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Simplified Liquid-Phase Preparation of Four Decadeoxyribonucleotides and their Preliminary Spectroscopic Characterization
Authors:William A Denny  Werner Leupin  David R Kearns
Abstract:Four self-complementary decadeoxyribonucleotides, dApTpApTpApTpApTpApT, dApTpApTpCpGpApTpApT, dApTpApTpGpCpApTpApT and dApApApApApTpTpTpTpT, were chemically synthesized by the phosphotriester procedure. Efforts were concentrated on keeping the procedure as simple as possible, concomitant with obtaining high-purity products at each step of the process. The decamers were elaborated from the 3'-end, starting with a 3'?O-benzoylated monomer according to the scheme: monomer + monomer → dimer + dimer → tetramer + dimmer → hexamer + tetramer → decamer. Purity of intermediates and of the fully blocked decamers were monitored by chromatography and by 300-MHz 1H? N M R. spectroscopy. The deblocked decadeoxyribonucleotides were characterized by their UV., CD., and 1H? NMR. spectra.
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