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Monatshefte für Chemie - Chemical Monthly

, Volume 144, Issue 12, pp 1767–1773 | Cite as

Properties of dihydroasparagusic acid and its use as an antidote against mercury(II) poisoning

  • Armandodoriano Bianco
  • Emilio Bottari
  • Maria Rosa FestaEmail author
  • Lorella Gentile
  • Anna Maria Serrilli
  • Alessandro Venditti
Original Paper

Abstract

Dihydroasparagusic acid is the first naturally occurring dimercaptanic compound that was isolated in 1948 from Asparagus concentrate. Although several synthetic procedures were proposed in the past decades for this natural substance, most of its chemical properties remain unstudied. In this work the capacity of the acid to act as an antidote against mercury(II) toxicity was evaluated in a simple biological model system, Saccharomyces cerevisiae, and is explained by the formation of a precipitate between mercury(II) and dihydroasparagusic acid. The precipitate was analyzed and studied. The solubility was determined by measuring in equilibrated solutions either the concentration of the total mercury(II) present in solution or the free concentration of hydrogen ions. The protonation constants were determined at 25 °C and in 1.00 M NaCl, as constant ionic medium, by means of potential difference measurements of a galvanic cell with a glass electrode. The experimental data are explained by proposing the chemical composition of the precipitate and the value of its solubility product. As the solubility of the precipitate increases by increasing the concentration of dihydroasparagusic acid, the further formation of a complex between mercury(II) and dihydroasparagusic acid is assumed.

Graphical abstract

Keywords

Dihydroasparagusic acid Antidote towards mercury(II) Solubility product Coordination chemistry Protonation complexes Stability constant 

Supplementary material

706_2013_1095_MOESM1_ESM.doc (28 kb)
Supplementary material 1 (DOC 28 kb)

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Copyright information

© Springer-Verlag Wien 2013

Authors and Affiliations

  • Armandodoriano Bianco
    • 1
  • Emilio Bottari
    • 1
  • Maria Rosa Festa
    • 1
    Email author
  • Lorella Gentile
    • 1
  • Anna Maria Serrilli
    • 1
  • Alessandro Venditti
    • 1
  1. 1.Dipartimento di ChimicaUniversità di Roma “La Sapienza”RomeItaly

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