Ultra-Weak Photon Emission from Crown Ethers Exposed to Fenton’s Reagent Fe2+-H2O2

We hypothesized that compounds containing ether linkages within their backbone structures, when exposed to hydroxyl radicals (•OH), can generate ultra-weak photon emission (UPE) as a result of the formation of triplet excited carbonyl species (³R=O*). To evaluate this hypothesis, we investigated the UPE of four compounds, each at a final concentration of 185.2 µmol/L: EGTA (ethylene glycol-bis(β-aminoethyl ether)-N,N,N',N'-tetraacetic acid), a potent chelator of divalent cations, and three crown ethers-12-crown-4, 15-crown-5, and 18-crown-6-containing two, four, five, and six ether bonds, respectively. •OH was generated using a modified Fenton reagent-92.6 µmol/L Fe²⁺ and 2.6 mmol/L H₂O₂. The highest UPE was recorded for the Fe²⁺-EGTA-H₂O₂ (2863 ± 158 RLU; relative light units), followed by 18-crown-6, 15-crown-5, and 12-crown-4 (1161 ± 78, 615± 86, and 579 ± 109 RLU, respectively; <i>p</i> < 0.05), corresponding to the number of ether groups present. Controls lacking either H₂O₂ or Fe²⁺ exhibited no significant light emission compared to the buffer medium. These findings support the hypothesis that ether bonds, when oxidatively attacked by •OH, undergo chemical transformations resulting in the formation of ³R=O* species, the decay of which is associated with UPE. In crown ethers exposed to Fe²⁺-H₂O₂, the intensity of UPE was correlated with the number of ether bonds in their structure.