Abstract Adrenaline, noradrenaline, the biogenic catecholamines of vital importance, and four closely related compounds were studied by 1H NMR‐pH titrations, and the resulting acid‐base properties are quantified in terms of… Click to show full abstract
Abstract Adrenaline, noradrenaline, the biogenic catecholamines of vital importance, and four closely related compounds were studied by 1H 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.
               
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