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PMID: 7630715 Published · ppublish English Journal Article Research Support, Non-U.S. Gov't

Intrastrand cross-links are not formed in the reaction between transplatin and native DNA: relation with the clinical inefficiency of transplatin.

Nucleic acids research ·Vol. 23 ·No. 13 ·1995-07-11 ·Pages 2381-8

Boudvillain M, Dalbiès R, Aussourd C, Leng M

Abstract

The reaction between trans-diamminedichloroplatinum(II) and single-stranded oligonucleotides containing the sequence d(GXG) (X being an adenine, cytosine or thymine residue) yields trans-[Pt(NH3)2[(GXG)-GN7,GN7]] intrastrand cross-links. These cross-links do not prevent the pairing of the platinated oligonucleotides with their complementary strands but they decrease the thermal stability of the duplexes. The thermal stability is not much affected by the chemical nature of the X residue and its complementary base. By gel electrophoresis, it is shown that the trans- [Pt(NH3)2[d(GTG)-GN7,GN7]] cross-link bends the DNA double helix (26 degrees) and unwinds it (45 degrees). The pairing of the platinated oligonucleotides with their complementary strands promotes the rearrangement of the 1,3-intrastrand cross-links into interstrand cross-links. At a given temperature, the nature of the X residue, its complementary base and of the base pairs adjacent to the adducts do not dramatically affect the rate of the reaction. To know whether trans-[Pt(NH3)2[d(GXG)-GN7,GN7]] cross-links do not rearrange in some sequences, the location of these adducts was searched in double-stranded DNA after reaction with trans-diamminedichloroplatinum(II) by means of the 3'-5' exonuclease activity of T4 DNA polymerase. At low level of platination, trans-[Pt(NH3)2[d(GXG)-GN7,GN7]] cross-links were not detected. Monofunctional adducts and interstrand cross-links were mainly formed. These results are discussed in relation with the clinical inefficiency of trans-diamminedichloroplatinum(II).

