Interpretation:
Glutamate is converted into α- ketoglutarate by the reaction sequence shown below.
The structure of the imine intermediate is to be shown and mechanisms for both steps are to be proposed.
Concept introduction:
Transfer of a hydride ion from the glutamate to NAD+ followed by the deprotonation of the intermediate formed will yield the imine.
The attack of water on the protonated imine and subsequent deprotonation yield a carbinolamine intermediate. The intermediate on further reaction breaks to yield a
To show:
The structure of the imine intermediate formed when glutamate is converted into α- ketoglutarate by the reaction sequence shown below and to propose mechanisms for both steps.

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Chapter 19 Solutions
ORGANIC CHEMISTRY W/OWL
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