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	Fragmentation pathways of eight nitrogen-containing bisphosphonates (BPs) investigated by ESI-MSn in negative ion mode
	Qu, Zhibo（Zhengzhou Univ, Dept Chem, Key Lab Chem Biol & Organ Chem） ; Chen, Xiaolan（Zhengzhou Univ, Dept Chem, Key Lab Chem Biol & Organ Chem） ; Qu, Chen（Nankai Univ, Coll Chem） ; Qu, Lingbo（Zhengzhou Univ, Dept Chem, Key Lab Chem Biol & Organ Chem） ; Yuan, Jinwei（Henan Univ Technol, Sch Chem & Chem Engn） ; Wei, Donghui（Zhengzhou Univ, Dept Chem, Key Lab Chem Biol & Organ Chem） ; Li, Huina（Zhengzhou Univ, Dept Chem, Key Lab Chem Biol & Organ Chem） ; Huang, Xiaoying（Zhengzhou Univ, Dept Chem, Key Lab Chem Biol & Organ Chem） ; Jiang, Yuqin（Zhengzhou Univ, Dept Chem, Key Lab Chem Biol & Organ Chem） ; Zhao, Yufen ; Zhao YF(赵玉芬)
	2010-07
关键词	Nitrogen-containing bisphosphonate ESI-MSn Fragmentation pathway Diagnostic ion Theoretical calculation
英文摘要	Fragmentation pathways of eight nitrogen-containing bisphosphonates (BPs), including Pamidronate, Alendronate, and five corresponding acylated derivatives, and Risedronate, were investigated by electro-spray ionization mass spectrometry (ESI-MS) in conjunction with tandem mass spectrometry in negative ion mode. Characteristic fragment ions involved were formed by successive loss of water molecules, including alpha, beta-unsaturated product ions formed by dehydration of the alpha-hydroxyl group and beta-hydrogen, cyclic ions with P-O-P four-membered rings formed by dehydration of the two -OH groups attached to two phosphorus atoms, and cyclic phosphoramide ions with five- or six-membered rings formed by loss of water via an intramolecular nucleophilic substitution reaction, in which -NH2 (or -NH-) group on gamma or 8 carbon acted as the nucleophile to attack phosphorus atom of P=O group at the initial stage. Another notable characteristic product ion [HP2O5](-) at m/z 143, shown by all eight ESL-MS2 spectra, is a diagnostic ion of bisphosphonate group, formed from the four-membered ring ion containing P-O-P. Some additional fragmentation ions were produced from chloroacetyl Alendronate, chloroacetyl Pamidronate, and Risedronate containing triple bond ions, formed by loss of water from the corresponding enol anions. The hydrogen/deuterium (H/D) exchange experiment, theoretical calculations, and the high-resolution mass spectrometry were appropriately employed to rationalize the proposed fragmentation pathways. Crown Copyright (C) 2010 Published by Elsevier B.V. All rights reserved.; National Natural Science Foundation of China [20472076, 20972130]; Henan Academic Foundation of Science and Technology [0512001400]
语种	英语
出版者	ELSEVIER SCIENCE BV
内容类型	期刊论文
源URL	[http://dx.doi.org/doi:10.1016/j.ijms.2010.07.017]
专题	化学化工－已发表论文
推荐引用方式 GB/T 7714	Qu, Zhibo,Chen, Xiaolan,Qu, Chen,et al. Fragmentation pathways of eight nitrogen-containing bisphosphonates (BPs) investigated by ESI-MSn in negative ion mode[J],2010.
APA	Qu, Zhibo.,Chen, Xiaolan.,Qu, Chen.,Qu, Lingbo.,Yuan, Jinwei.,...&赵玉芬.(2010).Fragmentation pathways of eight nitrogen-containing bisphosphonates (BPs) investigated by ESI-MSn in negative ion mode..
MLA	Qu, Zhibo,et al."Fragmentation pathways of eight nitrogen-containing bisphosphonates (BPs) investigated by ESI-MSn in negative ion mode".(2010).

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