Solid-phase synthesis of polynucleotides
US4373071A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Apr 30, 1981 |
| Grant date | Feb 8, 1983 |
| Priority date | — |
| Expiry date | Apr 30, 2001 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC08F8/32
- WIPO fieldMacromolecular chemistry, polymers
- WIPO sectorChemistry
Abstract
A commercially available resin such as polystyrene is converted into a phthalimidomethyl-resin by treatment with potassium phthalimide. The phthalimidomethyl-resin is converted into an amino resin with hydrazine in ethanol. The amino resin is then combined with an activated ester of a nucleoside to obtain an amide-bonded dimethoxytrityl resin. The activated ester of the nucleoside is obtained by reacting a nucleoside with succinic anhydride in the presence of 4-(dimethylamino) pyridine in pyridine to provide a monosuccinate derivative, which is in turn treated with pentachlorophenol and dicyclohexylcarbodimide in dimethylformamide. Any unreacted amino groups in the amide-bonded dimethoxytrityl resin may be masked and the dimethoxytrityl group may be removed by treatment of the amide-bonded resin with a solution of benzenesulfonic acid to obtain a hydroxylated resin support. Additional mononucleotides, dinucleotides and trinucleotides may be added to the resin support in the presence of a coupling reagent such as 2,4,6-triisopropylbenzenesulfonyl tetrazolide. Any unreacted 5'-hydroxyl group may be masked with acetic anhydride. The steps described in the previous two sentences may be…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.