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Entry M0166    3.3.2.6    leukotriene-A4 hydrolase

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Step 03

Asp375 deprotonates a water molecule, which attacks the intermediate in a nucleophilic addition with attendant double bond rearrangement, producing the leukotriene B4 product.

GIF of Reaction Step M0166.stg03



Mechanisms

Proton Transfer
Bimolecular Nucleophilic Addition

Mechanism Components

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

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Asp375 Side Chain reactant Hydrogen Bond Acceptor
Proton Acceptor
Glu271 Side Chain spectator Hydrogen Bond Acceptor
Electrostatic Stabiliser

Metal Cofactors involved in Step 03

Metal Type Metal Identity Chain Activity Function
zinc ZN 701 A spectator Substrate Binding
Electrostatic Stabiliser

Reactive Centre

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

View similar reactions in MACiE.


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