Entry M0052    fructose-bisphosphate aldolase (Class II)

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Step 02

The oxyanion collapses, initiating nucleophilic addition of the intermediate to the glyceraldehyde-3-phosphate at the carbonyl carbon. The oxyanion formed deprotonates Asp109.

Rate Determining Step

GIF of Reaction Step M0052.stg02

Comment: Asn286 plays a role in restricting stereospecificity


Bimolecular Nucleophilic Addition
Proton Transfer
Aldol Addition

Mechanism Components

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

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Asn286 Side Chain spectator Electrostatic Stabiliser
Hydrogen Bond Donor
Steric Role
Asp109 Side Chain reactant Proton Donor
Hydrogen Bond Donor
Hydrogen Bond Acceptor
Glu182 Side Chain spectator Not Active

Metal Cofactors involved in Step 02

Metal Type Metal Identity Chain Activity Function
zinc ZN 360 A spectator Substrate Binding
sodium NA 364 A spectator Substrate Binding
Electrostatic Stabiliser

Reactive Centre

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

View similar reactions in MACiE.