An improved process for the release of synthetic DNA sequences from a solid-phase capture support

[Display omitted] To facilitate the solid-phase purification of synthetic DNA sequences, a riboside phosphoramidite, carrying a 5-O-capture linker and a 2-O-silyl ether protecting group, is incorporated into a DNA sequence during its last solid-phase synthesis cycle. After deprotection and release o...

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Veröffentlicht in:Tetrahedron letters 2022-09, Vol.106 (C), p.154077, Article 154077
Hauptverfasser: Grajkowski, Andrzej, Cawrse, Brian M., Takahashi, Mayumi, Beaucage, Serge L.
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Sprache:eng
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Zusammenfassung:[Display omitted] To facilitate the solid-phase purification of synthetic DNA sequences, a riboside phosphoramidite, carrying a 5-O-capture linker and a 2-O-silyl ether protecting group, is incorporated into a DNA sequence during its last solid-phase synthesis cycle. After deprotection and release of the DNA sequence from the synthesis support, the sequence is then covalently linked to a capture support to enable the removal of shorter unbound DNA sequences by simply washing these off the support. The solid-phase purified DNA sequence is then released from the capture support, through an innovative intramolecular cyclodeesterification of its terminal riboside ethyl phosphate triester entity and is isolated in a yield of 94% while displaying an exquisite purity of 97%.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2022.154077