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. 2010 May;51(5):923–932. doi: 10.1194/jlr.M000059

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Copyright © 2010 by the American Society for Biochemistry and Molecular Biology, Inc.

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Fig. 2. — Macrophages produce 14S,21R-diHDHA, 14S,21S-diHDHA, 14R,21R-diHDHA, 14R,21S-diHDHA, 14S-HDHA, 14R-HDHA, and 21-HDHA. Chiral LC-UV-MS/MS chromatograms and/or spectra show that Mfs generated: (A) 14R,21R-diHDHA and 14R,21S-diHDHA from 14R-HDHA; (B) 14S,21R-diHDHA and 14S,21S-diHDHA from 14S-HDHA; (C) 14R,21R-diHDHA (IV), 14R,21S-diHDHA and/or 14S,21R-diHDHA (V), 14S,21S-diHDHA (VI), 14R-HDHA, 14S-HDHA, and 21-HDHA from DHA; and (D) 14R,21R-diHDHA-d₄ (VII), 14R,21S-diHDHA-d₄ and/or 14S,21R-diHDHA-d₄ (VIII), 14S,21S-diHDHA-d₄ (IX), 14R-HDHA-d₅, 14S-HDHA-d₅, and 21-HDHA-d₄ from DHA-d_5. Murine resident peritoneal Mfs (5 × 10⁶ cells) were incubated in PBS containing 14R-HDHA, 14S-HDHA, DHA, or DHA-d₅ (1 μM) for 20 min, then stimulated for 1 h with TNF-α (10 ng/ml), IL-1β (10 ng/ml), and LPS (100 ng/ml). Mfs and medium from each incubation were extracted and analyzed.