Hypotaurine Oxidation: An HPLC-Mass Approach

  • Silvestro Dupré
  • Alessandra Spirito
  • Kazunori Sugahara
  • Hiroyuki Kodama
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 442)


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.


Amino Acid Analysis Sulfinic Acid Kochi Medical School APCI Interface Involve Hydroxyl Radical 


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Copyright information

© Springer Science+Business Media New York 1998

Authors and Affiliations

  • Silvestro Dupré
    • 1
  • Alessandra Spirito
    • 1
  • Kazunori Sugahara
    • 2
  • Hiroyuki Kodama
    • 2
  1. 1.Dipartimento di Scienze Biochimiche and Centro di Biologia Molecolare del C.N.R.Università di Roma “La Sapienza”RomaItaly
  2. 2.Department of ChemistryKochi Medical SchoolOkocho, Nankoku KochiJapan

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