α-Chlorodicarboxylic acid catabolites of 2-chloro-[d2-4,4]hexadecanoic acid. HepG2 cells were incubated with 50 μm 2-Cl-[d2-4,4]HA for 24 h. At the end of the incubation period, media were extracted, derivatized by PFB-Br, and analyzed by GC-MS. The SIM chromatograms (A–C, E–G, and I–K) and the mass spectrum (D, H, and L) of the di-PFB esters of 2-ClHDDA (A–D), 2-ClTDDA (E–H), and 2-ClAdA (I–L) are shown. The SIM used for 2-ClHDDA are m/z 499 (A), m/z 501 (B), and m/z 503 (C). The SIM used for 2-ClTDDA are m/z 471 (E), m/z 473 (F), and m/z 475 (G). The SIM used for 2-ClAdA are m/z 359 (I), m/z 361 (J), and m/z 363 (K). A–C, 100% relative abundances were set to equal ion counts. Similarly, in D--F and I–K, 100% relative abundances were set to equal ion counts.