Study of influence of derivatization conditions on structure and stability of nucleoside derivatives
T11N1
Study of influence of derivatization conditions on structure and stability
of nucleoside derivatives by gas chromatography/mass spectrometry
O.V. Razvazhnaya*, D.A. Burmykin, A.I. Revelsky
Conditions of nucleosides derivatization with different reagents were examined. Single trimethylsilyl derivatives of uridine, 5-methyluridine, cytidine, 5-methylcytidine, inosine, xanthosine, N2,N2-dimethylguanosine were obtained by reaction with N,O-bis(trimethylsilyl)trifluoroacetamide. Mixture of the trimethylsilyl derivatives of adenosine and guanosine was formed under these conditions. N-trifluoroacetyl-O-trimethylsilyl derivatives of cytidine, 5-methylcytidine, adenosine (mixed with trimethylsilyl derivative) were prepared using N,O-bis(trimethylsilyl)trifluoroacetamide and N-methyl-bis(trifluoroacetamide) (mixed derivatization). Derivatives of cytidine and 5-methylcytidine obtained by mixed derivatization have better chromatographic characteristics than trimethylsilyl derivatives. Formation of trifluoroacetyl derivatives of adenosine under the action of N-methyl-bis(trifluoroacetamide) was shown. Possibility of replacement of the reagent and pyridine by inert solvent was investigated.
