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Stabilisation of eudesmane cation by tryptophan 334 during aristolochene synthase catalysisElectronic Supplementary Information (ESI) available: GC profiles of co-injections of germacrene A from ASW334F and ASW334V with authentic germacrene A; mass spectra of germacrene A produced by ASW334V and of an authentic sample; mass spectra of valencene produced by ASW334F and of an authentic sample. See http://www.rsc.org/suppdata/cc/b3/b306867f/
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2003
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Authentic SampleBioorganic ChemistryEngineeringTryptophan 334Molecular BiologyOrganic ChemistryChemistryEudesmane CationBiosynthesisNatural Product BiosynthesisStereoselective SynthesisChemical BiotechnologyBiochemistryBiocatalysisMass SpectraAristolochene SynthaseCatalysisTrp 334Natural Product SynthesisAsymmetric CatalysisEnantioselective SynthesisNatural SciencesEnzyme Catalysis
Analysis of the hydrocarbons produced during catalysis by mutants of aristolochene synthase from Penicillium roqueforti indicated that Trp 334 had a pivotal function for the efficient production of aristolochene from farnesylpyrophosphate most likely by stabilising the intermediate, eudesmane cation.
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