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1 2010

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On the spontaneous condensation of profens, with ketoprofen as an example

Matlengiewicz M, Sajewicz M., Gontarska M., Kronenbach D., Kowalska T.

Acta Chromatographica

2010

Vol. 22, no. 1

81--90

In a series of recently published full-length papers and short communications we attempted to gain deeper insight into elementary reactions which might contribute to the non-linear nature of the spontaneous chiral conversion of low-molecular-weight carboxylic acids. Earlier, we succeeded in demonstrating that amino acids and hydroxy acids can undergo spontaneous peptidization and spontaneous esterification (both regarded as condensation), respectively, when dissolved in 70% aqueous ethanol. In this study we provide experimental proof from thin-layer chromatography and 13 C NMR spectroscopy of spontaneous condensation of profens, with ketoprofen as an example. It can be expected that other profen drugs undergo an analogous condensation. In the future, an analogy between the ability of amino acids, hydroxy acids, and profens to undergo spontaneous peptidization or condensation (as reported in our papers), and the ability of selected organosilanols to undergo the spontaneous oscillatory condensation (as reported elsewhere), might prove essential for better understanding of detailed mechanism of the spontaneous oscillatory in-vitro chiral conversion of the selected low-molecular-weight carboxylic acids.