DNA and RNA analogues - Oligonucleotide phosphoramidates with bridging nitrogen

Expert Opinion on Therapeutic Patents

Volumn 12, Issue 4, 2002, Pages 543-559

  Gryaznov, Sergei M ^a   Banait, Narinder S ^a  

^a GERON CORPORATION   (United States)

Author keywords

Antigene; Antisense; Aptamers; Duplexes; Oligonucleotide phosphoramidates; Triplexes

Indexed keywords

ANTISENSE OLIGONUCLEOTIDE; BRIDGED COMPOUND; COMPLEMENTARY DNA; COMPLEMENTARY RNA; DNA; DOUBLE STRANDED DNA; FLUORESCENT DYE; FOMIVIRSEN; HYDROGEN; HYDROXYL GROUP; NITROGEN; NUCLEASE; NUCLEOSIDE DERIVATIVE; OLIGONUCLEOTIDE; OLIGONUCLEOTIDE PHOSPHORAMIDATE; OXYGEN; PHOSPHORAMIDIC ACID DERIVATIVE; RIBONUCLEASE; RNA; RNA DERIVATIVE; SINGLE STRANDED DNA; UNCLASSIFIED DRUG;

ANIMAL CELL; CANCER THERAPY; CATALYSIS; CHEMICAL MODIFICATION; COMPLEX FORMATION; CONTROLLED STUDY; DIAGNOSTIC TEST; DNA PROBE; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME DEGRADATION; FLUORESCENCE IN SITU HYBRIDIZATION; HUMAN; HUMAN CELL; HYDROLYSIS; IN VITRO STUDY; IN VIVO STUDY; MOLECULAR MIMICRY; MOUSE; NONHUMAN; REVIEW; STRUCTURE ACTIVITY RELATION;

EID: 0036225954     PISSN: 13543776     EISSN: None     Source Type: Journal    
DOI: 10.1517/13543776.12.4.543     Document Type: Review

References (59)

