4. Following is the mechanism proposed for the inactivation of monoamine oxidase by N-cyclopropyl-a-methyl benzylamine. The reaction uses flavin (Fl) coenzyme.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter18: Functional Derivatives Of Carboxylic Acids
Section: Chapter Questions
Problem 18.60P
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4. Following is the mechanism proposed for the inactivation of monoamine oxidase
by N-cyclopropyl-a-methyl benzylamine. The reaction uses flavin (Fl) coenzyme.
In the first step, the flavin is an oxidant accepting one electron from the amine
substrate making it a (cation) radical. Propose the step-by-step mechanisms for
the last two steps of the reactions circled.
при при
CH3
FI FI
SU
Ph N
H
3.88
HO
nám
NaBH4
Ph
CH3
H
S
mhm
Ph
مسکن به ۳۰ به
H₂O
H₂
FI S
CH3
Ph NH₂
CH3
Ph
H
CH3
H
при
FIH S
wh
S
whu
Transcribed Image Text:4. Following is the mechanism proposed for the inactivation of monoamine oxidase by N-cyclopropyl-a-methyl benzylamine. The reaction uses flavin (Fl) coenzyme. In the first step, the flavin is an oxidant accepting one electron from the amine substrate making it a (cation) radical. Propose the step-by-step mechanisms for the last two steps of the reactions circled. при при CH3 FI FI SU Ph N H 3.88 HO nám NaBH4 Ph CH3 H S mhm Ph مسکن به ۳۰ به H₂O H₂ FI S CH3 Ph NH₂ CH3 Ph H CH3 H при FIH S wh S whu
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