CRCU

Chemical Research in Chinese Universities ›› 2006, Vol. 22 ›› Issue (6): 732-737.doi:

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Electrospray Ionization Mass Spectra of Amino Acid Methyl Ester 5'-Phosphoramidates of 2',3'-Isopropylideneuridine

CHEN Wei-zhu1,3, GAO Yu-xing1, BAI Yong-gang1, HAN Da-xiong1 and ZHAO Yu-fen1,2   

    1. The Key Laboratory for Chemical Biology of Fujian Province, Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, P. R. China;
    2. Key Laboratory for Bioorganic Phosphorus Chemistry of the Ministry of Education, Department of Chemistry, School of Life Sciences and Engineering, Tsinghua University, Beijin 100084, P. R. China;
    3. The Third Institute of Oceanography of the State Oceanic Administration, Xiamen 361005, P. R. China
  • Received:2005-12-05 Revised:1900-01-01 Online:2006-11-25 Published:2006-11-25
  • Contact: ZHAO Yu-fen E-mail:yfzhao@xmu.edu.cn

Cited

2

Abstract: Amino acid methyl ester phosphates were synthesized and determined by using positive-ion mode electrospray ionization mass spectrometry(ESIMS) in combination with multistage tandem mass spectrometry. The fragmentation pathways were investigated, and it was observed that most fragment ions contained the phosphoryl group. It was interesting to observe that the fragmentation pathways of the protonated molecule show some differences when compared with those of the sodium ion adduct. The methoxy group of amino acid methyl ester can migrate from the carbonyl group to the phosphoryl group in the sodium ion adduct.

Key words: ESIMS, Fragmentation pathway, Methoxy group rearrangement, Pentacoordinated phosphorus intermediate, Amino acid methyl ester 5-phosphoramidate of nucleoside