Supporting Information
Experimental details for gene cloning, gene expression, protein purification, incubation experiments with isotopically labelled precursors, preparative scale incubation and synthesis of (2-13C)DMAPP. The amino acid sequence of HcS, a phylogenetic tree of bacterial terpene synthases, SDS-PAGE analysis of the recombinant protein, listed NMR data for 1 and 9, labelling experiments for the determination of the absolute configurations of 1 and 7, chiral phase GC analysis of 10, 11, 13, 15 and 17, labelling experiments for the stereochemical course at C-1 of the monoterpenes and diterpenes, a graphical model for cation D, NMR spectra for the incubations of singly labelled FPPs with HcS, EIMS data for compounds 1 and 4-8 arising from these incubations and discussion of fragmentation mechanisms for selected ions.
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