Origins of Life and Evolution of Biospheres

, Volume 35, Issue 1, pp 11–17 | Cite as

Synthesis of Nucleoside N-Phosphoamino Acids and Peptide Formation



Nucleoside N-phosphoamino acids were synthesized through Atherton-Todd reaction of nucleoside H-phosphonate with amino acids, and their structures were confirmed by NMR and ESI-MS. After nucleoside N-phosphoamino acid was incubated in anhydrous methanol at 40 °C for 72 h, di- to tetra-peptide derivatives were detected by ESI-MS, and their structures were further identified by multistage mass spectrometry. These and previously published studies in aqueous solution suggest that nucleoside N-phosphoamino acids could have been prebiotic precursors of oligopeptides.


amino acid nucleoside phosphonate peptide formation prebiotic synthesis 


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Copyright information

© Springer Science + Business Media, Inc. 2005

Authors and Affiliations

  • Changxue Lin
    • 1
  • Hua Fu
    • 1
  • Yufen Zhao
    • 1
  • Changmei Cheng
    • 1
  1. 1.The Key Laboratory of Bioorganic Phosphorus Chemistry, Ministry of Education, Department of Chemistry, School of Life Sciences and EngineeringTsinghua UniversityBeijingP. R. China

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