Incorporation of 2 `-deoxysangivamycin in DNA duplexes: The conversion of a pyrrolo[2,3-d]pyrimidine nitrile to a carboxamide upon oligonucleotide deprotection

Autor(en): Seela, F
Zulauf, M
Stichwörter: 2'-DEOXYTUBERCIDIN; ANALOGS; Biochemistry & Molecular Biology; DERIVATIVES; MAJOR GROOVE; NUCLEOSIDES; NUCLEOTIDES; OLIGODEOXYNUCLEOTIDES; OLIGODEOXYRIBONUCLEOTIDES; SALT GLYCOSYLATION PROCEDURE; TUBERCIDIN
Erscheinungsdatum: 1999
Herausgeber: MARCEL DEKKER INC
Journal: NUCLEOSIDES & NUCLEOTIDES
Volumen: 18
Ausgabe: 11-12
Startseite: 2697
Seitenende: 2709
Zusammenfassung: 
Oligonucleotides containing 2'-deoxysangivamycin are described. The phosphoramidite of 2'-deoxytoyocamycin was prepared and used in solid-phase synthesis. Upon deprotection the pyrrolo[2,3-d]pyrimidine nitrile residues were converted to carboxamides. According to the T-m-measurements the 7-carboxamido group of the 7-deazaadenine moiety stabilizes the DNA duplex significantly.
ISSN: 07328311
DOI: 10.1080/07328319908044635

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