Synthesis of a deoxyguanosine monophosphate rich propyl methacrylate oligomer
| Autor: | Renzo A. Fenati, Amanda V. Ellis, Michael J. Wilson, Elizabeth G. L. Williams |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Phosphoramidite
Radical polymerization Chain transfer 02 engineering and technology General Chemistry Raft 010402 general chemistry 021001 nanoscience & nanotechnology Methacrylate 01 natural sciences Oligomer Catalysis 0104 chemical sciences chemistry.chemical_compound Monomer chemistry Polymer chemistry Materials Chemistry Deoxyguanosine 0210 nano-technology |
| Zdroj: | New Journal of Chemistry. 42:8815-8822 |
| ISSN: | 1369-9261 1144-0546 |
| Popis: | We report on the first synthesis of a “protected” 5′-dimethoxytrityl-N-isobutyryl-2′-deoxyguanosine(dG), 3′-[(2-cyanoethyl)-2-(methacryloyloxy)propyl]-monophosphate monomer through a modified phosphoramidite coupling method. Here, 2-hydroxylpropyl methacrylate (HPMA) was coupled to a protected 5′-dimethoxytrityl-N-isobutyryl-2′-deoxyguanosine, 3′-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite. Subsequent reversible addition fragmentation chain transfer (RAFT) polymerisation of the protected monomer, followed by deprotection, produced poly[2-(deoxyguanosine-3′-phospho)propyl methacrylate] (poly(dG-P-PMA)). In situ1H nuclear magnetic resonance spectroscopy showed the polymerisation kinetics were consistent with RAFT with dispersity indices (Đ's) |
| Databáze: | OpenAIRE |
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