2.7

Question 1

Where is MFO located?

Answer 1

Smooth ER

Question 2

What part of the centrifuged medium is the microsomes located?

Answer 2

Bottom Pellet

Question 3

When not catalyzing a reaction what state is iron in?

Answer 3

3+

Question 4

Reduction by CYP450 reductases changes iron to what state?

Answer 4

2+

Question 5

What 2 things happens when CYP450 is in the +2 state?

Answer 5

Binds molecular oxygen

Binds carbon monoxide

Question 6

Speed of hydroxylation of aromatic compounds?

Answer 6

Relatively slow

Question 7

What does the oxidation of aromatic compounds (arenes) by MFO’s lead to?

Answer 7

Formation of phenols

Question 8

Phenolic metabolites undergo conjugation with what type groups?

Answer 8

Water soluble groups

Question 9

During hydroxylation of aromatic compounds what happens to the fat and water solubility?

Answer 9

Fat solubility decreases

Water solubility increases

Question 10

What aids in renal excretion?

Answer 10

Fat solubility decreasing

Water solubility increasing

Question 11

Oxidation of aromatic hydroxylation is believed to proceed?

Answer 11

Via arene oxide intermediate

Question 12

What rearranges to give a phenol during aromatic hydroxylation?

Answer 12

The arene oxide

Question 13

How are dihydrodiols formed?

Answer 13

By enzymatic hydration of the arene oxide by microsomal epoxide hydrase or by direct addition of water

Question 14

What are unstable and may rearrange to afford the phenol or undergo the NIH shift?

Answer 14

Arene Oxide

Question 15

What was the first evidence for formation of the epoxide intermediate?

Answer 15

NIH shift

Question 16

What influences aromatic oxidation?

Answer 16

Nature of the functional groups on the aromatic ring.

Steric Factors

Question 17

Where does hydroxylation occur?

Answer 17

In electron rich rings

Question 18

At what position does hydroxylation occur?

Answer 18

Normally para

Question 19

Which is hydroxylated if there is 2 aromatic rings?

Answer 19

The more electron rich ring

Question 20

What do electron withdrawing groups do to the rate of oxidation?

Answer 20

Decrease it

Question 21

Olefin (alkene) oxidation

Answer 21

Catalyzed by MFO
Faster than aromatic oxidation
Epoxides more stable than arene oxides

Question 22

What reaction may be hydrated to give 1.2-dihydrodiols?

Answer 22

Olefin (alkene) oxidation

Question 23

Benzylic and Allylic Oxidation

Answer 23

Fast Reactions catalyzed by MFO

The alcohol products may be further metabolized or conjugated.