Gas chromatography and high-resolution mass spectrometry were performed on all products (Figures S17-31) to confirm identity. In addition, the reactions of 1a, 1b and 1f were scaled up to the 20 mg scale for NMR analysis (Figures ). However, it was found that the products partially evaporated upon prolonged drying in vacuum. Therefore, it was decided to avoid extensive drying of the compounds, which led to solvent residues in the NMR analysis. The isolated yields of 73 % for 6a', 53 % for 6b, and 65 % for 6f were calculated taking into account the remaining solvents. The conversions based on the GC areas are given for NfsA and BaNTR1, as well as the times required to reach these conversions. Isolated yields are given for 6a', 6b and 6f and were obtained with NfsA. In the case of the primary amine substrates (1a, 1g, 1h), the 1H-indazoles were obtained from the initially generated 2H-indazoles, as indicated by an apostrophe. Reaction conditions: 5 mM of substrate, 20 µM nitroreductase, 0.5 mM NAD(P) + , 1.6 µM BmGDH, 50 mM Glucose, 200 mM NaPi buVer + 300 mM NaCl pH 8.0, 25 °C, 1000 rpm, 24 hours.