Fluorinated 7-deazapurine 2'-deoxyribonucleosides: Modification at the nucleobase and the sugar moiety

Autor(en): Seela, Frank
Xu, Kuiying
Chittepu, Padmaja
Ming, Xin
Stichwörter: 7-IODO; base pairing; Biochemistry & Molecular Biology; DNA; fluorination; glycosylation; OLIGONUCLEOTIDES; pyrrolo[2,3-d]pyrimidine; sugar conformation
Erscheinungsdatum: 2007
Herausgeber: TAYLOR & FRANCIS INC
Journal: NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS
Volumen: 26
Ausgabe: 6-7
Startseite: 607
Seitenende: 610
Zusammenfassung: 
7-Deaza-7-fluoro-purine 2'-deoxynucleosides as well as 2'-deoxy-2'-fluoroarabinofuranosyl nucleosides 1-8 were synthesized. The fluorine atom was introduced on the base level with Seleqfluor Nucleobase-anion glycosylation was then employed to form the nucleosides. Properties of the fluorine compounds were studied in solution and in solid state. Compound 4a was incorporated into oligonucleotides where the stabilizing effect was observed.
Beschreibung: 
Proceedings of the 17th International Roundtable of Nucleosides, Nucleotides, and Nucleic Acids, Bern, SWITZERLAND, MAR 07-SEP 07, 2006
ISSN: 15257770
DOI: 10.1080/15257770701490357

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