Structural Influence on Photooxidative Degradation of Halogenated Phenols

Semisynthetic Analogues of Anhydrotetracycline as Inhibitors of Tetracycline Destructase Enzymes

“…We hypothesized that the instability of 7-I-aTC was contributing to this phenomenon, as the nonenzymatic degradation of 7-I-aTc in solution was observed by LCMS (overnight) and during extended 13 C NMR experiments. Because the o / p -substitution of phenols with heavy halogens is known to increase the rate of nonenzymatic photooxidation, − the incorporation of D-ring halogens to future inhibitor libraries may be limited to chlorination and fluorination to preserve inhibitor stability. However, the Br- and I-substituents present in 7-I-aTC and 9-Br-aTC may serve as useful functional handles to access more structurally diverse and stable inhibitor scaffolds.…”

“…35,36,37 In general, tetracycline destructase enzymes are composed of at least three functional domains: a substrate-binding domain, an FAD-binding domain, and a C-terminal alpha-helix that stabilizes the association of the two. The presence of a second C-terminal alpha-helix, termed the "Gatekeeper" helix, was also observed for the soil-derived tetracycline destructases [Tet (47)-Tet (56)] and is thought to facilitate substrate recognition and binding. 37 A variety of substrate binding modes have been observed for TetX and the tetracycline destructases.…”

Insights into the reactivity of zero-valent-copper-containing materials as reducing agents of 2,4,6-trichlorophenol in a recirculating packed-column system: Degradation mechanism and toxicity evaluation

“…Chemical oxidation-reduction technologies are well developed as pretreatment alternatives for the degradation of chlorinated compounds and are able to convert these compounds into simple and biodegradable by-products (Yazdanbakhsh et al, 2018), being suitable for practical application. However, although oxidation processes have shown to be very efficient in organic compounds degradation, molecules with electron deficient groups (halogens) might reveal some resistance to oxidation (Munter, 2001;Juretic et al, 2014). In fact, oxidation of chlorinated organic compounds may lead to the generation of even more toxic products, as already mentioned in the case of TCP (Juretic et al, 2014).…”

“…However, although oxidation processes have shown to be very efficient in organic compounds degradation, molecules with electron deficient groups (halogens) might reveal some resistance to oxidation (Munter, 2001;Juretic et al, 2014). In fact, oxidation of chlorinated organic compounds may lead to the generation of even more toxic products, as already mentioned in the case of TCP (Juretic et al, 2014). Given that, for these types of substances, an initial reductive treatment is preferred to a direct oxidative treatment (Satapanajaru and Anurakpongsatorn, 2008).…”