Literature DB >> 9623

The reaction between thiols and 8-azidoadenosine derivatives.

I L Cartwright, D W Hutchinson, V W Armstrong.   

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.

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Year:  1976        PMID： 9623      PMCID： PMC343088          DOI： 10.1093/nar/3.9.2331

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN： 0305-1048            Impact factor:   16.971


  8 in total

1.  SYNTHESIS OF NUCLEOTIDE ANHYDRIDES BY ANION EXCHANGE.

Authors:  A M MICHELSON
Journal:  Biochim Biophys Acta       Date:  1964-09-11

2.  Photoaffinity labeling of adenosine 3',5'-cyclic monophosphate binding sites of human red cell membranes.

Authors:  B E Haley
Journal:  Biochemistry       Date:  1975-08-26       Impact factor: 3.162

3.  Photoaffinity labeling of a protein kinase from bovine brain with 8-azidoadenosine 3',5'-monophosphate.

Authors:  A H Pomerantz; S A Rudolph; B E Haley; P Greengard
Journal:  Biochemistry       Date:  1975-08-26       Impact factor: 3.162

4.  8-azido-ADP, a covalent-binding inhibitor of mitochondrial adenine nucleotide translocation.

Authors:  G SchHafer; E Schrader; G Rowohl-Quisthoudt; S Penades; M Rimpler
Journal:  FEBS Lett       Date:  1976-04-15       Impact factor: 4.124

5.  Interaction of the photoaffinity label 8-azido-ADP with glutamate dehydrogenase.

Authors:  R Koberstein; L Cobianchi; H Sund
Journal:  FEBS Lett       Date:  1976-04-15       Impact factor: 4.124

6.  Studies on nucleosides and nucleotides. 38. Synthesis of 8-bromoadenosine nucleotides.

Authors:  M Ikehara; S Uesugi
Journal:  Chem Pharm Bull (Tokyo)       Date:  1969-02       Impact factor: 1.645

7.  Interactions of a photo-affinity ATP analog with cation-stimulated adenosine triphosphatases of human red cell membranes.

Authors:  B E Haley; J F Hoffman
Journal:  Proc Natl Acad Sci U S A       Date:  1974-09       Impact factor: 11.205

8.  PURINE NUCLEOSIDES. IX. THE SYNTHESIS OF 9-BETA-D-RIBOFURANOSYL URIC ACID AND OTHER RELATED 8-SUBSTITUTED PURINE RIBONUCLEOSIDES.

Authors:  R E HOLMES; R K ROBINS
Journal:  J Am Chem Soc       Date:  1965-04-20       Impact factor: 15.419
  8 in total
  12 in total

1.  Synthesis and properties of 8-azido-1, N6-etheno adenosine triphosphate--a fluorescent and photosensitive ATP analog.

Authors:  H J Schäfer; P Scheurich; G Rathgeber; K Dose
Journal:  Nucleic Acids Res       Date:  1978-04       Impact factor: 16.971

2.  Reagent for the detection of protein thiocarboxylates in the bacterial proteome: lissamine rhodamine B sulfonyl azide.

Authors:  Kalyanaraman Krishnamoorthy; Tadhg P Begley
Journal:  J Am Chem Soc       Date:  2010-08-25       Impact factor: 15.419

3.  2-Azido-[32P]NAD+, a photoactivatable probe for G-protein structure: evidence for holotransducin oligomers in which the ADP-ribosylated carboxyl terminus of alpha interacts with both alpha and gamma subunits.

Authors:  R R Vaillancourt; N Dhanasekaran; G L Johnson; A E Ruoho
Journal:  Proc Natl Acad Sci U S A       Date:  1990-05       Impact factor: 11.205

4.  Analogs of methionyl-tRNA synthetase substrates containing photolabile groups.

Authors:  R Wetzel; D Söll
Journal:  Nucleic Acids Res       Date:  1977       Impact factor: 16.971

5.  Chemical crosslinking of cell membranes.

Authors:  C R Middaugh; E F Vanin; T H Ji
Journal:  Mol Cell Biochem       Date:  1983       Impact factor: 3.396

6.  Photoaffinity labeling of cyclic-AMP- and AMP-binding proteins differentiating Dictyostelium discoideum cells.

Authors:  L J Wallace; W A Frazier
Journal:  Proc Natl Acad Sci U S A       Date:  1979-09       Impact factor: 11.205

7.  Chemiluminescent detection of enzymatically produced hydrogen sulfide: substrate hydrogen bonding influences selectivity for H2S over biological thiols.

Authors:  T Spencer Bailey; Michael D Pluth
Journal:  J Am Chem Soc       Date:  2013-11-06       Impact factor: 15.419

Review 8.  Covalent labeling of nucleic acids.

Authors:  Nils Klöcker; Florian P Weissenboeck; Andrea Rentmeister
Journal:  Chem Soc Rev       Date:  2020-10-21       Impact factor: 54.564

9.  Azidopolynucleotides as photoaffinity reagents.

Authors:  I L Cartwright; D W Hutchinson
Journal:  Nucleic Acids Res       Date:  1980-04-11       Impact factor: 16.971

10.  Bioorthogonal chemistry: fishing for selectivity in a sea of functionality.

Authors:  Ellen M Sletten; Carolyn R Bertozzi
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336
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