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Entry M0291    2.3.1.39    malonyl-CoA-acyl carrier protein transacylase

Next Step

Step 01

Ser92 is activated towards nucleophilic attack at the thio-carbonyl of malonyl-CoA by the general base His201.

GIF of Reaction Step M0291.stg01


Comment: A catalytic dyad is present between Ser92A and His201A, with the protonated form of His201A being stabilised through a hydrogen bond with the main chain carbonyl of Gln250A [1].



Mechanisms

Bimolecular Nucleophilic Substitution
Proton Transfer

Mechanism Components

Bond Formation
Bond Cleavage
Bond Order Change
Enzyme-Substrate Bond Formation
Intermediate Formation
Overall Reactant Used

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Ser92 Side Chain reactant Hydrogen Bond Donor
Proton Donor
Nucleophile
His201 Side Chain reactant Proton Acceptor
Hydrogen Bond Acceptor
Increase Nucleophilicity
Gln250 Main Chain Carbonyl spectator Hydrogen Bond Acceptor
Increase Basicity
Gln11 Side Chain spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Arg117 Side Chain spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Attractive Charge Charge Interaction

Reactive Centre

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

View similar reactions in MACiE.


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