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Entry M0089    4.2.3.7    pentalenene synthase

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Step 02

The terminal double bond adds to the terminal carbocation in an intramolecular electrophilic addition resulting in a cyclic intermediate.

GIF of Reaction Step M0089.stg02


Comment: Positive charge is delocalised over the three terminal carbons.



Mechanisms

Intramolecular Electrophilic Addition

Mechanism Components

Bond Formation
Bond Order Change
Cyclisation
Intermediate Formation

Amino acids involved in the reaction step.

Amino Acid Location of Function Activity Function
His309 Side Chain spectator Not Active
Phe76 Side Chain spectator Electrostatic Stabiliser
van der Waals interaction
Phe77 Side Chain spectator Electrostatic Stabiliser
van der Waals interaction
Asn219 Side Chain spectator Electrostatic Stabiliser
Polar Non-polar interaction
Trp308 Side Chain spectator Electrostatic Stabiliser
van der Waals interaction

Metal Cofactors involved in Step 02

Metal Type Metal Identity Chain Activity Function
magnesium MG(not in PDB) 1 x spectator Substrate Binding

Reactive Centre

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

View similar reactions in MACiE.


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