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Entry M0112    1.5.1.3    dihydrofolate reductase

Previous Step

Step 02

NADP eliminates a hydride ion, which adds to the C6 of the pterin ring, the N5 of the pterin ring deprotonates water, which deprotonates a second water, deprotonating the hydroxyl, which regenerates the correct tautomeric form of the tetrahydrofolate product.

GIF of Reaction Step M0112.stg02



Mechanisms

Aromatic Unimolecular Elimination by the conjugate base
Hydride Transfer
Bimolecular Nucleophilic Addition
Proton Transfer

Mechanism Components

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

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Thr116 Side Chain spectator Hydrogen Bond Donor
Electrostatic Stabiliser
Asp26 Side Chain spectator Hydrogen Bond Acceptor
Electrostatic Stabiliser
Trp21 Side Chain spectator Hydrogen Bond Donor
Activator

Reactive Centre

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

View similar reactions in MACiE.


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