Abstract
Our aim was to determine whether a single transplatin monofunctional adduct, either trans-[Pt(NH3)2(dC)Cl]+ or trans-[Pt(NH3)2(dG)Cl]+ within a homopyrimidine oligonucleotide, could further react and form an interstrand cross-link once the platinated oligonucleotide was bound to the complementary duplex. The single monofunctional adduct was located at either the 5' end or in the middle of the platinated oligonucleotide. In all the triplexes, specific interstrand cross-links were formed between the platinated Hoogsteen strand and the complementary purine-rich strand. No interstrand cross-links were detected between the platinated oligonucleotides and non-complementary DNA. The yield and the rate of the cross-linking reaction depend upon the nature and location of the monofunctional adducts. Half-lives of the monofunctional adducts within the triplexes were in the range 2-6 h. The potential use of the platinated oligonucleotides to modulate gene expression is discussed.
Full Text
The Full Text of this article is available as a PDF (96.7 KB).
Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- Anin M. F., Leng M. 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):4395–4400. doi: 10.1093/nar/18.15.4395. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Boudvillain M., Dalbiès R., Aussourd C., Leng M. Intrastrand cross-links are not formed in the reaction between transplatin and native DNA: relation with the clinical inefficiency of transplatin. Nucleic Acids Res. 1995 Jul 11;23(13):2381–2388. doi: 10.1093/nar/23.13.2381. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Brabec V., Reedijk J., Leng M. Sequence-dependent distortions induced in DNA by monofunctional platinum(II) binding. Biochemistry. 1992 Dec 15;31(49):12397–12402. doi: 10.1021/bi00164a014. [DOI] [PubMed] [Google Scholar]
- Cheng Y. K., Pettitt B. M. Stabilities of double- and triple-strand helical nucleic acids. Prog Biophys Mol Biol. 1992;58(3):225–257. doi: 10.1016/0079-6107(92)90007-s. [DOI] [PubMed] [Google Scholar]
- Chu B. C., Orgel L. E. Optimization of the efficiency of cross-linking PtII oligonucleotide phosphorothioate complexes to complementary oligonucleotides. Nucleic Acids Res. 1990 Sep 11;18(17):5163–5171. doi: 10.1093/nar/18.17.5163. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Comess K. M., Costello C. E., Lippard S. J. 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):2102–2110. doi: 10.1021/bi00460a020. [DOI] [PubMed] [Google Scholar]
- Dalbiès R., Boudvillain M., Leng M. Linkage isomerization reaction of intrastrand cross-links in trans-diamminedichloroplatinum(II)-modified single-stranded oligonucleotides. Nucleic Acids Res. 1995 Mar 25;23(6):949–953. doi: 10.1093/nar/23.6.949. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Dalbiès R., Payet D., Leng M. 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):8147–8151. doi: 10.1073/pnas.91.17.8147. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Eastman A., Barry M. A. Interaction of trans-diamminedichloroplatinum(II) with DNA: formation of monofunctional adducts and their reaction with glutathione. Biochemistry. 1987 Jun 16;26(12):3303–3307. doi: 10.1021/bi00386a009. [DOI] [PubMed] [Google Scholar]
- Escudé C., Giovannangeli C., Sun J. S., Lloyd D. H., Chen J. K., Gryaznov S. M., Garestier T., Hélène C. Stable triple helices formed by oligonucleotide N3'-->P5' phosphoramidates inhibit transcription elongation. Proc Natl Acad Sci U S A. 1996 Apr 30;93(9):4365–4369. doi: 10.1073/pnas.93.9.4365. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Gruff E. S., Orgel L. E. An efficient, sequence-specific method for crosslinking complementary oligonucleotides using binuclear platinum complexes. Nucleic Acids Res. 1991 Dec 25;19(24):6849–6854. doi: 10.1093/nar/19.24.6849. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Karpova L. S., Popova T. L., Ivanova N. A., Zibina E. A., Ivanova V. L. Epidemiologicheskii analiz nositel'stva virusa grippa A u zdorovykh detei. Vopr Virusol. 1983 May-Jun;(3):286–289. [PubMed] [Google Scholar]
- Lemaire M. A., Schwartz A., Rahmouni A. R., Leng M. 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):1982–1985. doi: 10.1073/pnas.88.5.1982. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Maxam A. M., Gilbert W. A new method for sequencing DNA. Proc Natl Acad Sci U S A. 1977 Feb;74(2):560–564. doi: 10.1073/pnas.74.2.560. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Mirkin S. M., Frank-Kamenetskii M. D. H-DNA and related structures. Annu Rev Biophys Biomol Struct. 1994;23:541–576. doi: 10.1146/annurev.bb.23.060194.002545. [DOI] [PubMed] [Google Scholar]
- Nielsen P. E. DNA analogues with nonphosphodiester backbones. Annu Rev Biophys Biomol Struct. 1995;24:167–183. doi: 10.1146/annurev.bb.24.060195.001123. [DOI] [PubMed] [Google Scholar]
- Plum G. E., Pilch D. S., Singleton S. F., Breslauer K. J. Nucleic acid hybridization: triplex stability and energetics. Annu Rev Biophys Biomol Struct. 1995;24:319–350. doi: 10.1146/annurev.bb.24.060195.001535. [DOI] [PubMed] [Google Scholar]
- Sun J. S., Garestier T., Hélène C. Oligonucleotide directed triple helix formation. Curr Opin Struct Biol. 1996 Jun;6(3):327–333. doi: 10.1016/s0959-440x(96)80051-0. [DOI] [PubMed] [Google Scholar]
- Wang S., Kool E. T. Origins of the large differences in stability of DNA and RNA helices: C-5 methyl and 2'-hydroxyl effects. Biochemistry. 1995 Mar 28;34(12):4125–4132. doi: 10.1021/bi00012a031. [DOI] [PubMed] [Google Scholar]