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Fig. S1. Alignment of amino acid sequences of known and predicted epi-isozizaene synthases (A). Shadow boxes indicate identical amino acids. The four segments illustrate the conserved motifs characteristic of epi-isozizaene synthases. Reversed characters indicate aromatic amino acids of which aromatic rings were oriented to stabilize carbocation intermediates in the cyclization cascade through cation-π interactions in S. coelicolor A3(2) epi-isozizaene synthase. Underlined characters were aromatic amino acids in the fourth conserved motifs. Abbreviations are as follows: SAV, S. avermitilis; SCO, S. coelicolor A3(2); SAL, S. albus J1074; SGH, S. ghanaensis ATCC 14672; SGRIS, S. griseoflavus Tu4000; SLI, S. lividans TK24; SSV, S. sviceus ATCC 29083; SVI, S. viridochromogenes DSM 40736; SPB74, Streptomyces sp. SPB74; SPB78, Streptomyces sp. SPB78; BPS668, Burkholderia pseudomallei 668. Maps of gene clusters encoding epi-isozizaene synthase and cytochrome P450 CYP170 family in Streptomyces strains (B). Closed arrows indicate epi-isozizaene synthase and greyed arrows are cytochrome P450. Characters above the junction of the two arrows are overlapping nucleotide sequences between the translationally coupled epi-isozizaene synthase and cytochrome P450 genes.

Table S1. Summary of predicted epi-isozizaene synthase and CYP170A-family cytochrome P450 in bacterial database.

Table S2. Production of sesquiterpenoid compounds from Streptomyces strains.

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