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Entry M0029    3.5.1.38    glutamin-(asparagin-)ase

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Step 03

The Asp-Lys-Thr triad activates water, which initiates a nucleophilic attack on the carbonyl carbon of the covalently attached intermediate. The formed oxyanion deprotonates the water which attacked.

GIF of Reaction Step M0029.stg03


Comment: Asp-Lys-Thr triad activates water [1].



Mechanisms

Proton Transfer
Bimolecular Nucleophilic Addition

Mechanism Components

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

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Tyr1034 Side Chain spectator Hydrogen Bond Acceptor
Hydrogen Bond Donor
Lys1173 Side Chain spectator Hydrogen Bond Donor
Hydrogen Bond Acceptor
Glu3294B Side Chain spectator Hydrogen Bond Acceptor
Asp1101 Side Chain spectator Hydrogen Bond Acceptor
Thr1100 Side Chain spectator Hydrogen Bond Donor
Hydrogen Bond Acceptor
Thr1020 Side Chain reactant Covalently Attached
Hydrogen Bond Acceptor

Reactive Centre

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

View similar reactions in MACiE.


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