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Entry M0013    1.4.99.3    amine dehydrogenase

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Step 03

The amine nitrogen lone pair initiates the elimination of water with concomitant deprotonation of the amine nitrogen.

GIF of Reaction Step M0013.stg03


Comment: Second step of Schiff base formation. The alternative mechanism for this step may be a base activated dehydration.



Mechanisms

Unimolecular Elimination by the Conjugate Base
Proton Transfer

Mechanism Components

Bond Formation
Bond Cleavage
Bond Order Change
Enzyme-Substrate Bond Cleavage
Dehydration
Intermediate Collapse
Intermediate Formation
Schiff Base Formed

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Asp76 Side Chain spectator Hydrogen Bond Donor
Asp32 Side Chain spectator Hydrogen Bond Acceptor
Trp57 Post-Translationally Modified Residue reactant Covalently Attached
Proton Donor
Electrofuge
Two Electron Donor
Trp108 Post-Translationally Modified Residue spectator Covalently Attached

Reactive Centre

Bonds Formed Bonds Cleaved Bonds Changed in Order Atom Types Involved
O-H
C-O
N-H
The C-N bond changes from a single to double bond
C
H
N
O

View similar reactions in MACiE.


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