Skip to main content
PMC home page
Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1981 Jul;78(7):3986–3988. doi: 10.1073/pnas.78.7.3986

Syntheses of all singly labeled [15N]adenines: Mass spectral fragmentation of adenine

Maria Del Carmen G Barrio 1, David I C Scopes 1, Joseph B Holtwick 1, Nelson J Leonard 1,*
PMCID: PMC319707  PMID: 16593042

Abstract

Syntheses of all five of the singly labeled [15N]adenines are now provided. The presence or absence of two-bond 15N-1H spin couplings in their 1H NMR spectra confirm the location of the isotope in each case. The fragmentation patterns in their mass spectra are indicative of the sequential losses of HCN units and of CH2N2 from adenine upon electron impact.

Keywords: electron impact, isotope, polynitrogen heterocycle

Full text

PDF
3987

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Engel J. D. Mechanism of the Dimroth rearrangement in adenosine. Biochem Biophys Res Commun. 1975 May 19;64(2):581–586. doi: 10.1016/0006-291x(75)90361-7. [DOI] [PubMed] [Google Scholar]
  2. Leonard N. J., Henderson T. R. Purine ring rearrangements leading to the development of cytokinin activity. Mechanism of the rearrangement of 3-benzyladenine to N6-benzyladenine. J Am Chem Soc. 1975 Aug 20;97(17):4990–4999. doi: 10.1021/ja00850a038. [DOI] [PubMed] [Google Scholar]
  3. Markowski V., Sullivan G. R., Roberts J. D. Nitrogen-15 nuclear magnetic resonance spectroscopy of some nucleosides and nucleotides. J Am Chem Soc. 1977 Feb 2;99(3):714–718. doi: 10.1021/ja00445a009. [DOI] [PubMed] [Google Scholar]

Articles from Proceedings of the National Academy of Sciences of the United States of America are provided here courtesy of National Academy of Sciences

RESOURCES