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 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.
Dawson
M I
MI
Bio-Organic Chemistry Laboratory, SRI International, Menlo Park, CA 94025.
Jina
A N
AN
Torkelson
S
S
Rhee
S
S
Moore
M
M
Zarling
D A
DA
Hobbs
P D
PD
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000378:metabolism; D001704:Biopolymers; D055598:Chemical Phenomena; D002621:Chemistry; D004722:Endoribonucleases / Q000378:metabolism; D046911:Macromolecular Substances; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000378:metabolism; D012259:Ribonuclease, Pancreatic / Q000378:metabolism; D012265:Ribonucleotides / Q000138:chemical synthesis* / Q000378:metabolism; D013936:Thymidine
D000998:Antiviral Agents; D001704:Biopolymers; D046911:Macromolecular Substances; D011108:Polymers; D012265:Ribonucleotides; C063491:ribavirin 3',5'-phosphate pentadecamer homoribopolymer; D004722:Endoribonucleases; C022543:ribonuclease T(2); D012259:Ribonuclease, Pancreatic; D013936:Thymidine