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. Author manuscript; available in PMC: 2019 Dec 17.
Published in final edited form as: Chem Res Toxicol. 2018 Nov 19;31(12):1305–1314. doi: 10.1021/acs.chemrestox.8b00173

Scheme 3. Synthesis of ortho-Quinone Methide-ValpNA Adduct (7) and para-Quinone Methide-ValpNA Adduct (9) and Their Corresponding FTH Derivatives (compounds 8 and 10) from Their Respective Precursor Quinone Methides, 2-QM (6) and 4-QM (4).

Scheme 3.

(a) FIRE derivatization: 15 μL of 1M KHCO3 and 5 mg of FITC added to 250 μL human whole blood samples spiked with compound 7 or 9, incubated overnight in a Thermomixer (37°C, 750 rpm).