1. Specific regulation of gene expression by antisense, sense and antigene nucleic acids
2. Antisense oligonucleotides: A new therapeutic principle
3. Ribozymes as human therapeutic agents
4. A general purpose RNA-cleaving DNA enzyme
5. RNA-catalysed nucleotide synthesis
6. Potent 2′-amino- and 2′-fluoro-2′-deoxyribonucleotide RNA inhibitors of keratinocyte growth factor
7. Formation of internucleotide 3′-5′ phosphoramidate links by direct coupling of phosphoryl and amino groups
8. Synthesis of phosphoramidates analogs of ribonucleoside phosphates
9. Oligoaminonucleoside phosphoramidates. Oligomerization of dimers of 3′-amino-3′-deoxy-nucleosides (GC and CG) in aqueous solution
10. Synthesis of phosphoromonoamidate diester nucleosides via the phosphite-azide coupling method
11. The synthesis of phosphoramidates from silylphosphites and azides
12. Synthesis of dinucleotides containing a bridged nonchiral internucleoside 5′- or 3′- phosphoramidates linkage
13. Synthesis and properties of oligonucleotides containing aminodeoxythymidine units
14. Oligodeoxyribonucleotide N3′→P5′ phosphoramidates: Synthesis and hybridization properties
15. New approach to the solid-phase synthesis of N3′→P5′ phosphoramidate oligonucleotides
16. A new synthetic method for the preparation of nucleoside phosphoramidate analogues with nitrogen atom in bridging positions of the phosphoramidate linkage
17. Helvetica
18. An improved method for the synthesis of N3′→P5′ phosphoramidate oligonucleotides
19. Oligo-2′-fluoro-2′-deoxynucleotide N3′→P5′ phosphoramidates: Synthesis and properties
20. H. RNA mimetics: Oligoribonucleotide N3′→P5′ phosphoramidates
21. Oligonucleotide N3′→P5′ thio-phosphoramidates: Synthesis and properties
22. 3)(O)-O-5′ linkage Oligo(deoxyribonucleoside methanephosphonamidates): Synthesis, structure and hybridization properties
23. Synthesis of their reactions with 5′-OH nucleosides and fluoride ion
24. Chemical development in the design of oligonucleotide probes for binding to DNA and RNA
25. Synthesis of oligodeoxyribonucleotide N3′→P5′ phosphoramidates
26. Syntheis and properties of the oligonucleotide N3′→P5′ phosphoramidates
27. Phosphoramidate analogs of oligonucleotides
28. Enzymatic synthesis of duplex circular phiX174 DNA containing phosphoramidate bonds in the (-) strand
29. Arabino-fluorooligonucleotide N3′→P5′ phosphoramidates: Synthesis and properties
30. Oligonucleotide N3′→P5′ phosphoramidates
31. An oligodeoxyribonucleotide N3′→P5′ phosphoramidate duplex forms an A-type helix in solution
32. NMR solution structure of the N3′→P5′ phosphoramidate duplex d(CGCGAATTCGCG) by iterative relaxation matrix approach
33. Consequences of replacing the DNA 3′-oxygen by an amino group: High-resolution crystal structure of a fully modified N3′→P5′ phosphoramidate DNA dodecamer duplex
34. Structural RNA mimetics: N3′→P5′ phosphoramidate DNA analogs of HIV-1 RRE and TAR RNA form A-type helices that bind specifically to Rev and Tat-related peptides
35. Telomerase inhibitors - Oligonucleotide phosphoramidates as potential therapeutic agents
36. Stable triple helices formed by oligonucleotide N3′→P5′ phosphoramidates inhibit transcription elongation
37. Stability and properties of double and triple helices: Dramatic effects of RNA or DNA backbone composition
38. Oligo(2′-O-methyl)ribonucleosides. Effective probes for duplex DNA
39. Nucleoside conformation is determined by the electronegativity of the sugar substituent
40. Thermodynamic and kinetic effects of N3′→P5′ phosphoramidate modification on pyrimidine motif triplex DNA formation
41. 2′-O, 4′-C-Methylene bridged nucleic acid modification promotes pyrimidine motif triplex DNA formation at physiological pH
42. 3′-Amino-2′,4′-BNA: Novel bridged nucleic acids having an N3′→P5′ phosphoramidate linkage
43. Synthesis of a novel bicyclic nucleoside restricted to an S-type conformation and initial evaluation of its hybridization properties when incorporated into oligonucleotides
44. Conformationally locked nucleosides. Synthesis of oligonucleotides containing 3′-amino-3′-deoxy-3′-N,5′(R)-C-ethylenethymidine
45. Exclusion of RNA strand from a purine motif triple helix
46. Efficient inhibition of transcription elongation in vitro by oligonucleotide phosphoramidates targeted to proviral HIV DNA
47. A physicochemical study of triple helix formation by an oligothymidylate with N3′→P5′ phosphoramidate linkages
48. Oligonucleotide N3′→P5′ phosphoramidates as antisense agents
49. RNase H independent antisense activity of oligonucleotide N3′→P5′ phosphoramidates
50. Antileukemia effect of c-myc N3′→P5′ phosphoramidate antisense oligonucleotides in vivo
51. Phosphoramidate oligonucleotides as potent antisense molecules in cells and in vivo
52. Accessibility of nuclear DNA to triplex-forming oligonucleotides: The integrated HIV-1 provirus as a target
53. Targeted inhibition of transcription elongation in cells mediated by triplex-forming oligonucleotides
54. A phosphoramidate substrate analog is a competitive inhibitor of the Tetrahymena group I ribozyme
55. In vitro suicide inhibition of self-splicing of group I intron from Pneumocystis carinii by an N3′→P5′ phosphoramidate hexanucleotide
56. Binding enhancement by tertiary interactions and suicide inhibition of a Candida albicans group I intron by phosphoramidate and 2′-O-methyl hexanucleotides
57. RNA and N3′→P5′ kissing aptamers targeted to the trans-activation responsive (TAR) RNA of the human immunodeficiency virus-1
58. Telomerase can inhibit the recombination-based pathway of telomere maintenance in human cells
59. Oligonucleotide N3′→P5′ phosphoramidates as efficient telomerase inhibitors