Skip to main content
PMC home page
Nucleic Acids Research logoLink to Nucleic Acids Research
. 1976 Sep;3(9):2331–2339. doi: 10.1093/nar/3.9.2331

The reaction between thiols and 8-azidoadenosine derivatives.

I L Cartwright, D W Hutchinson, V W Armstrong
PMCID: PMC343088  PMID: 9623

Abstract

Thiols react at room temperature in dilute solution with 8-azidoadenosine and its nucleotides to give the corresponding 8-aminoadenosine derivatives. The reaction which takes place in the dark is base-catalysed and is particularly rapid when dithiols, e.g. dithiothreitol are used.

Full text

PDF
2339

Selected References

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

  1. HOLMES R. E., ROBINS R. K. PURINE NUCLEOSIDES. IX. THE SYNTHESIS OF 9-BETA-D-RIBOFURANOSYL URIC ACID AND OTHER RELATED 8-SUBSTITUTED PURINE RIBONUCLEOSIDES. J Am Chem Soc. 1965 Apr 20;87:1772–1776. doi: 10.1021/ja01086a028. [DOI] [PubMed] [Google Scholar]
  2. Haley B. E., Hoffman J. F. Interactions of a photo-affinity ATP analog with cation-stimulated adenosine triphosphatases of human red cell membranes. Proc Natl Acad Sci U S A. 1974 Sep;71(9):3367–3371. doi: 10.1073/pnas.71.9.3367. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Haley B. E. Photoaffinity labeling of adenosine 3',5'-cyclic monophosphate binding sites of human red cell membranes. Biochemistry. 1975 Aug 26;14(17):3852–3857. doi: 10.1021/bi00688a018. [DOI] [PubMed] [Google Scholar]
  4. Ikehara M., Uesugi S. Studies on nucleosides and nucleotides. 38. Synthesis of 8-bromoadenosine nucleotides. Chem Pharm Bull (Tokyo) 1969 Feb;17(2):348–354. doi: 10.1248/cpb.17.348. [DOI] [PubMed] [Google Scholar]
  5. Koberstein R., Cobianchi L., Sund H. Interaction of the photoaffinity label 8-azido-ADP with glutamate dehydrogenase. FEBS Lett. 1976 Apr 15;64(1):176–180. doi: 10.1016/0014-5793(76)80277-3. [DOI] [PubMed] [Google Scholar]
  6. MICHELSON A. M. SYNTHESIS OF NUCLEOTIDE ANHYDRIDES BY ANION EXCHANGE. Biochim Biophys Acta. 1964 Sep 11;91:1–13. doi: 10.1016/0926-6550(64)90164-1. [DOI] [PubMed] [Google Scholar]
  7. Pomerantz A. H., Rudolph S. A., Haley B. E., Greengard P. Photoaffinity labeling of a protein kinase from bovine brain with 8-azidoadenosine 3',5'-monophosphate. Biochemistry. 1975 Aug 26;14(17):3858–3862. doi: 10.1021/bi00688a019. [DOI] [PubMed] [Google Scholar]
  8. SchHafer G., Schrader E., Rowohl-Quisthoudt G., Penades S., Rimpler M. 8-azido-ADP, a covalent-binding inhibitor of mitochondrial adenine nucleotide translocation. FEBS Lett. 1976 Apr 15;64(1):185–189. doi: 10.1016/0014-5793(76)80279-7. [DOI] [PubMed] [Google Scholar]

Articles from Nucleic Acids Research are provided here courtesy of Oxford University Press

RESOURCES