THIN-LAYER CHROMATOGRAPHY AND PRINCIPAL COMPONENT ANALYSIS FOR THE STUDY OF THE INTERACTION OF AMINO-ACIDS WITH SOME ANTISENSE NUCLEOSIDES

The interaction of 23 antisense nucleosides with amino acids was studi ed by charge-transfer reversed-phase thin-layer chromatography and the retention matrix was evaluated by principal component analysis. The m ajority of amino acids had a negligible effect on the retention of nuc leosides. Only amino acids with bulky ring structures (Trp and Phe) si gnificantly decreased the retention of nucleosides. This phenomenon in dicates the outstanding role of stacking interactions between the ring structures of antisense nucleoside's and Trp and Phe. The length of t he alkyl substituent at the 5 position markedly influenced the strengt h of interaction whereas the branching of the chain or the presence of double or triple bonds had a very low impact on the interaction.