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800 Chapter 25

Copyright © 2017 Pearson Education, Inc.

37.

a. 

CH

3

CH

3

CH

3

CH

3

H

3

C

HO

OH

d. 

CH

3

CH

3

CH

3

CH

3

H

3

C

HO

OH

b. 

H

3

C

O

O

CH

3

CH

3

CH

3

CH

3

c. 

CH

3

CH

3

CH

3

CH

3

H

3

C

e. 

CH

3

CH

3

CH

3

CH

3

H

3

C

HO

O

38.

a.

Starting with mevalonyl pyrophosphate, you can trace the location of the label in the compounds that

lead to the formation of geranyl pyrophosphate. Geranyl pyrophosphate is converted to citronellal.

CH

3

CCH

2

CH

2

OPP

i

OH

CH

2

CO

O

14

CH

3

CCH

2

CH

2

OPP

i

CH

2

14

CH

3

C

CH

3

CH

3

CH

2

OPP

i

14

mevalonyl pyrophosphate

isopentenyl pyrophosphate

dimethylallyl pyrophosphate

C

H

14

14

O

citronellal

14

14

OPP

i

=

CHCH

2

CH

2

C CHCH

2

OPP

i

CH

3

C

CH

3

14

CH

3

14

geranyl pyrophosphate

O

P

O O

O

O

P

O

O

=

OPP

i