Synthesis of 2 `,3 `-didehydro-2 `,3 `-dideoxyisoinosine and oxidation of fluorescent 2-hydroxypurine nucleosides by xanthine oxidase

Autor(en): Seela, F
Chen, YM
Sauer, M
Stichwörter: 2'-DEOXYISOINOSINE; ACID; Biochemistry & Molecular Biology; DEOXYINOSINE; OLIGONUCLEOTIDES
Erscheinungsdatum: 1998
Herausgeber: MARCEL DEKKER INC
Journal: NUCLEOSIDES & NUCLEOTIDES
Volumen: 17
Ausgabe: 1-3
Startseite: 39
Seitenende: 52
Zusammenfassung: 
The syntheses of 2',3'-didehydro-2',3'-dideoxyisoinosine (d4isoI, 4) as well as 7-deaza-2',3'-didehydro-2',3'-dideoxyisoinosine (d4c(7)isoI, 5) are described. Compounds 4 and 5 show both strong fluorescence. Compound 4 is oxidized by xanthine oxidase to give the corresponding xanthine 2',3'-dideoxy-2',3'-didehydronucleosides. A preparative chemo-enzymatic synthesis of 2'-deoxyxanthosine (3) is described.
ISSN: 07328311
DOI: 10.1080/07328319808005156

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