Literature DB >> 2836803

Adenosine-guanosine preferential photocleavage of DNA by azido-benzoyl- and diazocyclopenta-dienylcarbonyloxy derivatives of 9-aminoacridine.

P E Nielsen1, C Jeppesen, M Egholm, O Buchardt.   

Abstract

The photoreactions of 9-[6-(4-azidobenzamido)hexylamino]acridine (AHA) and 9-[6-(2-diazocyclopentadienylcarbonyloxy)hexylamino]acridine (DHA) with double stranded DNA result in formation of single strand nicks and alkali labile sites (adducts) with an efficiency of 6 x 10(-3) nicks per AHA and 3 x 10(-2) nicks per DHA molecule. The alkali dependent DNA cleavage by AHA shows a pronounced A+G preference whereas that by DHA is practically sequence independent. In the presence of diacridines, however, DHA exhibits a preference for cleavage at guanosines. These DNA photocleaving reagents could be useful for DNA photofootprinting and photosequencing.

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Year:  1988        PMID: 2836803      PMCID: PMC336562          DOI: 10.1093/nar/16.9.3877

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


  17 in total

1.  Damage by visible light to the acridine orange--DNA complex.

Authors:  D FREIFELDER; P F DAVISON; E P GEIDUSCHEK
Journal:  Biophys J       Date:  1961-05       Impact factor: 4.033

2.  Base-specific reactions useful for DNA sequencing: methylene blue--sensitized photooxidation of guanine and osmium tetraoxide modification of thymine.

Authors:  T Friedmann; D M Brown
Journal:  Nucleic Acids Res       Date:  1978-02       Impact factor: 16.971

3.  A rapid alkaline extraction procedure for screening recombinant plasmid DNA.

Authors:  H C Birnboim; J Doly
Journal:  Nucleic Acids Res       Date:  1979-11-24       Impact factor: 16.971

4.  Photoaffinity labeling of chromatin. Synthesis and properties of arylazido derivatives of 9-aminoacridine: potential photolabels for chromatin studies.

Authors:  P E Nielsen
Journal:  Eur J Biochem       Date:  1982-02

5.  Sequence-specific cleavage of double helical DNA by triple helix formation.

Authors:  H E Moser; P B Dervan
Journal:  Science       Date:  1987-10-30       Impact factor: 47.728

6.  Acridine-psoralen amines and their interaction with deoxyribonucleic acid.

Authors:  J B Hansen; T Koch; O Buchardt; P E Nielsen; M Wirth; B Nordén
Journal:  Biochemistry       Date:  1983-10-11       Impact factor: 3.162

7.  Sequence-specific recognition, photocrosslinking and cleavage of the DNA double helix by an oligo-[alpha]-thymidylate covalently linked to an azidoproflavine derivative.

Authors:  T Le Doan; L Perrouault; D Praseuth; N Habhoub; J L Decout; N T Thuong; J Lhomme; C Hélène
Journal:  Nucleic Acids Res       Date:  1987-10-12       Impact factor: 16.971

8.  Methidiumpropyl-EDTA.Fe(II) and DNase I footprinting report different small molecule binding site sizes on DNA.

Authors:  M W Van Dyke; P B Dervan
Journal:  Nucleic Acids Res       Date:  1983-08-25       Impact factor: 16.971

9.  Sequence-influenced interactions of oligoacridines with DNA detected by retarded gel electrophoretic migrations.

Authors:  P E Nielsen; W P Zhen; U Henriksen; O Buchardt
Journal:  Biochemistry       Date:  1988-01-12       Impact factor: 3.162

10.  Synthesis of a sequence-specific DNA-cleaving peptide.

Authors:  J P Sluka; S J Horvath; M F Bruist; M I Simon; P B Dervan
Journal:  Science       Date:  1987-11-20       Impact factor: 47.728

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  4 in total

1.  C-lysine conjugates: pH-controlled light-activated reagents for efficient double-stranded DNA cleavage with implications for cancer therapy.

Authors:  Wang-Yong Yang; Boris Breiner; Serguei V Kovalenko; Chi Ben; Mani Singh; Shauna N LeGrand; Qing-Xiang Amy Sang; Geoffrey F Strouse; John A Copland; Igor V Alabugin
Journal:  J Am Chem Soc       Date:  2009-08-19       Impact factor: 15.419

2.  Photocleavage of DNA and photofootprinting of E. coli RNA polymerase bound to promoter DNA by azido-9-acridinylamines.

Authors:  C Jeppesen; O Buchardt; U Henriksen; P E Nielsen
Journal:  Nucleic Acids Res       Date:  1988-07-11       Impact factor: 16.971

3.  A specific and efficient photoreaction between E. coli RNA polymerase and T+1 in the lacUV5 or deoP1 promoter.

Authors:  C Jeppesen; K F Jensen; P E Nielsen
Journal:  Nucleic Acids Res       Date:  1988-10-25       Impact factor: 16.971

4.  Fine-tuning alkyne cycloadditions: Insights into photochemistry responsible for the double-strand DNA cleavage via structural perturbations in diaryl alkyne conjugates.

Authors:  Wang-Yong Yang; Samantha A Marrone; Nalisha Minors; Diego A R Zorio; Igor V Alabugin
Journal:  Beilstein J Org Chem       Date:  2011-06-16       Impact factor: 2.883

  4 in total

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