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Entry M0238    3.4.21.97    assemblin

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Step 03

His63 deprotonates water, which can then act as the nucleophile for attack on the carbonyl carbon of the acyl-enzyme. This forms a tetrahedral intermediate that is stabilised by the oxyanion hole.

GIF of Reaction Step M0238.stg03



Mechanisms

Proton Transfer
Unimolecular Elimination by the Conjugate Base

Mechanism Components

Bond Cleavage
Bond Formation
Bond Order Change
Hydrolysis
Intermediate Formation
Overall Reactant Used

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Arg165 Main Chain Amide spectator Electrostatic Stabiliser
Hydrogen Bond Donor
Ser134 Side Chain spectator Increase Basicity
Hydrogen Bond Donor
Arg166 Side Chain spectator Electrostatic Stabiliser
Hydrogen Bond Donor
His63 Side Chain reactant Hydrogen Bond Acceptor
Hydrogen Bond Donor
Proton Acceptor
Ser132 Side Chain reactant Covalently Attached
His157 Side Chain spectator Increase Basicity
Hydrogen Bond Acceptor
Electrostatic Stabiliser

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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