2′-Modified nucleosides for site-specific labeling of oligonucleotides

Bioconjugate Chemistry

Volumn 13, Issue 1, 2002, Pages 155-162

  Krider, Elizabeth S ^a   Miller, Jeremiah E ^a   Meade, Thomas J ^a  

^a CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DESTABILIZING EFFECT; DUPLEX STRUCTURES; LABELINGS; LARGE SCALE PREPARATION; LARGE SCALE SYNTHESIS; MODIFIED NUCLEOSIDES; PHOSPHORAMIDITES; SITE-SPECIFIC; SOLID SUPPORTS; THERMAL DENATURATION STUDIES;

OLIGONUCLEOTIDES;

NUCLEOSIDE; OLIGONUCLEOTIDE;

AFFINITY LABELING; ARTICLE; CHEMISTRY; DNA DENATURATION; HEAT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; ISOLATION AND PURIFICATION; NASA DISCIPLINE ENVIRONMENTAL HEALTH; NON-NASA CENTER; SYNTHESIS; TEMPERATURE; ULTRAVIOLET SPECTROPHOTOMETRY;

NASA DISCIPLINE ENVIRONMENTAL HEALTH; NON-NASA CENTER;

AFFINITY LABELS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HEAT; HYDROLYSIS; NUCLEIC ACID DENATURATION; NUCLEOSIDES; OLIGONUCLEOTIDES; SPECTROPHOTOMETRY, ULTRAVIOLET; TEMPERATURE;

EID: 0036007608     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc0155465     Document Type: Article

References (75)

