Synthesis of lipophilic N-phosphorylmethylated amino acids and their membrane-transport properties towards some organic acids

Rafael A. CherkasovA. M. Butlerov Chemical Institute, Kazan (Volga region) Federal University, Kazan, RussiaCorrespondence[email protected]

Sergey A. KoshkinA. M. Butlerov Chemical Institute, Kazan (Volga region) Federal University, Kazan, Russia

Airat R. GarifzyanovA. M. Butlerov Chemical Institute, Kazan (Volga region) Federal University, Kazan, Russia

Natal'ya V. DavletshinaA. M. Butlerov Chemical Institute, Kazan (Volga region) Federal University, Kazan, Russia

GRAPHICAL ABSTRACT

ABSTRACT

One-pot procedures were developed for the synthesis of lipophilic N-(dialkylphosphorylmethyl) derivatives of natural amino acids with high yields from dioctyloxide, formaldehyde, and an amino acid in the presence of amino acid hydrochloride. Membrane transport properties of the new phosphorylated amino acids towards polyfunctional carboxylic acids were studied. It was found that N,N-bis[(dioctylphosphoryl)methyl]-β-alanine is a selective extractant for glutaric acid.

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Synthesis of lipophilic N-phosphorylmethylated amino acids and their membrane-transport properties towards some organic acids

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Synthesis of lipophilic N-phosphorylmethylated amino acids and their membrane-transport properties towards some organic acids

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