2Q9Y

Trichodiene synthase: Complex with Mg, inorganic pyrophosphate, and benzyl triethyl ammonium cation

Summary for 2Q9Y

• Entry DOI: 10.2210/pdb2q9y/pdb
• Related: 1JFA 1JFG
• Descriptor: Trichodiene synthase, 1,2-ETHANEDIOL, MAGNESIUM ION, ... (6 entities in total)
• Functional Keywords: terpenoid synthase fold, benzyl triethyl ammonium chloride, inorganic pyrophosphate, lyase
• Biological source: Fusarium sporotrichioides
• Total number of polymer chains: 2
• Total formula weight: 88666.53

Authors

Vedula, L.S.,Zhao, Y.,Coates, R.M.,Koyama, T.,Cane, D.E.,Christianson, D.W. (deposition date: 2007-06-14, release date: 2008-04-22, Last modification date: 2023-08-30)

Primary citation

Vedula, L.S.,Zhao, Y.,Coates, R.M.,Koyama, T.,Cane, D.E.,Christianson, D.W.
Exploring biosynthetic diversity with trichodiene synthase.
Arch.Biochem.Biophys., 466:260-266, 2007

PubMed Abstract: Trichodiene synthase is a terpenoid cyclase that catalyzes the cyclization of farnesyl diphosphate (FPP) to form the bicyclic sesquiterpene hydrocarbon trichodiene (89%), at least five sesquiterpene side products (11%), and inorganic pyrophosphate (PP(i)). Incubation of trichodiene synthase with 2-fluorofarnesyl diphosphate or 4-methylfarnesyl diphosphate similarly yields sesquiterpene mixtures despite the electronic effects or steric bulk introduced by substrate derivatization. The versatility of the enzyme is also demonstrated in the 2.85A resolution X-ray crystal structure of the complex with Mg(2+) (3)-PP(i) and the benzyl triethylammonium cation, which is a bulkier mimic of the bisabolyl carbocation intermediate in catalysis. Taken together, these findings show that the active site of trichodiene synthase is sufficiently flexible to accommodate bulkier and electronically-diverse substrates and intermediates, which could indicate additional potential for the biosynthetic utility of this terpenoid cyclase.

PubMed: 17678871
DOI: 10.1016/j.abb.2007.06.016

Experimental method

X-RAY DIFFRACTION (2.85 Å)