SYNTHESIS OF PHOSPHONATES AND OLIGODEOXYRIBONUCLEOTIDES DERIVED FROM 2'-DEOXYISOGUANOSINE AND 2'-DEOXY-2-HALOADENOSINES

Autor(en): SEELA, F
MERTENS, R
KAZIMIERCZUK, Z
Stichwörter: Chemistry; Chemistry, Multidisciplinary; DNA; NUCLEOSIDE H-PHOSPHONATES; SODIUM-SALT GLYCOSYLATION
Erscheinungsdatum: 1992
Herausgeber: NEW SWISS CHEMICAL SOC
Journal: HELVETICA CHIMICA ACTA
Volumen: 75
Ausgabe: 7
Startseite: 2298
Seitenende: 2306
Zusammenfassung: 
Oligonucleotides containing 2'-deoxyisoguanosine (1) or 2-chloro-2'-deoxyadenosine (2a) have been prepared by solid-phase synthesis. Suitably protected phosphonates 3a, 4a, and 4b as well as the phosphoramidite of 1 have been obtained from the nucleosides 1, 2a, or 2b via the (dimethylamino)methylidene derivatives 5-7. 4,4'-Dimethoxytrityl groups were introduced to yield the base-protected derivatives 8-10. Alternatively to the direct incorporation of 1 into oligonucleotides, they were also obtained by the photochemical conversion of a 2a residue within the oligonucleotide chain.
ISSN: 0018019X
DOI: 10.1002/hlca.19920750716

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