Sheng Huaming, Tang Weijuan, Yerabolu Ravikiran, Kong John Y, Williams Peggy E, Zhang Minli, Kenttämaa Hilkka I
Purdue University, Department of Chemistry, West Lafayette, IN, 47907, USA.
AstraZeneca, Boston, MA, 02130, USA.
Rapid Commun Mass Spectrom. 2015 Apr 30;29(8):730-4. doi: 10.1002/rcm.7154.
N-Monosubstituted hydroxylamines correspond to an important class of metabolites for many bioactive molecules. In this study, a tandem mass spectrometric method based on ion/molecule reactions was developed for the identification of compounds with the N-monosubstituted hydroxylamino functionality.
The diagnostic ion/molecule reaction occurs between protonated analytes with 2-methoxypropene (MOP) inside a linear quadrupole ion trap mass spectrometer.
Most protonated compounds with N-monosubstituted and disubstituted hydroxylamino and oxime functional groups react with MOP via proton transfer and formation of a stable adduct in a linear quadrupole ion trap mass spectrometer. However, only protonated compounds with N-monosubstituted hydroxylamino groups form the characteristic MOP adduct-MeOH product. Possible mechanisms of this reaction are discussed.
A method based on functional group-selective ion/molecule reactions in a linear quadrupole ion trap mass spectrometer has been demonstrated to allow the identification of protonated compounds with the N-monosubstituted hydroxylamino functionality. Only N-monosubstituted hydroxylamines react with MOP via formation of an adduct that has eliminated methanol.
N-单取代羟胺是许多生物活性分子的一类重要代谢产物。在本研究中，开发了一种基于离子/分子反应的串联质谱方法，用于鉴定具有N-单取代羟氨基官能团的化合物。
在线性四极杆离子阱质谱仪内，质子化分析物与2-甲氧基丙烯（MOP）之间发生诊断性离子/分子反应。
大多数具有N-单取代和双取代羟氨基及肟官能团的质子化化合物，在线性四极杆离子阱质谱仪中通过质子转移与MOP反应并形成稳定加合物。然而，只有具有N-单取代羟氨基基团的质子化化合物会形成特征性的MOP加合物-甲醇产物。讨论了该反应的可能机制。
已证明一种基于线性四极杆离子阱质谱仪中官能团选择性离子/分子反应的方法，可用于鉴定具有N-单取代羟氨基官能团的质子化化合物。只有N-单取代羟胺通过形成消除了甲醇的加合物与MOP反应。
