PMID- 25499849 OWN - NLM STAT- MEDLINE DCOM- 20160114 LR - 20161125 IS - 1873-4596 (Electronic) IS - 0891-5849 (Linking) VI - 79 DP - 2015 Feb TI - Singlet-oxygen-derived products from linoleate activate Nrf2 signaling in skin cells. PG - 164-75 LID - S0891-5849(14)01400-2 [pii] LID - 10.1016/j.freeradbiomed.2014.12.004 [doi] AB - Linoleates are required for normal mammalian health and development, but they are also prone to oxidation, resulting in biologically active metabolites such as hydroxyoctadecadienoic acids (HODEs). To investigate the biological activity of 9-EZ-HODE, 10-EZ-HODE, 12-ZE-HODE, and 13-ZE-HODE, the metabolites of singlet-oxygen-derived products from linoleates, we assessed adaptive cytoprotection in HaCaT skin cells. Treating HaCaT cells with sublethal concentrations of 10-EZ-HODE and 12-ZE-HODE, which are singlet-oxygen-mediated specific oxidation metabolites of linoleates, but not 9-EZ-HODE and 13-ZE-HODE, caused resistance to hydrogen peroxide-induced oxidative damage. Microarray analysis of HaCaT cells revealed that 10-EZ-HODE and 12-ZE-HODE induced cellular antioxidant genes that are responsive to nuclear factor-erythroid 2 p45-related factor 2 (Nrf2), such as heme oxygenase-1 and glutathione synthesis enzymes. Although 10-EZ-HODE and 12-ZE-HODE did not induce Nrf2 mRNA, treatment with these metabolites increased the intranuclear expression of Nrf2. These results suggest that 10-EZ-HODE and 12-ZE-HODE initiate adaptive responses that reduce the damage caused by oxidative stress. CI - Copyright (c) 2014 Elsevier Inc. All rights reserved. FAU - Akazawa-Ogawa, Yoko AU - Akazawa-Ogawa Y AD - National Institute of Advanced Industrial Science and Technology, Ikeda, Osaka 563-8577, Japan. Electronic address: yoko-ogawa@aist.go.jp. FAU - Shichiri, Mototada AU - Shichiri M AD - National Institute of Advanced Industrial Science and Technology, Ikeda, Osaka 563-8577, Japan. FAU - Nishio, Keiko AU - Nishio K AD - National Institute of Advanced Industrial Science and Technology, Ikeda, Osaka 563-8577, Japan. FAU - Yoshida, Yasukazu AU - Yoshida Y AD - National Institute of Advanced Industrial Science and Technology, Ikeda, Osaka 563-8577, Japan. FAU - Niki, Etsuo AU - Niki E AD - National Institute of Advanced Industrial Science and Technology, Ikeda, Osaka 563-8577, Japan. FAU - Hagihara, Yoshihisa AU - Hagihara Y AD - National Institute of Advanced Industrial Science and Technology, Ikeda, Osaka 563-8577, Japan. LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20141211 PL - United States TA - Free Radic Biol Med JT - Free radical biology & medicine JID - 8709159 RN - 0 (NF-E2-Related Factor 2) RN - 0 (NFE2L2 protein, human) RN - 0 (Proto-Oncogene Proteins c-jun) RN - 17778-80-2 (Singlet Oxygen) RN - 9KJL21T0QJ (Linoleic Acid) RN - EC 1.14.14.18 (Heme Oxygenase-1) SB - IM MH - Cell Line MH - Chromatography, Liquid MH - Heme Oxygenase-1/metabolism MH - Humans MH - Linoleic Acid/*metabolism MH - NF-E2-Related Factor 2/*metabolism MH - Oligonucleotide Array Sequence Analysis MH - Protein Transport MH - Proto-Oncogene Proteins c-jun/metabolism MH - *Signal Transduction MH - Singlet Oxygen/chemistry/*metabolism MH - Skin/cytology/*metabolism MH - Tandem Mass Spectrometry MH - Ultraviolet Rays OTO - NOTNLM OT - Cell signaling OT - Fatty acid oxidation OT - Free radicals OT - Glutathione synthase OT - Lipid oxidation OT - Nrf2 OT - Nuclear factor 2-erythroid 2 p45-related factor 2 EDAT- 2014/12/17 06:00 MHDA- 2016/01/15 06:00 CRDT- 2014/12/16 06:00 PHST- 2014/07/19 00:00 [received] PHST- 2014/11/19 00:00 [revised] PHST- 2014/12/01 00:00 [accepted] PHST- 2014/12/16 06:00 [entrez] PHST- 2014/12/17 06:00 [pubmed] PHST- 2016/01/15 06:00 [medline] AID - S0891-5849(14)01400-2 [pii] AID - 10.1016/j.freeradbiomed.2014.12.004 [doi] PST - ppublish SO - Free Radic Biol Med. 2015 Feb;79:164-75. doi: 10.1016/j.freeradbiomed.2014.12.004. Epub 2014 Dec 11.