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Fig. 4 | BMC Plant Biology

Fig. 4

From: Functional characterization of the cytochrome P450 monooxygenase CYP71AU87 indicates a role in marrubiin biosynthesis in the medicinal plant Marrubium vulgare

Fig. 4

Functional characterization of CYP71AU87. a Extracted ion chromatograms (m/z 151) of enzyme products resulting from Agrobacterium-mediated transient co-expression of MvCPS1, MvELS, and CYP71AU87 in N. benthamiana. Compound 1, 9,13-epoxy labd-14-ene; compound 2 [16], labda-13(16),14-dien-9-ol; compound 3, unidentified diterpenoid closely related to 9,13-epoxy labd-14-ene; compound 4, 9,13-epoxy labd-14-ene-18-ol (as verified by NMR analysis); compound 5, 9,13-epoxy labd-14-ene-19-ol (as verified by NMR analysis). b GC-MS total ion chromatogram (TIC) of the purified CYP71AU87 products 4 and 5 obtained via metabolite extraction from ~ 50 N. benthamiana leaves transfected with MvCPS1, MvELS and CYP71AU87. c GC-MS-based quantification of 9,13-epoxy labd-14-ene 1 and 9,13-epoxy labd-14-ene-18/19-ol 4/5 (combined amounts) extracted from single-leaves of N. benthamiana co-transformed with MvCPS1, MvELS and CYP71AU87. Co-expression assays performed in triplicate with error bars denoting one standard deviation and * denoting a P-value < 0.05 using Tukey’s test. d GC-MS mass spectra and structures of 9,13-epoxy labd-14-ene-18-ol and 9,13-epoxy labd-14-ene-19-ol as based on NMR analyses (see Additional file 5: Figure S3 for details on NMR analyses)

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