A theoretical and mass spectrometry study of the novel mechanism of N-glycosidic bond cleavage in nucleoside

作者：Liu Jihong; Cao Shuxia^*; Jia Bin; Wei Donghui; Liao Xincheng; Lu Jiansha; Zhao Yufen

来源：International Journal of Mass Spectrometry, 2009, 282(1-2): 1-5.

DOI：10.1016/j.ijms.2009.01.003

• Nucleoside
• Fragmentation mechar ism
• ESI
• Theoretical calculations

The fragmentation pathways of ribonucleosides, deoxynucleosides and isopropylidenenucleosides were investigated by electrospray ionization tandem mass spectrometry (ESI-MS/MS) in both positive and negative mode. Novel fragmentation pathways investigated using deuterium-label experiment provided important insight on the nature of N-glycosidic bond cleavage. The deuterium of 5'-hydroxyl group on ribose moiety was deprived by the nucleobase, and a novel five-member ring through T-oxygen and V-carbon was formed in the ribose residue as the lost neutral molecule, instead of a new double bond generating between V-C and 2'-C as the literature reported. The novel fragmentation pathway was supported by density functional theory calculations.

• 出版日期2009-4-15
• 单位郑州大学; 河南省农业科学院; 清华大学