(±)-10-hydroxy-12(Z)-Octadecenoic Acid-d5

(±)-10-hydroxy-12(Z)-Octadecenoic acid-d₅ is intended for use as an internal standard for the quantification of (±)-10-hydroxy-12(Z)-octadecenoic acid by GC- or LC-MS. (±)-10-hydroxy-12(Z)-Octadecenoic acid is an oxylipin and a metabolite of linoleic acid .¹ It is formed from linoleic acid by conjugated linoleic acid-hydrase (CLA-HY) as an intermediate in CLA biosynthesis and can also be produced from linoleic acid by gut microbiota. (±)-10-hydroxy-12(Z)-Octadecenoic acid (30 µM) inhibits LPS-induced nitric oxide (NO) production, ERK phosphorylation, and increases in inducible NO synthase (iNOS) levels in BV-2 microglia cells.² It reduces TNF-α, NO2, and IL-10 levels in LPS-stimulated and -unstimulated isolated dendritic bone marrow cells when used at a concentration of 100 µM.³ (±)-10-hydroxy-12(Z)-Octadecenoic acid (100 µM) decreases LPS-induced maturation of dendritic cells in isolated mouse bone marrow cells.

1.Kishino, S., Takeuchi, M., Park, S.-B., et al.Polyunsaturated fatty acid saturation by gut lactic acid bacteria affecting host lipid compositionProc. Natl. Acad. Sci. USA110(44)17808-17813(2013) 2.Ikeguchi, S., Izumi, Y., Kitamura, N., et al.Inhibitory effect of the gut microbial linoleic acid metabolites, 10-oxo-trans-11-octadecenoic acid and 10-hydroxy-cis-12-octadecenoic acid, on BV-2 microglial cell activationJ. Pharmacol. Sci.138(1)9-15(2018) 3.Bergamo, P., Luongo, D., Miyamoto, J., et al.Immunomodulatory activity of a gut microbial metabolite of dietary linoleic acid, 10-hydroxy-cis-12-octadecenoic acid, associated with improved antioxidant/detoxifying defencesJ. Funct. Foods11192-202(2014)