Total ion chromatogram of CL oxidized by Pc 4-mediated 1O2 (A), and MS and MS/MS spectra of the chromatographic peaks at 22–23 min (B), 16–17 min (C), and 20–21 min (D). The major species in the peak at 22 min have m/z 1479 (A), corresponding to monohydroperoxides, and the inset shows all the characteristic fragment ions with m/z 727, 709 447, 429, and 293 generated from monohydroperoxides. MS spectra of the chromatographic peaks at 16–17 (C) and 20–21 (D) min show that the major species in these regions have m/z 1511, but fragment ions observed in MS/MS spectra suggest the species are bis monohydroperoxides and dihydroperoxides, respectively.