The influence of oligodeoxyribonucleotide phosphorothioate pyrimidine strands on triplex formation

Kim, Sung-Gug; Tsukahara, Satoru; Yokoyama, Shigeyuki; Takaku, Hiroshi

doi:10.1016/0014-5793(92)81454-t

Cited by 28 publications

(20 citation statements)

References 18 publications

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“…In fact, phosphorothioated ODNs are resistant to exo-endonuclease digestion and are thus suitable for antisense activity, retaining the ability to hybridize with mRNA [33,37]. However, phosphorothioate modification reduces the triplex stability and can completely impair triple helix formation [38,39]. In fact, the melting curve of 1Ds in the presence of its duplex W-C did not give the characteristic biphasic profile (Fig.…”

Section: Resultsmentioning

confidence: 99%

Effect of unmodified triple helix‐forming oligodeoxyribonucleotide targeted to human multidrug‐resistance gene mdr1 in MDR cancer cells

et al. 1994

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The human mdrl gene encodes a transmembrane glycoprotein the over-expression of which is associated with development of multidrug resistance in human tumor cells. A negative modulation of human mdrt has been attempted via a 27-met unmodified triple helix-forming oligonucleotide, named 1 D, targeted to a homopurine sequence in the coding region of the gene. By administering 10/zM of 1D we could find a significant reduction in MDR1 mRNA levels in the human drug-resistant cell line CEM-VLBI00. This effect appears to be specific and due to a transient block of RNA polymerase mediated by triple helix formation.

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Section: Resultsmentioning

confidence: 99%

Effect of unmodified triple helix‐forming oligodeoxyribonucleotide targeted to human multidrug‐resistance gene mdr1 in MDR cancer cells

et al. 1994

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“…The oligomers with phosphorothioate internucleotidic bonds on the third strand, which exist as a mixture of diastereoisomers, have reduced abilities. The pur/pur/pyr triplex (DsDGloopT5‐37) formed a more stable hybrid with the DNA/RNA duplex than the pyr/pur/pyr triplex (DsDloopT5‐37) [31,32]. The DsDGloopT5‐37 binds to the target sequence by the involvement of both Watson‐Crick and Hoogsteen domains through foldback triplex formation.…”

Section: Resultsmentioning

confidence: 99%

Inhibition of HIV‐1 replication by a two‐strand system (FTFOs) targeted to the polypurine tract

et al. 1999

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Reverse transcription of HIV-1 vRNA into the double-stranded DNA provirus involves initiation of plus-strand DNA synthesis at the polypurine tract (PPT) by reverse transcriptase (RT). The PPT is highly conserved among the known human immunodeficiency virus (HIV-1) strains and is a possible target for triplex formation. We show the effects of triple-helix formation by assays of primer extension inhibition in vitro, using a two-strand system (foldback triplex-forming oligonucleotides (FTFOs)) targeted to the PPT of HIV-1. The two-stranded composition of a triple-helix is thermodynamically and kinetically superior to the three-strand system. The FTFOs inhibited the RT activity in a sequence-specific manner, i.e. the triplex actually formed at the PPT and blocked the RT. The FTFOs containing the phosphorothioate groups at the antisense sequences showed greater 3P P-exonuclease resistance. In HIV-1-infected MOLT-4 cells, the FTFOs containing the phosphorothioate groups at the antisense sequence sites and guanosine rich parts within the third Hoogsteen base-pairing sequence inhibit the replication of HIV-1 more effectively than the antisense oligonucleotides, indicating sequence-specific inhibition of HIV-1 replication.z 1999 Federation of European Biochemical Societies.

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“…The possibility of using oligonucleotides in native systems for the TFO strategy is offered by the synthesis of non-natural DNAs such as phosphorothiates 31,32 or by chemical modifications of bases. 33,34 It is also possible to consider oligonucleotides in which the anomeric configuration of the nucleosides has been changed from to˛.…”

Section: Adc Y 12 ·(Polydg·polydc)mentioning

confidence: 99%

Raman spectroscopy of nucleic acid triple helices

Liquier¹,

Gouyette

Huynh‐Dinh

et al. 1999

J. Raman Spectrosc.

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Raman spectroscopy has been used very successfully to study double-helical structures of nucleic acids and in particular to characterize the geometries of the sugar-phosphate backbone and the base-sugar orientation using Raman lines sensitive to the sugar pucker and the glycosidic torsion angle c (anti or syn). We present here Raman spectra of a series of intermolecular and intramolecular triple helices obtained in solution. A large conformational diversity is found for the sugar-phosphate backbone, which can adopt 'A family' or 'B family' geometries. Depending on the base sequence and the type of sugar (deoxyribose or ribose) present in the strands, characteristic lines around 815 cm −1 [and 836 cm −1 for U·(A·U) triplets] and 840 cm −1 are observed reflecting sugar-phosphate backbone chains with C3 -endo or C2 -endo sugar puckers, respectively. The base-sugar orientation is found to be anti in all triplexes studied. Combination of the Raman data with results obtained by Fourier transform IR spectroscopy and molecular modeling allows third strand base pairing schemes and third strand orientations to be proposed.

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The influence of oligodeoxyribonucleotide phosphorothioate pyrimidine strands on triplex formation

Cited by 28 publications

References 18 publications

Effect of unmodified triple helix‐forming oligodeoxyribonucleotide targeted to human multidrug‐resistance gene mdr1 in MDR cancer cells

Effect of unmodified triple helix‐forming oligodeoxyribonucleotide targeted to human multidrug‐resistance gene mdr1 in MDR cancer cells

Inhibition of HIV‐1 replication by a two‐strand system (FTFOs) targeted to the polypurine tract

Raman spectroscopy of nucleic acid triple helices

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