C–H bond functionalization of phthalan 1 catalyzed by BL21(DE3) cells co-expressing the potential transporter and CYP119 mutant. The cells were cultivated with 0.1 ppm of Ir(Me)MPIX during protein expression. Reaction conditions: BL21(DE3) expressing CYP119 mutant (C317G, A152L, T213G, P252S, V254A), OD600 ~20, phthalan (2 μmol), EDA (16 μmol), DMSO (20 μL), M9-N (300 μL), 30 °C, 4 h. The relative yield is calculated by normalizing the yield of the reaction in cells co-expressing the E7 transporter and CYP119 as 100%. All data are shown as the average from three biological replicates, with error bars indicating 1 standard deviation.