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Entry M0288    3.5.1.93    glutaryl-7-aminocephalosporanic-acid acylase

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Step 05

The tetrahedral anion intermediate collapses, releasing glutarate and the N terminal serine.

GIF of Reaction Step M0288.stg05



Mechanisms

Unimolecular Elimination by the Conjugate Base

Mechanism Components

Bond Cleavage
Bond Order Change
Overall Product Formed
Enzyme-Substrate Bond Cleavage

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Val140A Main Chain Amide spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Asn314A Side Chain spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Glu525A Side Chain spectator Hydrogen Bond Acceptor
Increase Basicity
His193A Side Chain spectator Hydrogen Bond Donor
Hydrogen Bond Acceptor
Increase Basicity
Electrostatic Stabiliser
Ser170A Side Chain reactant Covalently Attached
Nucleofuge
Ser170A Main Chain N Terminus spectator Activator
Hydrogen Bond Donor

Reactive Centre

Bonds Formed Bonds Cleaved Bonds Changed in Order Atom Types Involved
None
C-O
The C-O bond changes from a single to double bond
C
O

View similar reactions in MACiE.


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