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Gas-fragmentation study of the novel synthetic zwitterionic drug 3-methyl-9-(2-oxa-2lambda5-2H-1,3,2-oxazaphosphorine-2-cyclohexyl)-3,6,9-triazaspiro[5,5]undecane chloride (SLXM-2) by electrospray ionization tandem mass spectrometry.
Rapid Commun Mass Spectrom. 2010 Apr 30; 24(8):1181-4.RC

Abstract

The zwitterionic drug 3-methyl-9-(2-oxa-2lambda5-2H-1,3,2-oxazaphosphorine-2-cyclohexyl)-3,6,9-triazaspiro[5,5]undecane chloride (SLXM-2) is a novel synthetic compound which has shown anticancer activity and low toxicity in vivo. In this study, the various gas-phase fragmentation routes were analyzed by electrospray ionization mass spectrometry (positive ion mode) in conjunction with tandem mass spectrometry (ESI-MS(n)) for the first time. In ESI-MS the fragment ion at m/z 289 (base peak) was formed by loss of the chlorine anion from the zwitterionic precursor SLXM-2. The fragment ion at m/z 232 was formed from the ion at m/z 289 by loss of 1-methylaziridine. The detailed gas-phase collision-induced dissociation (CID) fragmentation mechanisms obtained from the various precursor ions extracted from the zwitterionic SLXM-2 drug was obtained by tandem mass spectrometry analyses.

Authors+Show Affiliations

Department of Pharmaceutical Analysis, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20301099

Citation

Wang, Siting, et al. "Gas-fragmentation Study of the Novel Synthetic Zwitterionic Drug 3-methyl-9-(2-oxa-2lambda5-2H-1,3,2-oxazaphosphorine-2-cyclohexyl)-3,6,9-triazaspiro[5,5]undecane Chloride (SLXM-2) By Electrospray Ionization Tandem Mass Spectrometry." Rapid Communications in Mass Spectrometry : RCM, vol. 24, no. 8, 2010, pp. 1181-4.
Wang S, Song Y, Wang J, et al. Gas-fragmentation study of the novel synthetic zwitterionic drug 3-methyl-9-(2-oxa-2lambda5-2H-1,3,2-oxazaphosphorine-2-cyclohexyl)-3,6,9-triazaspiro[5,5]undecane chloride (SLXM-2) by electrospray ionization tandem mass spectrometry. Rapid Commun Mass Spectrom. 2010;24(8):1181-4.
Wang, S., Song, Y., Wang, J., Ling, X., Ge, Z., Li, R., & Cui, J. (2010). Gas-fragmentation study of the novel synthetic zwitterionic drug 3-methyl-9-(2-oxa-2lambda5-2H-1,3,2-oxazaphosphorine-2-cyclohexyl)-3,6,9-triazaspiro[5,5]undecane chloride (SLXM-2) by electrospray ionization tandem mass spectrometry. Rapid Communications in Mass Spectrometry : RCM, 24(8), 1181-4. https://doi.org/10.1002/rcm.4501
Wang S, et al. Gas-fragmentation Study of the Novel Synthetic Zwitterionic Drug 3-methyl-9-(2-oxa-2lambda5-2H-1,3,2-oxazaphosphorine-2-cyclohexyl)-3,6,9-triazaspiro[5,5]undecane Chloride (SLXM-2) By Electrospray Ionization Tandem Mass Spectrometry. Rapid Commun Mass Spectrom. 2010 Apr 30;24(8):1181-4. PubMed PMID: 20301099.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Gas-fragmentation study of the novel synthetic zwitterionic drug 3-methyl-9-(2-oxa-2lambda5-2H-1,3,2-oxazaphosphorine-2-cyclohexyl)-3,6,9-triazaspiro[5,5]undecane chloride (SLXM-2) by electrospray ionization tandem mass spectrometry. AU - Wang,Siting, AU - Song,Yan, AU - Wang,Jiao, AU - Ling,Xiaomei, AU - Ge,Zemei, AU - Li,Runtao, AU - Cui,Jingrong, PY - 2010/3/20/entrez PY - 2010/3/20/pubmed PY - 2010/6/23/medline SP - 1181 EP - 4 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 24 IS - 8 N2 - The zwitterionic drug 3-methyl-9-(2-oxa-2lambda5-2H-1,3,2-oxazaphosphorine-2-cyclohexyl)-3,6,9-triazaspiro[5,5]undecane chloride (SLXM-2) is a novel synthetic compound which has shown anticancer activity and low toxicity in vivo. In this study, the various gas-phase fragmentation routes were analyzed by electrospray ionization mass spectrometry (positive ion mode) in conjunction with tandem mass spectrometry (ESI-MS(n)) for the first time. In ESI-MS the fragment ion at m/z 289 (base peak) was formed by loss of the chlorine anion from the zwitterionic precursor SLXM-2. The fragment ion at m/z 232 was formed from the ion at m/z 289 by loss of 1-methylaziridine. The detailed gas-phase collision-induced dissociation (CID) fragmentation mechanisms obtained from the various precursor ions extracted from the zwitterionic SLXM-2 drug was obtained by tandem mass spectrometry analyses. SN - 1097-0231 UR - https://www.unboundmedicine.com/medline/citation/20301099/Gas_fragmentation_study_of_the_novel_synthetic_zwitterionic_drug_3_methyl_9__2_oxa_2lambda5_2H_132_oxazaphosphorine_2_cyclohexyl__369_triazaspiro[55]undecane_chloride__SLXM_2__by_electrospray_ionization_tandem_mass_spectrometry_ L2 - https://doi.org/10.1002/rcm.4501 DB - PRIME DP - Unbound Medicine ER -