engleski

Structural analysis of N-alkylglycines and their nitrate salts

N-alkylated-amino acids are widely investigated due to their occurrence in bacteria, plant and animal organisms, and humans, as well as their biological functions in metabolic pathways. For instance, N-methylglycine is used as a dietary supplement and is investigated as a potential therapeutical agent for treatment of schizophrenia and depression [1]. N-ethylglycine is a promising agent for chronic pain treatment [2]. As part of our ongoing investigation of amino acids and their derivatives [3, 4], we report synthesis, thermal and crystal structure analysis of four new compounds: N-ethylglycine-nitrate (H2EtGlyNO3), N-isopropylglycine-nitrate (H2(i-PrGly)NO3), N-(n-propyl)glycine-nitrate (H2(n-PrGly)NO3), and N-(n-propyl)glycine hydrate (H(n-PrGly)·1/3H2O). Three N-alkylglycine compounds were crystallized as nitrate salts, while N-propylglycine was crystallized as a hydrate of a zwitterionic compound. All nitrate salts form 2D layers by hydrogen bonds (Figure 1), with layers connected through weak dispersion interactions of the hydrophobic chains. In H(n-PrGly)·1/3H2O a 3D hydrogen-bonded framework is formed.

N-alkylglycine ; crystal structures ; thermal analysis

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