Characterization of the species-specific acid-base equilibria of adrenaline and noradrenaline

Arash Mirzahosseini, Tamás Pálla, Gábor Orgován, Gergő Tóth, B. Noszál

Research output: Contribution to journalArticle

Abstract

Adrenaline, noradrenaline, the biogenic catecholamines of vital importance, and four closely related compounds were studied by 1 H NMR-pH titrations, and the resulting acid-base properties are quantified in terms of three macroscopic and twelve microscopic protonation constants for both molecules. The species-specific basicities are interpreted by means of inductive and shielding effects by comparing the protonation constants of the catecholamines, including dopamine. The site-specific basicities determined this way could be key parameters for the interpretation of biochemical behavior.

Original languageEnglish
Pages (from-to)215-219
Number of pages5
JournalJournal of Pharmaceutical and Biomedical Analysis
Volume170
DOIs
Publication statusPublished - Jun 5 2019

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Keywords

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

ASJC Scopus subject areas

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

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