1. Modified oligonucleotides: Synthesis and strategy for users
2. Ribonucleotides and RNA
3. 2′-Fluoro-2′-deoxynucleoside and 2′-amino-2′-deoxynucleoside 5′-triphosphates as substrates for T7 RNA-polymerase
4. Systematic evolution of ligands by exponential enrichment - RNA ligands to bacteriophage-T4 Dna-polymerase
5. Modified Rna sequence pools for in-vitro selection
6. Oligonucleotide duplexes containing 2′-amino-2′-deoxycytidines: Thermal stability and chemical reactivity
7. Site specific labeling of sugar residues in oligoribonucleotides: Reactions of aliphatic isocyanates with 2′ amino groups
8. Probing RNA tertiary structure - Interhelical cross-linking of the hammerhead ribozyme
9. Electron transfer through DNA: Site-specific modification of duplex DNA with ruthenium donors and acceptors
10. Automated synthesis of 3′-metalated oligonucleotides
11. Spectroscopy and electrochemistry of ruthenium-modified nucleic acids: Design of a novel metal-binding nucleoside
12. 2′-Amino-2′-deoxyuridine via an intramolecular cyclization of a trichloroacetimidate
13. 2′-Deoxy-2′-alkoxylaminouridines: Novel 2′-substituted uridines prepared by intramolecular nucleophilic ring opening of 2, 2′-O-anhydrouridines
14. Novel nucleoside va intramolecular functionalization of 2,2′-anhydrouridine derivatives
15. Kinetic characterization of ribonuclease-resistant 2′-modified hammerhead ribozymes
16. New coupling reagents in peptide chemistry
17. Sequence-targeted chemical modifications of nucleic-acids by complementary oligonucleotides covalently linked to porphyrins
18. Bathophenanthroline-ruthenium(Ii) complexes as non-radioactive labels for oligonucleotides which can be measured by time-resolved fluorescence techniques
19. Sequence-specific scission of Rna by 1,10-phenanthroline copper linked to deoxyoligonucleotides
20. DNA oligomers and duplexes containing a covalently attached derivative of tris(2,2′-bipyridine)ruthenium(II) - Synthesis and characterization by thermodynamic and optical spectroscopic measurements
21. Toward chemical ribonucleases II. Synthesis and characterization of nucleoside-bipyridine conjugates - Hydrolytic cleavage of RNA by their copper(II) complexes
22. A sequence-specific molecular light switch - Tethering of an oligonucleotide to a dipyridophenazine complex of ruthenium(II)
23. Sequence-specific cleavage of HIV messenger-RNA by a ribozyme mimic
24. Long-range oxidation of guanine by Ru(III) in duplex DNA
25. Efficient site specific cleavage of RNA using a terpyridine-copper(II) complex joined to a 2′-O-methyloligonucleotide by a nonflexible linker
26. A 2,2′-bipyridine ligand for incorporation into oligodeoxynucleotides: Synthesis, stability and fluorescence properties of ruthenium-DNA complexes
27. Ru-labeled oligonucleotides for photoinduced reactions on targeted DNA guanines
28. Synthesis of metallointercalator-DNA conjugates on a solid support
29. Palladium(0)-catalyzed modification of oligonucleotides during automated solid-phase synthesis
30. A simple specific labeling for oligonucleotides by bathophenanthroline-Ru(II) complexes as nonradioactive label molecules
31. Automated solid-phase synthesis of site-specifically platinated oligodeoxyribonucleotides
32. Automated solid-phase synthesis of platinated oligonucleotides via nucleoside phosphonates
33. Synthesis and kinetic properties of ribozyme analogues prepared using phosphoramidite derivatives of dysprosium(III) texaphyrin
34. An efficient synthesis of enantiomerically pure Delta- and Lambda-ruthenium(II)-labeled oligonucleotides
35. Metal-containing oligonucleotides: Solid-phase synthesis and luminescence properties
36. Synthesis and excited-state properties of a novel ruthenium nucleoside: 5-[Ru(bpy)(2)(4-m-4′-pa-bpy)](2+)-2′-deoxyuridine
37. Automated solid-phase DNA synthesis and photophysical properties of oligonucleotides labeled at the 5′-terminus with Ru(bpy)(3)(2+)
38. Synthesis and spectroscopy of Ru(II)-bridged DNA hairpins
39. Automated solid-phase synthesis and photophysical properties of oligodeoxynucleotides labeled at 5′-aminothymidine with Ru(bpy)-(2)(4-m-4′-cam-bpy)(2+)
40. Oxidation of coordinated diamines in bis(2,2′-bipyridine) complexes of ruthenium
41. Ru(II) polypyridine complexes - Photophysics, photochemistry, electrochemistry, and chemiluminescence
42. Energy transfer from nucleic acids to Tb(III): Selective emission enhancement by single DNA mismatches
43. Energy-transfer within oligonucleotides from a lumazine (= pteridine-2,4(1H,3H)-dione) chromophore to bathophenanthroline-ruthenium(II) complexes
44. Energy-transfer from a lumazine (= pteridine-2,4(1H,3H)-dione) chromophore to bathophenanthroline-ruthenium(II) complexes during hybridization processes of DNA
45. Charge transfer through the DNA base stack
46. Distance dependence of photoinduced electron transfer in DNA
47. Anisotropic electric conductivity in an aligned DNA cast film
48. Electron tunneling in DNA
49. Electron transfer between bases in double helical DNA
50. Photoinduced electron transfer in an oligonucleotide duplex: Observation of the electron-transfer intermediate
51. Dynamics of photoinduced charge separation and charge recombination in synthetic DNA hairpins with stilbenedicarboxamide linkers
52. Bathophenanthroline Ru(II) complexes as nonradioactive labels for dideoxy DNA sequencing
53. Uridine-conjugated ferrocene DNA oligonucleotides: Unexpected cyclization reaction of the uridine base
54. Conguates of oligonucleotides and modified oligonucleotides: A review of their synthesis and properties
55. Nucleosides and nucleotides. 170. Synthesis and properties of oligodeoxy-nucleotides containing 5-[N-[2-[N,N-bis(2-aminoethyl)amino]-ethyl]carbamoyl]-2′-deoxyuridine and 5-[N-[3-[N,N-bis(3-aminopropyl)amino]propyl] carbamoyl]-2′-deoxyuridine
56. The synthesis of polyamide oligonucleotide conjugate molecules
57. New solid-phase for automated synthesis of oligonucleotides containing an amino-alkyl linker at their 3′ end
58. Acridine-derivatized and cholesterol-derivatized solid supports for improved synthesis of 3′-modified oligonucleotides
59. An improved Cpg support for the synthesis of 3′-amine-tailed oligonucleotides
60. Automated synthesis of oligodeoxyribonucleoside methylphosphonates having [N-(3-Aminoprop-1-yl)-N-(2-hydroxyethyl)-2-aminoethyl] phosphate or methylphosphonic acid at the 3′ end using a modified controlled-pore glass support
61. Bifunctional oligonucleotide probes synthesized using a novel CPG support are able to detect single base pair mutations
62. Oligonucleotide labeling methods III: Direct labeling of oligonucleotides employing a novel, nonnucleosidic, 2-aminobutyl-1,3-propanediol backbone
63. Imidazole tethered oligodeoxyribonucleotides: Synthesis and RNA cleaving activity
64. Automated synthesis of double dye-labeled oligonucleotides using tetramethylrhodamine (TAMRA) solid supports
65. Efficient synthesis of double dye-labeled oligodeoxyribonucleotide probes and their application in a real time PCR assay
66. Efficient solution phase synthesis of oligonucleotide conjugates using protected biopolymers containing 3′-terminal alkylamines
67. Postsynthetic conjugation of protected oligonucleotides containing 3′-alkylamines
68. Solution-phase bioconjugate synthesis using protected oligonucleotides containing 3′-alkyl carboxylic acids
69. Synthesis of suitably protected phosphoramidites of 2′-fluoro-2′-deoxyguanosine and 2′-amino-2′-deoxyguanosine for incorporation into oligoribonucleotides