Understanding the Solution Behavior of Epinephrine in the Presence of Toxic Cations: A Thermodynamic Investigation in Different Experimental Conditions

Alberto Pettignano, Gabriele Lando, Francesco Crea, Anna Irto, Demetrio Milea, Stefano Materazzi, Silvio Sammartano, Concetta De Stefano

Risultato della ricerca: Articlepeer review

1 Citazioni (Scopus)

Abstract

The interactions of epinephrine ((R)-()-3,4-dihydroxy--(methylaminomethyl)benzylalcohol; Eph) with dierent toxic cations (methylmercury(II): CH3Hg+; dimethyltin(IV): (CH3)2Sn2+;dioxouranium(VI): UO22+) were studied in NaClaq at dierent ionic strengths and at T = 298.15 K(T = 310.15 K for (CH3)2Sn2+). The enthalpy changes for the protonation of epinephrine and its complex formation with UO22+ were also determined using isoperibolic titration calorimetry: DHHL = 39 1 kJ mol1, DHH2L = 67 1 kJ mol1 (overall reaction), DHML = 26 4 kJ mol1, and DHM2L2(OH)2 = 39 2 kJ mol1. The results were that UO22+ complexation by Eph was an entropy-driven process. The dependence on the ionic strength of protonation and the complex formation constants was modeled using the extended Debye–Hückel, specific ion interaction theory(SIT), and Pitzer approaches. The sequestering ability of adrenaline toward the investigated cations was evaluated using the calculation of pL0.5 parameters. The sequestering ability trend resulted in the following: UO22+ >> (CH3)2Sn2+ > CH3Hg+. For example, at I = 0.15 mol dm3 and pH = 7.4 (pH = 9.5 for CH3Hg+), pL0.5 = 7.68, 5.64, and 2.40 for UO22+, (CH3)2Sn2+, and CH3Hg+, respectively. Here, the pH is with respect to ionic strength in terms of sequestration.
Lingua originaleEnglish
pagine (da-a)511-
Numero di pagine26
RivistaMolecules
Volume25
Stato di pubblicazionePublished - 2020

All Science Journal Classification (ASJC) codes

  • ???subjectarea.asjc.1600.1602???
  • ???subjectarea.asjc.1600.1601???
  • ???subjectarea.asjc.1300.1313???
  • ???subjectarea.asjc.3000.3003???
  • ???subjectarea.asjc.3000.3002???
  • ???subjectarea.asjc.1600.1606???
  • ???subjectarea.asjc.1600.1605???

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