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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