MeSH Terms
Base Sequence Cisplatin/chemistry Cross-Linking Reagents DNA/chemistry DNA, Single-Stranded/chemistry DNA-Directed DNA Polymerase Drug Stability Hot Temperature Molecular Sequence Data Nucleic Acid Conformation Oligonucleotides/chemistry Stereoisomerism Viral Proteins/metabolism
Chemicals
Cross-Linking Reagents DNA, Single-Stranded Oligonucleotides Viral Proteins gene 43 protein, Enterobacteria phage T4 transplatin DNA DNA-Directed DNA Polymerase Cisplatin
Authors & Affiliations
4 authors, click to expand affiliations / ORCID
Boudvillain M
Centre de Biophysique Moleculaire, CNRS, Orleans, France.
Dalbiès R
Aussourd C
Leng M
References (26)
26 references, click to expand
  1. Linkage isomerization reaction of intrastrand cross-links in trans-diamminedichloroplatinum(II)-modified single-stranded oligonucleotides.
    Nucleic Acids Res. 1995 Mar 25;23(6):949-53 PMID: 7731808
  2. Rapid gene-specific repair of cisplatin lesions at the human DUG/DHFR locus comprising the divergent upstream gene and dihydrofolate reductase gene during early G1 phase of the cell cycle assayed by using the exonucleolytic activity of T4 DNA polymerase.
    Proc Natl Acad Sci U S A. 1994 Nov 8;91(23):10977-81 PMID: 7971995
  3. Sequence-dependent termination of in vitro DNA synthesis by cis- and trans-diamminedichloroplatinum (II).
    Proc Natl Acad Sci U S A. 1985 Jul;82(14):4616-9 PMID: 3895221
  4. DNA bending at adenine . thymine tracts.
    Nature. 1986 Apr 10-16;320(6062):501-6 PMID: 3960133
  5. Characterization of the ternary complexes formed in the reaction of cis-diamminedichloroplatinum (II), ethidium bromide and nucleic acids.
    Nucleic Acids Res. 1987 Feb 25;15(4):1779-97 PMID: 3822839
  6. Interaction of trans-diamminedichloroplatinum(II) with DNA: formation of monofunctional adducts and their reaction with glutathione.
    Biochemistry. 1987 Jun 16;26(12):3303-7 PMID: 3651385
  7. The formation, isolation and characterization of DNA adducts produced by anticancer platinum complexes.
    Pharmacol Ther. 1987;34(2):155-66 PMID: 3317449
  8. Calibration of DNA curvature and a unified description of sequence-directed bending.
    Proc Natl Acad Sci U S A. 1988 Mar;85(6):1763-7 PMID: 3162306
  9. The major adduct of the antitumor drug cis-diamminedichloroplatinum(II) with DNA bends the duplex by approximately equal to 40 degrees toward the major groove.
    Proc Natl Acad Sci U S A. 1988 Jun;85(12):4158-61 PMID: 3380785
  10. Characterization of bifunctional adducts produced in DNA by trans-diamminedichloroplatinum(II).
    Chem Biol Interact. 1988;67(1-2):71-80 PMID: 3262435
  11. Identification and characterization of a novel linkage isomerization in the reaction of trans-diamminedichloroplatinum(II) with 5'-d(TCTACGCGTTCT).
    Biochemistry. 1990 Feb 27;29(8):2102-10 PMID: 2328242
  12. Synthesis and characterization of trans-[Pt(NH3)2Cl2] adducts of d(CCTCGAGTCTCC).d(GGAGACTCGAGG).
    Biochemistry. 1990 Jan 23;29(3):811-23 PMID: 2159792
  13. Determination of the extent of DNA bending by an adenine-thymine tract.
    Biochemistry. 1990 May 1;29(17):4227-34 PMID: 2361140
  14. Distortions induced in double-stranded oligonucleotides by the binding of cis- or trans-diammine-dichloroplatinum(II) to the d(GTG) sequence.
    Nucleic Acids Res. 1990 Aug 11;18(15):4395-400 PMID: 2388824
  15. Bending studies of DNA site-specifically modified by cisplatin, trans-diamminedichloroplatinum(II) and cis-[Pt(NH3)2(N3-cytosine)Cl]+.
    Biophys Chem. 1990 Apr;35(2-3):179-88 PMID: 2397272
  16. Interstrand cross-links are preferentially formed at the d(GC) sites in the reaction between cis-diamminedichloroplatinum (II) and DNA.
    Proc Natl Acad Sci U S A. 1991 Mar 1;88(5):1982-5 PMID: 2000402
  17. DNA unwinding produced by site-specific intrastrand cross-links of the antitumor drug cis-diamminedichloroplatinum(II).
    Biochemistry. 1991 Aug 13;30(32):8026-35 PMID: 1868076
  18. Phosphorodithioate DNA as a potential therapeutic drug.
    Science. 1993 Mar 12;259(5101):1564-70 PMID: 7681216
  19. Detection of minor adducts in cisplatin-modified DNA by transcription footprinting.
    FEBS Lett. 1993 May 24;323(1-2):55-8 PMID: 8495748
  20. DNA interstrand cross-links of trans-diamminedichloroplatinum(II) are preferentially formed between guanine and complementary cytosine residues.
    Proc Natl Acad Sci U S A. 1993 Jun 1;90(11):5345-9 PMID: 8506383
  21. DNA conformational change produced by the site-specific interstrand cross-link of trans-diamminedichloroplatinum(II).
    Biochemistry. 1993 Nov 2;32(43):11676-81 PMID: 8218235
  22. Instability of the monofunctional adducts in cis-[Pt(NH3)2(N7-N-methyl-2-diazapyrenium)Cl](2+)-modified DNA: rates of cross-linking reactions in cis-platinum-modified DNA.
    Nucleic Acids Res. 1993 Dec 25;21(25):5846-51 PMID: 8290343
  23. Sequence specificity of DNA-DNA interstrand cross-link formation by cisplatin and dinuclear platinum complexes.
    Biochemistry. 1994 May 10;33(18):5404-10 PMID: 8180163
  24. Gradual and oriented B-Z transition in 5'-untranscribed region of mouse ribosomal DNA.
    J Biol Chem. 1994 Jul 29;269(30):19238-44 PMID: 8034685
  25. DNA double helix promotes a linkage isomerization reaction in trans-diamminedichloroplatinum(II)-modified DNA.
    Proc Natl Acad Sci U S A. 1994 Aug 16;91(17):8147-51 PMID: 8058771
  26. A new method for sequencing DNA.
    Proc Natl Acad Sci U S A. 1977 Feb;74(2):560-4 PMID: 265521
Article Info
Journal
Nucleic acids research
Abbr.
Nucleic Acids Res
ISSN
0305-1048
Published
1995-07-11
Pages
2381-8
Language
English
Region
England
NLM ID
0411011
PMCID
PMC307041
Subset
IM
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