Br O...H-N N. н N-H. N Sugar Sugar н 5-bromouracil Adenine (keto form) Br 0-H O N. н 'N..H-N Sugar Sugar O...H-N 5-bromouracil Guanine (епol form) (a) Base palring of 5BU (a thymine analog) with adenine or guanine 5' A:T 5' DNA replication G:C- A 5BU 5' DNA replication G:5BU 5' Incorporated during DNA replication GorA 5BU (b) How 5BU causes a mutation in a base palr during DNA replication FIGURE 19.13 Base pairing of 5-bromouracil and its ability to cause mutation. (a) 5BU is a thy mine analog. In its keto form, 5BU bonds with adenine; in its enol form, it bonds with guanine. (b) During DNA replication, guanine may be incorporated into a daughter strand by pairing with 5BU. After a second round of replication, the DNA con- tains a GC base pair instead of the original AT base pair.

Human Anatomy & Physiology (11th Edition)
11th Edition
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Author:Elaine N. Marieb, Katja N. Hoehn
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Chapter1: The Human Body: An Orientation
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Does 5-bromouracil cause a transition or a transversion?

Br
O...H-N
N.
н
N-H. N
Sugar
Sugar
н
5-bromouracil
Adenine
(keto form)
Br
0-H O
N.
н
'N..H-N
Sugar
Sugar
O...H-N
5-bromouracil
Guanine
(епol form)
(a) Base palring of 5BU (a thymine analog) with adenine or guanine
5'
A:T
5'
DNA
replication
G:C-
A 5BU
5'
DNA
replication
G:5BU
5'
Incorporated
during DNA
replication
GorA 5BU
(b) How 5BU causes a mutation in a base palr during DNA replication
FIGURE 19.13 Base pairing of 5-bromouracil and its ability
to cause mutation. (a) 5BU is a thy mine analog. In its keto form, 5BU
bonds with adenine; in its enol form, it bonds with guanine. (b) During
DNA replication, guanine may be incorporated into a daughter strand by
pairing with 5BU. After a second round of replication, the DNA con-
tains a GC base pair instead of the original AT base pair.
Transcribed Image Text:Br O...H-N N. н N-H. N Sugar Sugar н 5-bromouracil Adenine (keto form) Br 0-H O N. н 'N..H-N Sugar Sugar O...H-N 5-bromouracil Guanine (епol form) (a) Base palring of 5BU (a thymine analog) with adenine or guanine 5' A:T 5' DNA replication G:C- A 5BU 5' DNA replication G:5BU 5' Incorporated during DNA replication GorA 5BU (b) How 5BU causes a mutation in a base palr during DNA replication FIGURE 19.13 Base pairing of 5-bromouracil and its ability to cause mutation. (a) 5BU is a thy mine analog. In its keto form, 5BU bonds with adenine; in its enol form, it bonds with guanine. (b) During DNA replication, guanine may be incorporated into a daughter strand by pairing with 5BU. After a second round of replication, the DNA con- tains a GC base pair instead of the original AT base pair.
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