Literature DB >> 3387210

Phosphoramidate analogues of DNA: synthesis and thermal stability of heteroduplexes.

B Froehler1, P Ng, M Matteucci.   

Abstract

The deoxyoligonucleotide 5' AATCGGGCATGGATT (15-mer) was synthesized containing 12 phosphoramidate linkages derived from 2 primary and 2 secondary amines. The oligonucleotides were purified by reverse phase HPLC and characterized by PAGE. The thermal stability of the duplexes derived from these compounds, when hybridized to the complementary diester linked oligomer, were determined and compared to the diester and methanephosphonate oligomer. The results indicated that all analogue oligomers form less stable duplexes then the diester oligomer. A large difference was observed between primary and secondary amine derived phosphoramidates.

Entities:  

Mesh：

Substances：

Year:  1988        PMID： 3387210      PMCID： PMC336699          DOI： 10.1093/nar/16.11.4831

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


  14 in total

1.  Complementary oligonucleotide probe of vesicular stomatitus virus matrix protein mRNA translation.

Authors:  E Wickstrom; W S Simonet; K Medlock; I Ruiz-Robles
Journal:  Biophys J       Date:  1986-01       Impact factor: 4.033

2.  Solid-phase syntheses of oligodeoxyribonucleoside methylphosphonates.

Authors:  P S Miller; M P Reddy; A Murakami; K R Blake; S B Lin; C H Agris
Journal:  Biochemistry       Date:  1986-09-09       Impact factor: 3.162

3.  Nonionic nucleic acid analogues. Synthesis and characterization of dideoxyribonucleoside methylphosphonates.

Authors:  P S Miller; J Yano; E Yano; C Carroll; K Jayaraman; P O Ts'o
Journal:  Biochemistry       Date:  1979-11-13       Impact factor: 3.162

4.  Studies on transfer ribonucleic acids and related compounds. I. Synthesis of ribooligonucleotides using aromatic phosphoramidates as a protecting group.

Authors:  E Ohtsuka; K Murao; M Ubasawa; M Ikehara
Journal:  J Am Chem Soc       Date:  1970-06-03       Impact factor: 15.419

5.  Oligothymidylate analogues having stereoregular, alternating methylphosphonate/phosphodiester backbones. Synthesis and physical studies.

Authors:  P S Miller; N Dreon; S M Pulford; K B McParland
Journal:  J Biol Chem       Date:  1980-10-25       Impact factor: 5.157

6.  Comparative inhibition of chloramphenicol acetyltransferase gene expression by antisense oligonucleotide analogues having alkyl phosphotriester, methylphosphonate and phosphorothioate linkages.

Authors:  C J Marcus-Sekura; A M Woerner; K Shinozuka; G Zon; G V Quinnan
Journal:  Nucleic Acids Res       Date:  1987-07-24       Impact factor: 16.971

7.  Synthesis of DNA via deoxynucleoside H-phosphonate intermediates.

Authors:  B C Froehler; P G Ng; M D Matteucci
Journal:  Nucleic Acids Res       Date:  1986-07-11       Impact factor: 16.971

8.  Characterization of sequence-specific oligodeoxyribonucleoside methylphosphonates and their interaction with rabbit globin mRNA.

Authors:  A Murakami; K R Blake; P S Miller
Journal:  Biochemistry       Date:  1985-07-16       Impact factor: 3.162

9.  Phosphorothioate analogs of oligodeoxynucleotides: inhibitors of replication and cytopathic effects of human immunodeficiency virus.

Authors:  M Matsukura; K Shinozuka; G Zon; H Mitsuya; M Reitz; J S Cohen; S Broder
Journal:  Proc Natl Acad Sci U S A       Date:  1987-11       Impact factor: 11.205

10.  Effects of pendant groups at phosphorus on binding properties of d-ApA analogues.

Authors:  R L Letsinger; S A Bach; J S Eadie
Journal:  Nucleic Acids Res       Date:  1986-04-25       Impact factor: 16.971
View more
  18 in total

1.  Physical properties of oligonucleotides containing phosphoramidate-modified internucleoside linkages.

Authors:  J M Dagle; M E Andracki; R J DeVine; J A Walder
Journal:  Nucleic Acids Res       Date:  1991-04-25       Impact factor: 16.971

2.  Oligodeoxynucleoside phosphoramidates (P-NH2): synthesis and thermal stability of duplexes with DNA and RNA targets.

Authors:  S Peyrottes; J J Vasseur; J L Imbach; B Rayner
Journal:  Nucleic Acids Res       Date:  1996-05-15       Impact factor: 16.971

3.  Modified deoxyoligonucleotides stable to exonuclease degradation in serum.

Authors:  J P Shaw; K Kent; J Bird; J Fishback; B Froehler
Journal:  Nucleic Acids Res       Date:  1991-02-25       Impact factor: 16.971

4.  Use of new phosphonylating and coupling agents in the synthesis of oligodeoxyribonucleotides via the H-phosphonate approach.

Authors:  O Sakatsume; H Yamane; H Takaku; N Yamamoto
Journal:  Nucleic Acids Res       Date:  1990-06-11       Impact factor: 16.971

5.  Sequence dependent effects in methylphosphonate deoxyribonucleotide double and triple helical complexes.

Authors:  L Kibler-Herzog; B Kell; G Zon; K Shinozuka; S Mizan; W D Wilson
Journal:  Nucleic Acids Res       Date:  1990-06-25       Impact factor: 16.971

6.  Oligoribonucleotides containing 2',5'-phosphodiester linkages exhibit binding selectivity for 3',5'-RNA over 3',5'-ssDNA.

Authors:  P A Giannaris; M J Damha
Journal:  Nucleic Acids Res       Date:  1993-10-11       Impact factor: 16.971

7.  Solid-phase synthesis and hybridization properties of DNA containing sulfide-linked dinucleosides.

Authors:  S H Kawai; D Wang; P A Giannaris; M J Damha; G Just
Journal:  Nucleic Acids Res       Date:  1993-03-25       Impact factor: 16.971

8.  Intracellular disposition and metabolism of fluorescently-labeled unmodified and modified oligonucleotides microinjected into mammalian cells.

Authors:  T L Fisher; T Terhorst; X Cao; R W Wagner
Journal:  Nucleic Acids Res       Date:  1993-08-11       Impact factor: 16.971

9.  Effects of phosphorothioate capping on antisense oligonucleotide stability, hybridization and antiviral efficacy versus herpes simplex virus infection.

Authors:  G D Hoke; K Draper; S M Freier; C Gonzalez; V B Driver; M C Zounes; D J Ecker
Journal:  Nucleic Acids Res       Date:  1991-10-25       Impact factor: 16.971

10.  Facile preparation of nuclease resistant 3' modified oligodeoxynucleotides.

Authors:  H B Gamper; M W Reed; T Cox; J S Virosco; A D Adams; A A Gall; J K Scholler; R B Meyer
Journal:  Nucleic Acids Res       Date:  1993-01-11       Impact factor: 16.971
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.