Extended Data Fig. 3: Functional characterization of SnvWS.

a. Transient expression of SnvGO, SnvNS1, SnvNO and SnvWS in N. benthamiana with co-infiltration of geissoschizine 1. Extracted ion chromatograms for 18-OH norflurocurarine 5 (m/z [M+H]+ = 309.1567 ± 0.05, left) and Wieland-Gumlich aldehyde 6 (m/z [M+H]+ = 311.1754 ± 0.05, right). The broad two peaks of Wieland-Gumlich aldehyde 6 in chromatogram due to the hemiacetal diastereomers. This experiment was repeated three times with similar results. b. MS/MS (20 to 50 eV) spectra of Wieland-Gumlich aldehyde 6 produced in N. benthamiana (blue) compared to synthetic standard (red). c. Reaction catalyzed by SnvGO, SnvNS1, SnvNO and SnvWS. d. Transient expression of SnvGO, SnvNS1, and SnvWS in N. benthamiana with co-infiltration of geissoschizine 1. Extracted ion chromatograms for norflurocurarine 4 (m/z [M+H]+ = 293.1648 ± 0.05, left) and desoxy Wieland-Gumlich aldehyde 7 (m/z [M+H]+ = 295.1805 ± 0.05, right). This experiment was repeated three times with similar results. e. MS/MS (20 to 50 eV) spectra of desoxy Wieland-Gumlich aldehyde 7 produced in N. benthamiana (blue) compared to synthetic standard (red). f. Reaction catalyzed by SnvGO, SnvNS1, and SnvWS.