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Entry M0262    4.2.3.6    trichodiene synthase

Next Step

Step 01

The binding of the substrate causes a conformation change in the active site, which promotes the elimination of the pyrophosphate.

GIF of Reaction Step M0262.stg01


Comment: The substrate is ionised by the dipohsphate interactions with the Mg(II) ions, Arg304, Lys232, Arg182 and Tyr305. Positive charge of carbo cation delocalised over the three terminal carbon atoms.



Mechanisms

Intramolecular Elimination

Mechanism Components

Bond Cleavage
Bond Order Change
Charge Delocalisation
Dephosphorylation
Intermediate Formation
Overall Reactant Used

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
Arg182 Side Chain spectator Electrostatic Stabiliser
Promotes Heterolytic Reactions
Hydrogen Bond Donor
Arg304 Side Chain spectator Electrostatic Stabiliser
Promotes Heterolytic Reactions
Hydrogen Bond Donor
Tyr93 Side Chain spectator van der Waals interaction
Leu97 Side Chain spectator van der Waals interaction
Asp100 Side Chain spectator Metal Ligand
Electrostatic Stabiliser
Lys232 Side Chain spectator Electrostatic Stabiliser
Promotes Heterolytic Reactions
Hydrogen Bond Donor
Tyr305 Side Chain spectator Promotes Heterolytic Reactions
Electrostatic Stabiliser
Hydrogen Bond Donor
Thr96 Side Chain spectator van der Waals interaction

Metal Cofactors involved in Step 01

Metal Type Metal Identity Chain Activity Function
magnesium MG 701 B spectator Substrate Binding
Activator
Promotes Heterolytic Reactions
Electrostatic Stabiliser
magnesium MG 702 B spectator Substrate Binding
Activator
Promotes Heterolytic Reactions
Electrostatic Stabiliser
magnesium MG 703 B spectator Substrate Binding
Activator
Promotes Heterolytic Reactions
Electrostatic Stabiliser

Reactive Centre

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

View similar reactions in MACiE.


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