ジオール化合物の液体クロマトグラフィー/質量分析法におけるm-アミノフェニルボロネート誘導体の役割

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In chromatographic analysis, a suitable derivatization of the bifunctional groups has sometimes been used to enhance the sensitivity and selectivity for detection. Transforming 1,2-diol compounds to the corresponding cyclic boronate derivatives has been more extensively used as a suitable derivatization method for chromatographic and chromatography/mass spectrometric detection. Liquid chromatography/mass spectrometry (LC/MS) with electro spray ionization has been successfully applied to the analysis of diol compounds, pinacol, 2-methy1-2,4-pentanediol,2,4-dimethy1-2,4-pentanediol,(+)-pinanediol, bicyclohexyl-1,1'-diol, ryanodine and rifampicin, as their m-aminophenylboronate derivatives. Of the range of analytical conditions that were tested, the optimum results were obtained by using reversed-phase LC with a mixture of acetonitrile and 5% acetic acid. The positive-ion spectra of m-aminophenylboronates of the diol compounds showed pseudo-molecular ions, [M+H]^+. The [M+H]^+ ion was the most abundant for most of the diol compounds, adn the [M+H+C_5H_5N]^+ion was the most abundant for most of the diol compounds, and the [M+H+C_5H_5N]^+ ion was the most abundant for ryanodine. Full-scan mass spectra were readily obtained from 2.6 ng of 2,4-dimethyl-2,4-pentanediol boronate, while a detection limit of 66 fg (signal-to-noise ratio 4) was attained in the selected-ion monitoring mode. This shows that the boronate derivatization of low molecule diols, like pinacol, pinanediol, and so on, contribute to the enhancement of LC/MS detection compared with the direct detection of free diol. On the other hand, in the case of more polar diol compounds, like ryanodine and rifampicine, their boronate derivatization decreased the ionization efficiency upon electrospray ionization.
社団法人日本分析化学会の論文
2002-09-05

ジオール化合物の液体クロマトグラフィー/質量分析法におけるm-アミノフェニルボロネート誘導体の役割

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