules adopt a huge variety of chemical forms. Nearly 4000

different kinds of small organic molecules have been detected in the

well-studied bacterium Escherichia coli.

All organic molecules are synthesized from—and are broken down

into—the same set of simple compounds. Both their synthesis and their

breakdown occur through sequences of simple chemical changes that

are limited in variety and follow step-by-step rules. As a consequence,

the compounds in a cell are chemically related, and most can be classified

into a small number of distinct families. Broadly speaking, cells

contain four major families of small organic molecules: the sugars, the

fatty acids, the amino acids, and the nucleotides (Figure 2–17). Although

many compounds present in cells do not fit into these categories, these

four families of small organic molecules—together with the macromolecules

made by linking them into long chains—account for a large fraction

of a cell’s mass (Table 2–2).

small organic building blocks

of the cell

SUGARS

FATTY ACIDS

AMINO ACIDS

NUCLEOTIDES

larger organic molecules

of the cell

POLYSACCHARIDES, GLYCOGEN,

AND STARCH (IN PLANTS)

FATS AND MEMBRANE LIPIDS

PROTEINS

NUCLEIC ACIDS

Figure 2–17 Sugars, fatty acids, amino

acids, and nucleotides are the four main

families of small organic molecules

in cells. They form the monomeric

building blocks, or subunits, for larger

organic molecules, including most of the

macromolecules and other molecular

assemblies of the cell. Some, like the sugars

and the fatty acids, are also energy sources.

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