Monoamine oxidase (MAO) is an enzyme that catalyzes the oxidation of certain biologically important amines. One form

Question:

Monoamine oxidase (MAO) is an enzyme that catalyzes the oxidation of certain biologically important amines. One form of the enzyme catalyzes the following oxidation of serotonin, an important neurotransmitter (Fig. P10.64; a number of antidepressants inhibit this reaction).

(a) How many electrons are lost in this oxidation?

(b) The pro-R hydrogen is removed from carbon in this reaction. Give the product formed when each of the following compounds undergoes this oxidation. HO A NH DH HO ZI B H NH

(c) One of the compounds in part (b) reacts about 10 times faster than the other. Which compound reacts faster? Why? HO H serotonin Figure P10.64 NH HH MAO + a coenzyme HO N H H + NH