SYNTHESIS OF MODIFIED AMINO ACIDS CONTAINING NUCLEIC ACID PURINE BASES

Article abstract of DOI:10.1007/BF00505912

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 N_α(N_ω)-(adenylyl-9-alkanoyl)aminocarboxylic, N_α-(adenylyl-9-)- and N_ω-(hypoxanthinyl-9-alkanoyl)-α,ω-diaminocarboxylic acids.The deamination of N_ω-(adenylyl-9-alkanoyl)aminocarboxylic acids gives N_ω-(hypoxanthinyl-9-alkanoyl)aminocarboxylic acids.