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Essential Cell Biology 5th edition

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The Structure of DNA

177

5′

3′

(A)

H

H

cytosine H

H N

C C

C

N C

O

thymine

CH 3 O

C C

C

N

C

T

N

N

C

O

H

H

hydrogen

bond

H

H

H

O

N

N

1 nm

N

N

H

C

C

H

H

C

C

G

A

guanine

C

N

C

N

C

N

N

C

N

adenine

N

C

C

H

sugar–

phosphate

backbone

H

3′

5′

3′ end

0.34 nm

HO

O _

O

P O

O

O _

C

O

P O O

O

O

_ P

T

O O O

G

O

O

O P O _

O _

(B)

5′ end

hydrogen bond

O

O

C

bases

G

A

5′ end

G

O

OH

C

O

3′ end

_ O O _

P

O O

O

O

P O

O _

O

O

O

P

O

O _ O

sugar

O

P O _

O

phosphodiester

bonds

Figure 5–4 The two strands of the DNA double helix are held together by hydrogen bonds between

complementary base pairs. (A) Schematic illustration showing how the shapes and chemical structures of the

bases allow hydrogen bonds to form efficiently only between A and T and between G and C. The atoms that form

the hydrogen bonds between these nucleotides (see Panel 2–3, pp. 70–71) can be brought close together without

perturbing the double helix. As shown, two hydrogen bonds form between A and T, whereas three form between

G and C. The bases can pair in this way only if the two polynucleotide chains that contain them are antiparallel—that

is, oriented in opposite directions. (B) A short section of the double helix viewed from its side. Four base pairs are

illustrated; note that they lie perpendicular ECB5 e5.06/5.07

to the axis of the helix, unlike the schematic shown in (A). As shown in

Figure 5−3, the nucleotides are linked together covalently by phosphodiester bonds that connect the 3ʹ-hydroxyl

(–OH) group of one sugar and the 5ʹ phosphate (–PO 3 ) attached to the next (see Panel 2–7, pp. 78–79, to review how

the carbon atoms in the sugar ring are numbered). This linkage gives each polynucleotide strand a chemical polarity;

that is, its two ends are chemically different. The 3ʹ end carries an unlinked –OH group attached to the 3ʹ position on

the sugar ring; the 5ʹ end carries a free phosphate group attached to the 5ʹ position on the sugar ring.

can the information for specifying an organism be carried in chemical

form, and how can the information be accurately copied? The structure

of DNA provides the answer to both questions.

Information is encoded in the order, or sequence, of the nucleotides along

each DNA strand. Each base—A, C, T, or G—can be considered a letter in

a four-letter alphabet that is used to spell out biological messages (Figure

5–6). Organisms differ from one another because their respective DNA

molecules have different nucleotide sequences and, consequently, carry

different biological messages. But how is the nucleotide alphabet used to

make up messages, and what do they spell out?

Before the structure of DNA was determined, investigators had established

that genes contain the instructions for producing proteins. Thus, it

was clear that DNA messages must somehow be able to encode proteins.

Consideration of the chemical character of proteins makes the problem

major

groove

minor

groove

Figure 5–5 A space-filling model shows the conformation of the

DNA double helix. The two DNA strands wind around each other to

form a right-handed helix (see Figure 4–14) with 10 bases per turn.

Shown here are 1.5 turns of the DNA double helix. The coiling of the

two strands around each other creates two grooves in the double

helix. The wider groove is called the major groove and the smaller one

the minor groove. The colors of the atoms are: N, blue; O, red;

P, yellow; H, white; and C, black. (See Movie 5.1.)

2 nm

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