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Biosynthesis of Sandalwood Oil: Santalum album CYP76F Cytochromes P450 Produce Santalols and Bergamotol

Figure 2

Phylogenetic tree of S. album CYP76F proteins and related terpene-modifying P450s.

The neighbor-joining tree was constructed with members of the CYP71 clan, using Picea sitchensis PsCYP720B4 (ADR78276) as an outgroup. S. album CYP76F proteins fell into two clades, clade I santalene/bergamotene oxidases and clade II bergamotene oxidases. CaCYP76B4, Camptotheca acuminata putative geraniol-10-hydroxylase (AES93118); CrCYP76B6, Catharanthus roseus geraniol 10-hydroxylase (Q8VWZ7); SmCYP76B4, Swertia mussotii geraniol 10-hydroxylase (D1MI46); OsCYP76M7 Oryza sativa ent-cassadiene C11a-hydroxylase (NP_001047185); MpCYP71A32, Mentha x piperita menthofuran synthase (Q947B7); PaCYP71A1, Persea americana (P24465); CiCYP71AV8, Cichorium intybus valencene oxidase (ADM86719); MpCYP71D13, Mentha x piperita; (−)-limonene-3-hydroxylase (AY281027); NtCYP71D20, Nicotiana tabacum, 5-epi-aristolochene-1,3-dihydroxylase (AF368376); GaCYP706B1, Gossypium arboreum (+)-delta-cadinene-8-hydroxylase (AAK60517). This work: SaCYP76F37v1 (KC533717); SaCYP76F37v2 (KC698966); SaCYP76F38v1 (KC533715); SaCYP76F38v2 (KC533718); SaCYP76F39v1 (KC533716); SaCYP76F39v2 (KC698967); SaCYP76F40 (KC698968); SaCYP76F41 (KC698969); SaCYP76F42 (KC698965); SaCYP76F43 (KC533719).

Figure 2

doi: https://doi.org/10.1371/journal.pone.0075053.g002