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Dimethylaminomethylene protected purine H-phosphonates in the synthesis of biologically active RNA (24-mer)
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1991
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Bioorganic ChemistryEngineeringMolecular BiologyOrganic ChemistryDiversity Oriented SynthesisBiosynthesisMicrohelix AlaN 2Antisense TherapyRna ProcessingActive RnaBiochemistryPurine H-phosphonatesDiversity-oriented SynthesisRna BiologyOligonucleotideAlanyl-t-rna SynthetaseNatural Product SynthesisBiomolecular EngineeringNatural SciencesSynthetic Chemistry
Preparation of 5’-O-(4,4’-dimethoxytrityl)-2’-O-tert-butyldimethylsilyl (tBDMSi) derivatives of N 2 -dimethylaminomethyleneguanosine ( IIIa ) and N 6 -dimethylaminomethyleneadenosine ( IVa ) and their 3’-H-phosphonates ( IIIb, IVb ) is described. The compounds IIIb and IVb together with corresponding derivatives of uridine ( Vb ) and N 4 -benzoylcytidine ( VIb ) were used as synthones in machine assisted synthesis of microhelix Ala (5’-GGGGCUAUAGCUCUAGCU.CCACCA-3’) ( X ). The compound X was aminoacylated by means of alanyl-t-RNA synthetase ( E.coli ).