2022
DOI: 10.1111/cod.14037
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Electron paramagnetic resonance and spin trapping to detect free radicals from allergenic hydroperoxides in contact with the skin: From the molecule to the tissue

Abstract: A major research topic consists of revealing the contribution of radical-mediated reactions in dermatological diseases related to xenobiotic-induced stress to succeed risk-assessment procedures protecting producers and consumers. Allergic contact dermatitis is the clinically relevant consequence of skin sensitization, one of the most critical occupational and environmental health issues related to xenobiotics exposure.The first key event identified for the skin sensitization process to a chemical is its aptitu… Show more

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Cited by 6 publications
(10 citation statements)
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“…2. Simulation and deconvolution afforded spectra of spin adducts corresponding to the trapping of hydroxyl (DEPMPO-OH spin adduct), C-centered (DEPMPO-R1 and DEPMPO-R2 spin adducts) and potentially peroxyl/alkoxyl radicals (DEPMPO-OOR/OR spin adducts), with distinctive hyperfine coupling constants (hfccs) reported in Table 1 and in agreement with previous investigations (Dikalov et al, 2003;Frejaville et al, 1995;Karoui et al, 2011;Kuresepi et al, 2020;Vileno et al, 2022). A very similar profile to that of Citr-7-OOH was observed with the mixture Citr-6-OOH/Citr-7-OOH, yet with distinct spin adduct proportions (Supplementary Material S.3).…”
Section: Epr Spin Trappingsupporting
confidence: 88%
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“…2. Simulation and deconvolution afforded spectra of spin adducts corresponding to the trapping of hydroxyl (DEPMPO-OH spin adduct), C-centered (DEPMPO-R1 and DEPMPO-R2 spin adducts) and potentially peroxyl/alkoxyl radicals (DEPMPO-OOR/OR spin adducts), with distinctive hyperfine coupling constants (hfccs) reported in Table 1 and in agreement with previous investigations (Dikalov et al, 2003;Frejaville et al, 1995;Karoui et al, 2011;Kuresepi et al, 2020;Vileno et al, 2022). A very similar profile to that of Citr-7-OOH was observed with the mixture Citr-6-OOH/Citr-7-OOH, yet with distinct spin adduct proportions (Supplementary Material S.3).…”
Section: Epr Spin Trappingsupporting
confidence: 88%
“…In this case, spin adducts are formed by addition of transient radicals to the a position of the nitronyl group of DEPMPO (Supplementary Material S.1). In the case of ACD, an EPR-ST method was established "from the molecule to the tissue" using EpiSkin TM RHE as skin model (Kuresepi et al, 2020(Kuresepi et al, , 2018Lichter et al, 2021;Sahli et al, 2019a;Vileno et al, 2022). Prior to the RHE investigation, a preliminary study was carried out in solution aiming at determining the nature of the radicals formed in a minimal system when compared to the skin environment.…”
Section: Epr Spin Trappingmentioning
confidence: 99%
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“…EPR-ST investigations in solution point toward EPR fingerprints as testimony of radical intermediates issued from PhO • , which are very similar for Eug, IsoEug, and guaiacol (Figure ; See Supporting Information S1 for control experiments). Two types of spin adducts were identified on the basis of the analysis and deconvolution of the hyperfine coupling constants ( hfccs ), compared with existing databases and previous ST studies carried out in the laboratory (see Figure for example on Eug). , Taking Eug as an example, up to four spin adducts were identified. On the one hand, the hfccs of two spin adducts were typical of two C-radicals (Figure b; a H = 20.7 G, a N = 14.7 G, a P = 47.3 G; a H = 21.2 G, a N = 14.2 G, a P = 46.2 G) that are consistent with electronic delocalization of PhO • along the carbon skeleton of the molecules.…”
Section: Resultsmentioning
confidence: 99%
“…Following the studies in solution, similar investigations were carried out in RHE to highlight the formation of reactive radical intermediates induced by skin exposure to Eug and IsoEug. The general methodology had been developed elsewhere . Briefly, RHE was placed in 1.5 mL of HEPES, pretreated topically with DEPMPO in dimethyl sulfoxide/HEPES 1:1 (400 mM, 30 μL, dose/surface area 20 μmol.cm –2 ), and incubated for 15 min (37 °C, 5% CO 2 ) to allow a homogeneous diffusion of the spin trap within the skin model.…”
Section: Resultsmentioning
confidence: 99%