Literature DB >> 3628001

Alpha-DNA. IV: Alpha-anomeric and beta-anomeric tetrathymidylates covalently linked to intercalating oxazolopyridocarbazole. Synthesis, physicochemical properties and poly (rA) binding.

C Gautier, F Morvan, B Rayner, T Huynh-Dinh, J Igolen, J L Imbach, C Paoletti, J Paoletti.   

Abstract

A new set of molecules made of an intercalating agent (oxazolopyridocarbazole, OPC) covalently linked through a polymethylene chain of various length to the 3' end of alpha-anomeric or beta-anomeric tetradeoxynucleotides (alpha- or beta-T4) have been synthesized. The beta-thymidylate modified compound (beta-T4C5OPC) is able to interact with the complementary sequence, beta-poly (rA); this interaction is strongly stabilized compared to the parent compound, beta-oligo(dT)4 and is specific for poly (rA). The molecule synthesized from the unnatural alpha-anomer, alpha-T4C5OPC, is also able to interact with poly (rA) leading to the formation of an alpha-beta hybrid stabilized by the energy provided by the OPC moiety. The stoechiometry of the binding reaction shows that an A-T pairing occurs in the alpha-beta heterohybrids. Tm studies reveal that the alpha-beta heterohybrids are more stable than their beta-beta counterparts.

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Year:  1987        PMID： 3628001      PMCID： PMC306127          DOI： 10.1093/nar/15.16.6625

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


  24 in total

1.  A unique mechanism regulating gene expression: translational inhibition by a complementary RNA transcript (micRNA).

Authors:  T Mizuno; M Y Chou; M Inouye
Journal:  Proc Natl Acad Sci U S A       Date:  1984-04       Impact factor: 11.205

2.  Base-stacking and base-pairing contributions to helix stability: thermodynamics of double-helix formation with CCGG, CCGGp, CCGGAp, ACCGGp, CCGGUp, and ACCGGUp.

Authors:  M Petersheim; D H Turner
Journal:  Biochemistry       Date:  1983-01-18       Impact factor: 3.162

3.  [New substances with high specific activity for nucleic acid sequences: oligodeoxynucleotides covalently linked to an intercalating agent].

Authors:  U Asseline; T T Nguyen; C Hélène
Journal:  C R Seances Acad Sci III       Date:  1983

4.  Bioactivation of the antitumor drugs 9-hydroxyellipticine and derivatives by a peroxidase-hydrogen peroxide system.

Authors:  C Auclair; C Paoletti
Journal:  J Med Chem       Date:  1981-03       Impact factor: 7.446

5.  Nucleic acid-binding molecules with high affinity and base sequence specificity: intercalating agents covalently linked to oligodeoxynucleotides.

Authors:  U Asseline; M Delarue; G Lancelot; F Toulmé; N T Thuong; T Montenay-Garestier; C Hélène
Journal:  Proc Natl Acad Sci U S A       Date:  1984-06       Impact factor: 11.205

6.  Transcription termination at the tryptophan operon attenuator is decreased in vitro by an oligomer complementary to a segment of the leader transcript.

Authors:  M E Winkler; K Mullis; J Barnett; I Stroynowski; C Yanofsky
Journal:  Proc Natl Acad Sci U S A       Date:  1982-04       Impact factor: 11.205

7.  Biochemical and biological effects of nonionic nucleic acid methylphosphonates.

Authors:  P S Miller; K B McParland; K Jayaraman; P O Ts'o
Journal:  Biochemistry       Date:  1981-03-31       Impact factor: 3.162

8.  Potential antitumor agents: synthesis and biological properties of aliphatic amino acid 9-hydroxyellipticinium derivatives.

Authors:  C Auclair; E Voisin; H Banoun; C Paoletti; J Bernadou; B Meunier
Journal:  J Med Chem       Date:  1984-09       Impact factor: 7.446

9.  Self-association of daunomycin.

Authors:  J B Chaires; N Dattagupta; D M Crothers
Journal:  Biochemistry       Date:  1982-08-17       Impact factor: 3.162

10.  Oligodeoxynucleotides covalently linked to intercalating dyes as base sequence-specific ligands. Influence of dye attachment site.

Authors:  U Asseline; F Toulme; N T Thuong; M Delarue; T Montenay-Garestier; C Hélène
Journal:  EMBO J       Date:  1984-04       Impact factor: 11.598
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  7 in total

1.  Alpha-DNA VIII: thermodynamic parameters of complexes formed between the oligo-alpha-deoxynucleotides: alpha-d(GGAAGG) and alpha-d(CCTTCC) and their complementary oligo-beta-deoxynucleotides: beta-d(CCTTCC) and beta-d(GGAAGG) are different.

Authors:  J Paoletti; D Bazile; F Morvan; J L Imbach; C Paoletti
Journal:  Nucleic Acids Res       Date:  1989-04-11       Impact factor: 16.971

2.  alpha-DNA. VII. Solid phase synthesis of alpha-anomeric oligodeoxyribonucleotides.

Authors:  F Morvan; B Rayner; J P Leonetti; J L Imbach
Journal:  Nucleic Acids Res       Date:  1988-02-11       Impact factor: 16.971

3.  Alpha-DNA.IX: Parallel annealing of alpha-anomeric oligodeoxyribonucleotides to natural mRNA is required for interference in RNase H mediated hydrolysis and reverse transcription.

Authors:  C Gagnor; B Rayner; J P Leonetti; J L Imbach; B Lebleu
Journal:  Nucleic Acids Res       Date:  1989-07-11       Impact factor: 16.971

4.  Preparation and hybridization properties of oligonucleotides containing 1-alpha-D-arabinofuranosylthymine.

Authors:  A D Adams; C R Petrie; R B Meyer
Journal:  Nucleic Acids Res       Date:  1991-07-11       Impact factor: 16.971

5.  Structure and conformation in solution of the parallel-stranded hybrid alpha-d(CGCAATTCGC).beta-d(GCGTTAAGCG) by high-resolution 2D NMR.

Authors:  W H Gmeiner; B Rayner; F Morvan; J L Imbach; J W Lown
Journal:  J Biomol NMR       Date:  1992-05       Impact factor: 2.835

6.  alpha-DNA X: alpha and beta tetrathymidilates covalently linked to oxazolopyridocarbazolium (OPC): comparative stabilization of oligo beta-[dT]:oligo beta-[dA] and oligo alpha-[dT]:oligo beta-[dA] duplexes by the intercalating agent.

Authors:  D Bazile; C Gautier; B Rayner; J L Imbach; C Paoletti; J Paoletti
Journal:  Nucleic Acids Res       Date:  1989-10-11       Impact factor: 16.971

Review 7.  Natural and artificial binders of polyriboadenylic acid and their effect on RNA structure.

Authors:  Giovanni N Roviello; Domenica Musumeci; Valentina Roviello; Marina Pirtskhalava; Alexander Egoyan; Merab Mirtskhulava
Journal:  Beilstein J Nanotechnol       Date:  2015-06-17       Impact factor: 3.649
  7 in total

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