spacer

Entry M0236    4.1.1.85    3-dehydro-L-gulonate-6-phosphate decarboxylase

Next Step

Step 01

The substrate decarboxylates to form the 1,2-cis-enediolate intermediate and carbon dioxide.

This reaction is irreversible.

GIF of Reaction Step M0236.stg01


Comment: It has been suggested that the ground state is destabilised due to the interactions between the hydrophobic pocket and the negatively-charged carboxylate of 3-dehydro-L-gulonate 6-phosphate.



Mechanisms

Unimolecular Elimination by the Conjugate Base

Mechanism Components

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

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Lys64A Side Chain spectator Attractive Charge Charge Interaction
Electrostatic Stabiliser
Hydrogen Bond Donor
Glu112A Side Chain spectator Hydrogen Bond Acceptor
His136A Side Chain spectator Hydrogen Bond Donor
Asp67B Side Chain spectator Hydrogen Bond Acceptor
Electrostatic Stabiliser

Metal Cofactors involved in Step 01

Metal Type Metal Identity Chain Activity Function
magnesium MG 5300 _ spectator Substrate Binding
Activator
Increase Acidity
Electrostatic Stabiliser

Reactive Centre

Bonds Formed Bonds Cleaved Bonds Changed in Order Atom Types Involved
None
C-C
The C-C bond changes from a single to double bond
The C-O bond changes from a single to double bond
The C-O bond changes from a double to single bond
C
O

View similar reactions in MACiE.


spacer
spacer