Dopamine: Acid-base properties and membrane penetration capacity

Arash Mirzahosseini, Tamás Pálla, Gábor Orgován, Gergő Tóth, Béla Noszál

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Dopamine and 4 related compounds were studied by 1H NMR-pH titrations and a case-tailored evaluation method. The resulting acid-base properties of dopamine are quantified in terms of 3 macroscopic and 12 microscopic protonation constants and the concomitant 3 interactivity parameters. The species- and site-specific basicities are interpreted by means of inductive and shielding effects through various intra- and intermolecular comparisons. The site-specific basicities determined this way are key parameters for the prediction of pharmacokinetic behavior and receptor-binding at the molecular level.

Original languageEnglish
Pages (from-to)346-350
Number of pages5
JournalJournal of Pharmaceutical and Biomedical Analysis
Volume158
DOIs
Publication statusPublished - Sep 5 2018

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Keywords

  • Catecholamine
  • Dopamine
  • Microspeciation
  • NMR-pH titration
  • pK

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmaceutical Science
  • Drug Discovery
  • Spectroscopy
  • Clinical Biochemistry

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