3-DEAZA-2'-DEOXYADENOSINE - SYNTHESIS VIA 4-(METHYLTHIO)-1H-IMIDAZO[4,5-C]PYRIDINE 2'-DEOXYRIBONUCLEOSIDES AND PROPERTIES OF OLIGONUCLEOTIDES
| Autor(en): | SEELA, F GREIN, T SAMNICK, S |
Stichwörter: | 2',3'-DIDEOXY-3-DEAZAADENOSINE; 2'-DEOXYTUBERCIDIN; Chemistry; Chemistry, Multidisciplinary; DNA; GLYCOSYLATION; HELIX; LIQUID; MINOR-GROOVE; NUCLEOTIDES; OLIGOMERS; RECOGNITION | Erscheinungsdatum: | 1992 | Herausgeber: | NEW SWISS CHEMICAL SOC | Journal: | HELVETICA CHIMICA ACTA | Volumen: | 75 | Ausgabe: | 5 | Startseite: | 1639 | Seitenende: | 1650 | Zusammenfassung: | The synthesis of 4-(methylthio)-1H-imidazo[4,5-c]pyridine 2'-deoxy-beta-D-ribonucleosides 2 and 9 and the conversion of the N1-isomer 2 into the 2',3'-didehydro-2',3'-dideoxyribonucleoside 3a or (via 7) 3-deaza-2'-deoxyadenosine (1) is described. Phosphonate building blocks of 1 were employed in solid-phase synthesis of self-complementary base-modified oligonucleotides. Their properties were studied with regard to duplex stability and hydrolysis by the restriction enzyme Eco RI. |
ISSN: | 0018019X | DOI: | 10.1002/hlca.19920750519 |
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geprüft am 14.05.2024
