Nucleoside 3'-phosphotriesters as key intermediates for the oligoribonucleotide synthesis. IV. New method for removal of 2,2,2-trichioroethyl group and 31 NMR as a new tool for analysis of deblocking of intemucleotide phosphate protecting groups

Zinc/acetylacetone/pyridine treatment has been designed as a very efficient method for removal of 2,2,2-trichloroethyl group from phosphoesters. Internucleotide and terminal 2,2,2-trichloroethyl phosphotriesters were transformed to corresponding diesters quantitatively. Much less reactive 2,2,2-tric...

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Veröffentlicht in:Nucleic acids research 1977-07, Vol.4 (7), p.2321-2330
Hauptverfasser: Adamiak, R. W., Biała, E., Grzéskowiak, K., Kierzek, R., Kraszewski, A., Markiewicz, W.T., Stawínski, J., Wiewiórowski, M.
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Sprache:eng
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Zusammenfassung:Zinc/acetylacetone/pyridine treatment has been designed as a very efficient method for removal of 2,2,2-trichloroethyl group from phosphoesters. Internucleotide and terminal 2,2,2-trichloroethyl phosphotriesters were transformed to corresponding diesters quantitatively. Much less reactive 2,2,2-trichloroethyl phosphodiesters produced monoesters with Ca. 90% yield. 31P NMR spectroscopy has been proposed as a new tool for analysis of removal of internucleotide phosphate protecting groups - a crucial step in oligonucleotides synthesis via phosphotriester approach.
ISSN:0305-1048
1362-4962
DOI:10.1093/nar/4.7.2321