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HO. но. + H. H20 но mild acid acetaldehyde HO dopamine salsolinol

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter16: Amines

Section: Chapter Questions

Problem 16.34P

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Question

Salsolinol is a naturally occurring compound found in bananas,
chocolate, and several foods derived from plant sources. Salsolinol is
also formed in the body when acetaldehyde, an oxidation product of the
ethanol ingested in an alcoholic beverage, reacts with dopamine, a
neurotransmitter. Draw a stepwise mechanism for the formation of
salsolinol in the following reaction.

HO.
но.
+
H.
H20
но
mild acid
acetaldehyde
HO
dopamine
salsolinol

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