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PMID: 9623 Published · ppublish English Journal Article

The reaction between thiols and 8-azidoadenosine derivatives.

Nucleic acids research ·Vol. 3 ·No. 9 ·1976-09-00 ·Pages 2331-9

Cartwright IL, Hutchinson DW, Armstrong VW

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.

MeSH Terms
Adenine Nucleotides Adenosine/analogs & derivatives,radiation effects Azides Dithiothreitol Hydrogen-Ion Concentration Light Mercaptoethanol
Chemicals
Adenine Nucleotides Azides Mercaptoethanol Adenosine Dithiothreitol
Authors & Affiliations
3 authors, click to expand affiliations / ORCID
Cartwright I L
Hutchinson D W
Armstrong V W
References (8)
8 references, click to expand
  1. 8-azido-ADP, a covalent-binding inhibitor of mitochondrial adenine nucleotide translocation.
    FEBS Lett. 1976 Apr 15;64(1):185-9 PMID: 131709
  2. SYNTHESIS OF NUCLEOTIDE ANHYDRIDES BY ANION EXCHANGE.
    Biochim Biophys Acta. 1964 Sep 11;91:1-13 PMID: 14227274
  3. 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;87:1772-6 PMID: 14289333
  4. Photoaffinity labeling of adenosine 3',5'-cyclic monophosphate binding sites of human red cell membranes.
    Biochemistry. 1975 Aug 26;14(17):3852-7 PMID: 169887
  5. Photoaffinity labeling of a protein kinase from bovine brain with 8-azidoadenosine 3',5'-monophosphate.
    Biochemistry. 1975 Aug 26;14(17):3858-62 PMID: 169888
  6. 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):3367-71 PMID: 4279407
  7. Studies on nucleosides and nucleotides. 38. Synthesis of 8-bromoadenosine nucleotides.
    Chem Pharm Bull (Tokyo). 1969 Feb;17(2):348-54 PMID: 5782965
  8. Interaction of the photoaffinity label 8-azido-ADP with glutamate dehydrogenase.
    FEBS Lett. 1976 Apr 15;64(1):176-80 PMID: 944649
Article Info
Journal
Nucleic acids research
Abbr.
Nucleic Acids Res
ISSN
0305-1048
DOI
10.1093/nar/3.9.2331
Published
1976-09-00
Pages
2331-9
Language
English
Region
England
NLM ID
0411011
PMCID
PMC343088
Subset
IM
External Links
PubMed source DOI: 10.1093/nar/3.9.2331 PMC Full Text View journal details
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