Synthesis and characterization of a ribavirin-3',5'-phosphate pentadecamer homoribopolymer bearing a 5'-amino tether group and a 3'-thymidine

The synthesis of a pentadecamer of the 5'-phosphate of the antiviral nucleoside ribavirin (1'-beta-D-ribofuranosyl-1H-1,2,4-triazole-3-carboxamide) has been achieved. This homoribopolymer is terminated at the 5'-position with an (6-aminohexyl)phosphate group to permit conjugation to a...

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Bibliographic Details
Published in:Nucleic acids research 1990-03, Vol.18 (5), p.1099-1102
Main Authors: DAWSON, M. I, JINA, A. N, TORKELSON, S, RHEE, S, MOORE, M, ZARLING, D. A, HOBBS, P. D
Format: Article
Language:English
Subjects:
Analytical, structural and metabolic biochemistry
Antiviral Agents - chemical synthesis
Antiviral Agents - metabolism
Biological and medical sciences
Biopolymers
Chemical Phenomena
Chemistry
Endoribonucleases - metabolism
Fundamental and applied biological sciences. Psychology
Macromolecular Substances
Molecular Structure
Nucleic acids
Nucleic bases, nucleotides
Polymers - chemical synthesis
Polymers - metabolism
Ribonuclease, Pancreatic - metabolism
Ribonucleotides - chemical synthesis
Ribonucleotides - metabolism
Thymidine
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Summary:The synthesis of a pentadecamer of the 5'-phosphate of the antiviral nucleoside ribavirin (1'-beta-D-ribofuranosyl-1H-1,2,4-triazole-3-carboxamide) has been achieved. This homoribopolymer is terminated at the 5'-position with an (6-aminohexyl)phosphate group to permit conjugation to a carrier and at the 3'-position by a thymidine-5'-phosphate. The synthesis was accomplished using the methyl phosphoramidite approach to oligoribonucleotides. The homoribopolymer was insensitive to ribonuclease A but was sensitive to ribonuclease T2 digestion.
ISSN:0305-1048
1362-4962
DOI:10.1093/nar/18.5.1099