Biophysical and antisense properties of oligodeoxynucleotides containing 7-propynyl-, 7-iodo- and 7-cyano-7-deaza-2-amino-2'-deoxyadenosines
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چکیده
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An anti-parallel triple helix motif with oligodeoxynucleotides containing 2'-deoxyguanosine and 7-deaza-2'-deoxyxanthosine.
Triple helix formation of oligodeoxynucleotides (ODNs) with a 15 base pair poly-purine DNA target in the HER2 promoter was examined by footprinting analysis. 7-deaza-2'-deoxyxanthosine (dzaX) was identified as a purine analogue of thymidine (T) which forms dzaX:A-T triplets. ODNs containing 2'-deoxyguanosine (G) and dzaX were found to form triple helices in an anti-parallel orientation, with re...
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1,N6-Etheno-7-deaza-2,8-diazaadenosine (4) was synthesized from 8-aza-7-deazaadenosine (6) in 64% overall yield. The starting material 6 was obtained by the direct glycosylation of 8-aza-7-deazaadenine (7) with 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-d-ribofuranose (8) (NO2 CH3, BF3 x Et2O; 77% yield). Compound 4 was transformed into 7-deaza-2,8-diazaadenosine (5). The fluorescence of compound 4 sh...
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a series of 2-amino-4-aryl-3-cyano-7-(dimethylamino)-4 h -chromenes was synthesized by condensation of 3-(dimethylamino)phenol, an aromatic aldehyde and malonitrile in ethanol containing piperidine. the assignments of the structure of all synthesized compounds were based on spectral data (ir, mass and 1 h nmr). the cytotoxic activities of the synthesized compounds against six human tumor cell l...
متن کامل7-Deaza-2,8-diazaadenine containing oligonucleotides: synthesis, ring opening and base pairing of 7-halogenated nucleosides
Oligonucleotides containing 7-bromo-7-deaza-2,8-diaza-2 0-deoxyadenosine (3) and 5-amino-3-bromo-4-carbamoyl-1-(2 0deoxy-b-D-erythro-pentofuranosyl)pyrazole (4) were synthesized. Compound 3 was prepared from 7-bromo-8-aza-7-deaza-2 0-deoxyadenosine (5) via the 1,N-etheno derivative 6 and was converted into the phosphoramidite 11. The 7-bromo substituent of 3 increases oligonucleotide duplex sta...
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ژورنال
عنوان ژورنال: Nucleic Acids Research
سال: 1998
ISSN: 0305-1048,1362-4962
DOI: 10.1093/nar/26.14.3350