Ov TAG estolide structure characterization. HPTLC (a, left) separated Ov oil into six bands: (1) capped monoacyl TAG estolide (red), (2) capped diacyl TAG estolide (dark blue), (3) capped triacyl TAG estolide (dark green), (4) uncapped monoacyl TAG estolide (dark red), (5) uncapped diacyl TAG estolide (light blue), and (6) uncapped triacyl TAG estolide (green). ESI-MS analysis of Ov seed oil showed peaks of high m/z values (a, black and below). The labels G-L denote to ions corresponding to the main species in each isolated HPTLC band (mass spectral traces are plotted next to the HPTLC in the stated color). Further MS/MS analysis and m/z values showed that the remaining species were present during the analysis of the crude oil: (A) PC and diacyl estolide fragments, (B) doubly charged diacyl TAG estolide, (C) hydroxy TAG as possible in-source fragmentation, (D) doubly charged capped triacyl TAG estolide, (E) doubly charged uncapped triacyl TAG estolides, and (F) triacyl estolide fragments. (b) MALDI-MS/MS of the uncapped triacyl TAG estolide 132:10-8OH shows fragmentation at glycerol and estolide ester linkages. Full-length HPTLC image is presented in Supplemental Fig. 11.