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Entry M0053    2.3.3.9    malate synthase

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Step 02

The CoA intermediate rotates in the active site. The oxyanion collapses, initiating a nucleophilic attack on the carbonyl carbon of the oxo-acetic acid substrate in an addition reaction.

GIF of Reaction Step M0053.stg02


Comment: Before this catalytic step can occur the intermediate must rotate within the active site. The product of this step is Malyl-CoA.



Mechanisms

Aldol Addition
Bimolecular Nucleophilic Addition

Mechanism Components

Overall Reactant Used
Bond Formation
Bond Order Change
Intermediate Formation

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Arg338 Side Chain spectator Electrostatic Stabiliser
Hydrogen Bond Donor
Asp270 Side Chain spectator Hydrogen Bond Acceptor
Electrostatic Stabiliser
Asp631 Side Chain spectator Electrostatic Stabiliser
Hydrogen Bond Donor
Glu272 Side Chain spectator Hydrogen Bond Acceptor
Electrostatic Stabiliser

Metal Cofactors involved in Step 02

Metal Type Metal Identity Chain Activity Function
magnesium MG 3001 A spectator Substrate Binding
Increase Electrophilicity
Activator
Electrostatic Stabiliser

Reactive Centre

Bonds Formed Bonds Cleaved Bonds Changed in Order Atom Types Involved
C-C
None
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
C
O

View similar reactions in MACiE.


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