Identification of aliphatic and aromatic tertiary N-oxide functionalities in protonated analytes via ion/molecule and dissociation reactions in an FT-ICR mass spectrometer.

[摘要]：A mass spectrometric method is presented for the identification of compds. that contain the aliph. or arom. N-oxide functional group. This method uses gas-phase ion/mol. reactions of tri(dimethylamino)borane (TDMAB), which rapidly derivatizes protonated aliph. and arom. tertiary N-oxides, amides, and some amines via loss of dimethylamine in a Fourier transform ICR mass spectrometer. The mechanism involves proton transfer from the protonated analyte to the borane, followed by addn. of the analyte to the boron center and elimination of dimethylamine. The derivatized analytes are readily identified from their m/z value which is 98 Th (thomson) greater than that of the protonated analyte, and the characteristic boron isotope patterns. SORI-CAD of the product ions (adduct-Me2NH) yields different fragment ions for aliph. tertiary N-oxides, arom. tertiary N-oxides, amides, and pyridines. Therefore, these analytes can be identified based on their characteristic fragment ions. This method was tested by examg. two drug samples, Olanzapine and Olanzapine-4' N-oxide.

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