Synthesis of a deoxyguanosine monophosphate rich propyl methacrylate oligomerElectronic supplementary information (ESI) available. See DOI: 10.1039/c8nj00989a

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 pro...

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Hauptverfasser: Wilson, Michael J, Fenati, Renzo A, Williams, Elizabeth G. L, Ellis, Amanda V
Format: Artikel
Sprache:eng
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Zusammenfassung: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 situ 1 H nuclear magnetic resonance spectroscopy showed the polymerisation kinetics were consistent with RAFT with dispersity indices ( 's)
ISSN:1144-0546
1369-9261
DOI:10.1039/c8nj00989a