SYNTHESIS OF 2'-DEOXYISOINOSINE AND RELATED 2'-DEOXYRIBONUCLEOSIDES

Autor(en): SEELA, F
CHEN, YM
BINDIG, U
KAZIMIERCZUK, Z
Stichwörter: 2'-DEOXYRIBOFURANOSIDES; ADENINE; ASSIGNMENT; BASE; Chemistry; Chemistry, Multidisciplinary; DNA; DYNAMICS; FLUORESCENCE; GLYCOSYLATION; NUCLEOBASE-ANION; SEQUENCE
Erscheinungsdatum: 1994
Herausgeber: NEW SWISS CHEMICAL SOC
Journal: HELVETICA CHIMICA ACTA
Volumen: 77
Ausgabe: 1
Startseite: 194
Seitenende: 202
Zusammenfassung: 
Various 2-substituted purine and pyrrolo[2,3-d]pyrimidine 2'-deoxyribonucleosides with methylthio (13a), chloro (13b), methoxy (9b), and oxo (2, 3) substituents at C(2) are prepared. They are obtained either via stereoselective nucleobase-anion glycosylation or by base transformation. A three-step synthesis of the unknown 2'-deoxyisoinosine (2) from 2'-deoxyguanosine (15) is described. Compound 2 as well as its 7-deazapurine derivative 3 exhibit strong fluorescence.
ISSN: 0018019X
DOI: 10.1002/hlca.19940770122

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