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Entry M0099    1.1.99.8    quinoprotein alcohol dehydrogenase

Next Step

Step 01

Asp297 deprotonates the alcohol group of the primary alcohol, which initiates a nucleophilic attack on the C5 of PQQ.

GIF of Reaction Step M0099.stg01


Comment: The alternative hydride transfer mechanism employs Glu171 as the catalytic base, abstracting the alcohol hydroxyl proton and initiating hydride transfer to the C5 carbonyl of PQQ. The aldehyde product then leaves the active site via an unknown pathway.



Mechanisms

Proton Transfer
Bimolecular Nucleophilic Addition

Mechanism Components

Overall Reactant Used
Bond Formation
Bond Cleavage
Bond Order Change
Intermediate Formation
Cofactor Used

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Asp297 Side Chain reactant Proton Acceptor
Hydrogen Bond Acceptor

Organic Cofactors involved in the reaction step

Cofactor Type Cofactor Activity Function
PQQ PQQ701 reactant
Polar Non-polar interaction

Metal Cofactors involved in Step 01

Metal Type Metal Identity Chain Activity Function
calcium CA 702 x spectator Activator
Substrate Binding
Increase Electrophilicity

Reactive Centre

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

View similar reactions in MACiE.


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