A rapid synthesis of a DNA fragment using an unprotected nucleoside and a phosphine derivative.
A rapid synthesis of DNA fragment from unprotected nucleoside and phosphine derivative, morpholinophosphordichloridite, has been studied, demonstrating a d(T-T) and its amino-phosphonate derivative syntheses. A high selectivity of this reagent eliminates the protection of nucleoside hydroxyl groups. The P-N bond in the resulting dinucleoside phosphite can readily be converted to a phosphite triester with alcohol and to the corresponding aminophosphonate by a non-aqueous oxidation with m-chlorobenzoic acid. The P-N bond in the phosphate link is very stable and so provides a protection for the phosphoryl group which has many potential uses. Deprotection can be achieved by a simple treatment with NH2OH.
D004247:DNA / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009025:Morpholines; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis*; D010084:Oxidation-Reduction
D007202:Indicators and Reagents; D009025:Morpholines; D009838:Oligodeoxyribonucleotides; D004247:DNA; C047927:morpholinophosphordichloridite