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首页> 外文期刊>European journal of mass spectrometry >Differentiation of diasteromeric α-sulfanyl-β-amino acid derivatives by electrospray ionisation tandem mass spectrometry
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Differentiation of diasteromeric α-sulfanyl-β-amino acid derivatives by electrospray ionisation tandem mass spectrometry

机译：电喷雾电离串联质谱法鉴别非对映异构体α-硫烷基-β-氨基酸衍生物

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摘要

A set of diastereomeric α-sulfanyl-β-amino acid derivatives, which are important building blocks for pharmaceuticals with potent biological activity, are studied by electrospray ionisation tandem mass spectrometry. The collision-induced dissociation (CIDl spectra of [M + H]~+, [M + NHJ~+, [M + Na]~+ and [M + Li]~+ of the diastereomers were studied, among them the CID of [M + Na]~+ and [M + Li]~+ showed consistent differences in the relative abundance of characteristic ions that enabled distinction of the anti isomers from syn isomers. The decomposition pathways for the diagnostic ions were arrived at based on high-resolution mass spectrometry data, multiple mass spectrometry data, deuterium labelling experiments and the mass shift in accordance with the substituents located at different places. Loss of (R_1-C _6H_4-CH=NH) and (Cat-NH-SO_2R_2l from [M + Cat]~+, where Cat = Na and Li and the product ions, as a results of McLafferty rearrangement involving either the >S=O or >C=O groups, were found to be diagnostic. The McLafferty rearrangement product ions involving the >S=O group were more abundant in syn isomers while those involving the >C=O group were more abundant in anti isomers. The selectivity observed in the decomposition of [M + Li]~+ ions was found to be similar to that of [M + Na]~+ ions but, in a few cases, the differences are marginal in the decomposition of [M + Li]~+ions.
机译：通过电喷雾电离串联质谱法研究了一组非对映异构体α-硫烷基-β-氨基酸衍生物，这些衍生物是具有强大生物活性的药物的重要组成部分。研究了非对映异构体的[M + H]〜+，[M + NHJ〜+，[M + Na]〜+和[M + Li]〜+的碰撞诱导解离（CID1光谱），其中[M + Na]〜+和[M + Li]〜+在特征离子的相对丰度上具有一致的差异，从而可以区分反异构体与同分异构体。分辨率质谱数据，多重质谱数据，氘标记实验以及根据位于不同位置的取代基的质量转移，[M + Cat]〜+，其中Cat = Na和Li以及产物离子，由于涉及> S = O或> C = O基团的McLafferty重排，被发现具有诊断意义。 S = O基团在顺式异构体中含量较高，而> C = O基团在反式异构体中含量较高。发现[M + Li]〜+离子的分解与[M + Na]〜+离子的分解相似，但在少数情况下，[M + Li]〜的分解差异很小。 〜+离子。

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