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Entry M0036    3.8.1.2    (S)-2-haloacid dehalogenase

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Step 02

Asp176 deprotonates water, which initiates a nucleophilic attack on the carbon covalently attached to Asp8 in a substitution reaction, eliminating Asp8.

GIF of Reaction Step M0036.stg02


Comment: Lys147 and Asp176 are possible candidates to deprotonate the water molecule. Asp176 is shown here.



Mechanisms

Proton Transfer
Bimolecular Nucleophilic Substitution

Mechanism Components

Bond Cleavage
Bond Formation
Overall Product Formed
Enzyme-Substrate Bond Cleavage
Intermediate Terminated
Intermediate Collapse
Hydrolysis

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Asp176 Side Chain reactant Proton Acceptor
Hydrogen Bond Acceptor
Arg39 Side Chain spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Lys147 Side Chain spectator Hydrogen Bond Donor
Ser171 Side Chain spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Asn115 Side Chain spectator Hydrogen Bond Donor
Hydrogen Bond Acceptor
Electrostatic Stabiliser
Thr12 Side Chain spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Asn173 Side Chain spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Asp8 Side Chain reactant Nucleofuge
Hydrogen Bond Acceptor
Phe175 Side Chain spectator Polar Non-polar interaction
Electrostatic Stabiliser

Reactive Centre

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

View similar reactions in MACiE.


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