Chemistry of Heterocyclic Compounds

, Volume 21, Issue 1, pp 104–107 | Cite as

Synthesis of modified amino acids containing nucleic acid purine bases

  • S. E. Poritere
  • R. A. Paégle
  • M. Yu. Lidak
Article
  • 62 Downloads

Abstract

The reaction of hydrazides of adenylyl- or hypoxanthinyl-9-alkylcarboxylic acids with sodium nitrite in acid media gives reactive azides of purinyl-9-alkylcarboxylic acids which condense with α (ω)-aminocarboxylic and α,ω-diaminocarboxylic acids to give Nα(Nω)-(adenylyl-9-alkanoyl) aminocarboxylic, Nα-(adenylyl-9-)- and Nω-(hypoxanthinyl-9-alkanoyl)-α,ω-diaminocarboxylic acids. The deamination of Nω-(adenyl-yl-9-alkanoyl)aminocarboxylic acids gives Nω-(hypoxanthinyl-9-alkanoyl)aminocarboxylic acids.

Keywords

Sodium Organic Chemistry Nucleic Acid Nitrite Azide 

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Literature cited

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Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • S. E. Poritere
    • 1
  • R. A. Paégle
    • 1
  • M. Yu. Lidak
    • 1
  1. 1.Institute of Organic SynthesisAcademy of Sciences of the Latvian SSRRiga

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