Abstract

Uracil and thymme and their related nucleosides and nucleotides are degraded quantitatively by treatment with hydrazine hydrate at 90°. The reaction products are, respectively, pyrazol-3-one, and 5-methylpyrazol-3-one together with, in the case of the nucleosides and nucleotides, approximately quantitative yields of urea and a sugar or sugar phosphate hydrazone. Cytosine and its derivative are similarly degraded but two heterocyclic products, 3-aminopyrazole and NN′-di(3-pyrazolyl)hydrazine are obtained. Adenine and guanine, their related nucleosides, and guanine nucleotides are not degraded by hydrazine hydrate at 90° but adenine nucleotides are slowly attacked. In this reaction the only degradation product which has been identified is inorganic phosphate.

Keywords

NucleotideChemistryHydrazine (antidepressant)GuanineCytosineHydrateUracilHydrazoneSugar phosphatesPurine metabolismPhosphateOrganic chemistryBiochemistryDNAEnzyme

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Publication Info

Year
1967
Type
article
Volume
16
Pages
1528-1528
Citations
25
Access
Closed

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D.H. Háyes, F. Hayes-Baron (1967). Hydrazinolysis of some purines and pyrimidines and their related nucleosides and nucleotides. Journal of the Chemical Society C Organic , 16 , 1528-1528. https://doi.org/10.1039/j39670001528

Identifiers

DOI
10.1039/j39670001528