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Entry M0072    4.1.2.17    L-fuculose-phosphate aldolase

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Step 02

Glu73 deprotonates the substrate alcohol at the C4 position, resulting in the elimination of the ene-diolate intermediate and the formation of the product lactaldehyde.

GIF of Reaction Step M0072.stg02


Comment: The ene-diolate is stabilised by the Zn(II). This step has been confirmed by pKa determination for a model compound mimicking the substrate complexed to Zn(II) [1].



Mechanisms

Bimolecular Elimination

Mechanism Components

Overall Reactant Used
Bond Cleavage
Bond Formation
Bond Order Change
Overall Product Formed
Intermediate Formation

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Glu73 Side Chain reactant Proton Acceptor
Hydrogen Bond Acceptor

Metal Cofactors involved in Step 02

Metal Type Metal Identity Chain Activity Function
zinc ZN 216 x spectator Substrate Binding
Electrostatic Stabiliser
Increase Acidity
Activator

Reactive Centre

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

View similar reactions in MACiE.


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