a) Biosynthetic scheme depicting the combination of three biosynthetic modules and CjNCS from benzylisoquinoline alkaloid (BIA) biosynthesis for the engineered production of 10 in N. benthamiana. b) LC-MS chromatograms demonstrating formation of 10 ([M+H]+ = 400.1755 Da, [M+Na]+ = 422.1574 Da) via transient pathway expression in N. benthamiana leaves, as compared to an authentic standard of 10. EIC = extracted ion chromatogram. Metabolic engineering of 10 was repeated >3 times with similar results observed in each experiment. c) MS/MS fragmentation (m/z = 400.1755, 20V) of the new compound highlighted in panel b compared to that of the 10 standard. d) Calculated yield of products synthesized via module 1 (4-HDCA), module 2 (dopamine), and the full engineered pathway (10). Yields are reported as mass of compound per gram dry weight of extracted N. benthamiana leaf tissue (n=3 independent replicates for each experiment), along with the corresponding standard deviation (SD). See Supplementary Information for a discussion of yield comparisons to native colchicine-producing plants.