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Nucleotides Part XL . Synthesis and Characterization of Modified 2′–5′ Adenylate Trimers–Potential Antiviral Agents
Author(s) -
Schirmeister Helga,
Pfleiderer Wolfgang
Publication year - 1994
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19940770104
Subject(s) - chemistry , phosphoramidite , adenylate kinase , residue (chemistry) , stereochemistry , nucleotide , protecting group , combinatorial chemistry , biochemistry , organic chemistry , oligonucleotide , enzyme , gene , dna , alkyl
2′–5′ Adenylate trimers 41–44 carrying the ( tert ‐butyl)dimethylsilyl (tbds) group at the 3′‐OH position of various sugar moieties were synthesized via the phosphoramidite method. The use of the ( tert ‐butyloxy)carbonyl (boc) and 2‐(4‐nitrophenyl)ethylsulfonyl (npes) groups for 2′‐OH protection in neighbourhood to the 3′‐ O ‐tbds residue was compared during the synthesis of the target trimers. For other functional positions, the use of the 2‐(4‐nitrophenyl)ethyl (npe) and 2‐(4‐nitrophenyl)ethoxycarbonyl (npeoc) blocking groups were favoured.