Abstract

European Journal of Mass Spectrometry
Volume 16 Issue 4, Pages 503–509 (2010)
doi: 10.1255/ejms.1072

Electrospray ionization tandem mass spectrometry of phosphonatepeptides

Zhenyu Zheng,^a Yan Liu,^a Zhenshi Cai,^b, Hanwen Zhang,^a Hua Fang,^c Meijuan Fang,^b,* Yufen Zhao^a,b,d
aDepartment of Chemistry, Key Laboratory for Chemical Biology of Fujian Province College of Chemistry and Chemical Engineering, Xiamen University Xiamen 361005, People's Republic of China
^bDepartment of Pharmaceutical Science, Medical College, Xiamen University, Xiamen 361005, People's Republic of China. E-mail: fangmj@xmu.edu.cn
^cThe Third Institute of Oceanography of the State Oceanic Administration, Xiamen 361005, People's Republic of China
^dThe Key Laboratory for Bioorganic Phosphorus Chemistry and Chemical Biology, National Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084, People's Republic of China

Phosphonatepeptides were synthesized and investigated by positive ion electrospray ionization mass spectrometry (ESI-MS) in conjunction with tandem mass spectrometry (MS/MS). It was found that for the sodiated adduct there were two rearrangement reactions. In the path A, a C–C covalent bond cleavage with consecutive migration of hydrogen atom to loss the amino alcohol molecule. In the path B, two consecutive covalent cleavages of the C–N and P–O bonds occurred.

Keywords: ESI-MS/MS; phosphonatepeptide

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