Abstract
Hypotaurine reacts with various reactive oxygen species, although mainly with hydroxyl radicals. The compound bis-aminoethyl-α-disulfone (H2N-CH2-CH2-SO2-SO2-CH2-CH2-NH2) has been proposed as one of the intermediate products during the ultraviolet light-catalyzed oxidation of hypotaurine13. The disulfone has been proposed as a product of the hydroxyl radical quenching activity of hypotaurine6 and has been demonstrated to be present in vitro after hypotaurine oxidation by Fenton’s reagent or in the presence of enzymatically-generated hydroxyl radicals7. The sulfonyl radical RSO2· has been hypothesized as a reaction intermediate6,7. In an attempt to understand in more detail the reaction of hypotaurine with Fenton’s reagent, we studied this reaction by LC/APCI-MS which evaluates the time course of product formation and the production of intermediates. The presence of bis-aminoethyl-α-disulfone among the reaction products could not be demonstrated by this technique. Attempts to synthesize this compound by reported methods for the synthesis of other α-disulfones or by reaction involving chemically- or enzymatically-generated hydroxyl radicals were also unsuccessful.
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Dupré, S., Spirito, A., Sugahara, K., Kodama, H. (1998). Hypotaurine Oxidation: An HPLC-Mass Approach. In: Schaffer, S., Lombardini, J.B., Huxtable, R.J. (eds) Taurine 3. Advances in Experimental Medicine and Biology, vol 442. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-0117-0_1
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