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2.
Figure 6

Figure 6. From: Metabolism of Benzo[a]pyrene in Human Bronchoalveolar H358 Cells Using Liquid Chromatography-Mass Spectrometry.

Time course for B[a]P-metabolite formation in the absence and presence of TCDD. B[a]P-metabolites were analyzed as described in Figure 2, in parental cells and in H358 cells pre-treated with 10 nM TCDD for 12 h (n =3).

Hao Jiang, et al. Chem Res Toxicol. ;20(9):1331-1341.
3.
Figure 5

Figure 5. From: Metabolism of Benzo[a]pyrene in Human Bronchoalveolar H358 Cells Using Liquid Chromatography-Mass Spectrometry.

Time-dependent induction of P4501B1 and AKR1C1 by B[a]P in H358 cells. Total cellular RNA was isolated from H358 cells treated with 4 μM B[a]P for the indicated time periods and RNA (30 μg) samples obtained were subjected to Northern blotting analysis. The blots were sequentially probed for the expression of P450 1B1 (Panel A) and AKR1C1 (Panel B). Panel C, shows levels of 28S and 18S rRNA following agarose/formaldehyde gel electrophoresis and visualization with ethidium bromide under UV transilluminator at 300 nm to confirm equally loading of each RNA sample.

Hao Jiang, et al. Chem Res Toxicol. ;20(9):1331-1341.
4.
Figure 3

Figure 3. From: Metabolism of Benzo[a]pyrene in Human Bronchoalveolar H358 Cells Using Liquid Chromatography-Mass Spectrometry.

Quantitation, time-course and mass-balance of B[a]P metabolites formed in parental H358 cells. Parental H358 cells (2 × 107) were incubated with 4.0 μM [3H]-B[a]P as described in Figure 2. At each time point the amount of B[a]P remaining and the total recovery of radioactivity was estimated. The organic and aqueous phases accounted for >85% of the radioactivity at all time points. Panel A, quantitation of individual B[a]P metabolites at 12 h. Panel B, time course of [3H]-B[a]P consumption, and Panel C, the distribution of radioactivity in the organic and aqueous phases; aqueous metabolites in the culture media; organic metabolites in cell culture medium; and combined aqueous and organic metabolites in the cell lysates (------).

Hao Jiang, et al. Chem Res Toxicol. ;20(9):1331-1341.
5.
Figure 2

Figure 2. From: Metabolism of Benzo[a]pyrene in Human Bronchoalveolar H358 Cells Using Liquid Chromatography-Mass Spectrometry.

Chromatographic separation of B[a]P-metabolites formed in parental H358 cells: Parental H358 cells (2 × 107) were incubated with 4.0 μM [3H]-B[a]P in HBSS plus glucose. Over time aliquots of the culture media were extracted with EtoAC, and the extracts analyzed by reverse phased (RP)-HPLC for B[a]P-metabolites by co-elution with authentic standards. Panel A, RP-HPLC chromatograms of the authentic standards acquired with UV detectoion at 348 nm. Peak 1, B[a]P-tetrol-1 (M1); peak 2, B[a]P-9,10-dihydrodiol (M2); peak 3, B[a]P-7,8-dihydrodiol (M3); peak 4, B[a]P-7,8-dione (M4); peak 5, B[a]P-1,6-dione (M5); peak 6, B[a]P-3,6-dione (M6); peak 7, 3-OH-B[a]P (M7); peak 8, B[a]P (M8); Peak U, unidentified polar metabolite(s). Panel B, radiochromatogram of B[a]P-metabolites formed in H358 cells obtained at 12 h.

Hao Jiang, et al. Chem Res Toxicol. ;20(9):1331-1341.
6.

Figure 4. From: Metabolism of Benzo[a]pyrene in Human Bronchoalveolar H358 Cells Using Liquid Chromatography-Mass Spectrometry.

Detection of B[a]P-metabolites in parental H358 Cells by LC-MS. Cells (2 × 107) were treated with unlabeled 4 μM unlabeled B[a]P for 12 h and the total culture mixture extracted with ethyl acetate. The organic extracts were dried and redissolved in methanol for LC-MS analysis. Chromatographic data were obtained following separation on an ODS column. Mass spectral data were obtained using a Finnigan TSQ Quantum Ultra AM Spectrometer equipped with an APCI source that was operated in the postive ion mode. Analytes were separated by RP-HPLC and the eluant on-line was monitored by the mass spectrometer in the SRM Scan and Q3 full scan modes. The SRM was used to detect the following ion transitions: m/z 269 [M+H-H2O]+m/z 251 [M+H-2H2O]+ for B[a]P-dihydrodiols (B[a]P-7,8- and 9,10-dihydrodiol); m/z 269 [M+H]+m/z 251 [M+H-H2O]+ for 3-OH-B[a]P; m/z 283 [M+H]+m/z 255 [M+H-CO]+ for B[a]P-quinones (B[a]P-7,8-, 1,6-, and 3,6-dione); m/z 303 [M+H-H2O]+m/z 285 [M+H-2H2O]+ for B[a]P-tetraol-1; and m/z 253 [M+H]+ for B[a]P. Q3 scan was used to obtain mass spectrum of analytes. Panel A, SRMchromatograms of the authentic standards for B[a]P-tetraol-1, B[a]P-9,10-dihydrodiol, B[a]P-7,8-dihydrodiol, B[a]P-7,8-dione, B[a]P-1,6-dione, B[a]P-3,6-dione, 3-OH-B[a]P, and B[a]P (from the top to the bottom). Panel B, SRM chromatograms of cell organic extract following 12-h B[a]P treatment. M1, B[a]P-tetraol-1, 15.9 min; M2, B[a]P-9,10-dihydrodiol, 20.7 min; M3, B[a]P-7,8-dihydrodiol, 35.0 min; M4, B[a]P-7,8-dione, 40.4 min; M5, B[a]P-1,6-dione, 45.1 min; M6, B[a]P-3,6-dione, 47.1 min; M7, 3-OH-B[a]P, 59.2 min; M8, B[a]P, 78.0 min. Panel C, mass spectra of the B[a]P metabolites in H358 cells.

Hao Jiang, et al. Chem Res Toxicol. ;20(9):1331-1341.

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