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Entry M0013    1.4.99.3    amine dehydrogenase

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Step 02

Methylamine initiates a nucleophilic attack on the carbonyl carbon of the TQQ cofactor in an addition reaction with concomitant deprotonation of the amine nitrogen.

GIF of Reaction Step M0013.stg02


Comment: First step of Schiff base formation.



Mechanisms

Bimolecular Nucleophilic Addition
Proton Transfer

Mechanism Components

Cofactor Used
Bond Formation
Bond Cleavage
Bond Order Change
Intermediate Formation
Enzyme-Substrate Bond Formation

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
Hydrogen Bond Acceptor
Electrophile
Proton Acceptor
Trp108 Post-Translationally Modified Residue spectator Covalently Attached

Reactive Centre

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

View similar reactions in MACiE.


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