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	Identification of amino acid phosphorodiamidates of antiviral nucleosides using electrospray ionisation tandem mass spectrometry
	Cui, Juntao ; Gao, Xiang ; Fan, Aiting ; Zhang, Shuangyan ; Liu, Yan ; Xu, Pengxiang ; Zhao, Yufen ; Zhao YF(赵玉芬)
	2011
关键词	ESI-MS/MS amino acids phosphorodiamidates methyl migration
英文摘要	Several amino acid phosphorodiamidate derivatives of d4T as anti-HIV prodrugs were synthesised and investigated using electrospray ionisation multistage tandem mass spectrometry (ESI-MS(n)). A novel methyl group migration in the gas phase was observed in ESI-MS(2) of the sodium adducts of amino acid methyl ester of phosphorodiamidates of 2',3'-didehydro-2',3'-dideoxythymidine (d4T). The proposed structures of the rearrangement ions were confirmed by high-resolution tandem mass spectrometry. A possible mechanism involving the pentacoordinate phosphoric-carboxylic phosphate anhydride was proposed, in which a seven-membered ring intermediate was formed by coordination with the metal ion between the phosphoryl group and carbonyl oxygen atom. Thus, the intrinsic properties of phosphoryl group might be the key factors responsible for this migration.; National Natural Science Foundation of China[21075103, 20972130, 20805037]
语种	英语
出版者	IM PUBLICATIONS
内容类型	期刊论文
源URL	[http://dx.doi.org/doi:10.1255/ejms.1111]
专题	化学化工－已发表论文
推荐引用方式 GB/T 7714	Cui, Juntao,Gao, Xiang,Fan, Aiting,et al. Identification of amino acid phosphorodiamidates of antiviral nucleosides using electrospray ionisation tandem mass spectrometry[J],2011.
APA	Cui, Juntao.,Gao, Xiang.,Fan, Aiting.,Zhang, Shuangyan.,Liu, Yan.,...&赵玉芬.(2011).Identification of amino acid phosphorodiamidates of antiviral nucleosides using electrospray ionisation tandem mass spectrometry..
MLA	Cui, Juntao,et al."Identification of amino acid phosphorodiamidates of antiviral nucleosides using electrospray ionisation tandem mass spectrometry".(2011).

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