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 | Enthalten in: | HELVETICA CHIMICA ACTA | Band: | 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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geprüft am 08.06.2024