Fig. 3. Confirmation of NAA formation in the Gly + POPC reaction by HRMS/MS and NMR analysis. HRMS/MS analysis of (A) NPG and (B) NOG, formed in the Gly + POPC reaction, whose fragmentation pattern overlaps with those produced by commercially purchased NPG and NOG standards, respectively. The analysis was performed in the negative ion mode. (C) The ¹H NMR analysis of the butanol phase collected during the BH extraction of Gly + POPC reaction (3^rd trace from the top) shows a signature peak corresponding to the hydrogen atom involved in the amide linkage at around 8 ppm. This peak is also present in ¹H NMR spectra of NPG and NOG standards (top two traces). However, this peak is not observed in the ¹H NMR spectrum of the POPC control reaction (last trace). The full NMR spectra are provided in the ESI.†.