Synthesis of triazole-linked morpholino oligonucleotides via Cu(I) catalysed cycloaddition

Organic & Biomolecular Chemistry
Matthew J PalframanChristopher J Hayes

Abstract

Triazole-linked morpholino ((TL)MO) oligonucleic acids were synthesised using the Cu(I) catalysed (3 + 2) azide-alkyne cycloaddition (CuAAC) reaction. The modified DNA analogues were incorporated into 13-mer sequences via solid phase synthesis. UV melting experiments showed that the (TL)MO modification gives higher Tm values than the corresponding (TL)DNA modification.

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Citations

Jul 28, 2017·Chemical Communications : Chem Comm·Pawan KumarTom Brown
Sep 1, 2020·Journal of the American Chemical Society·Heera K LangnerMarvin H Caruthers
Jan 15, 2021·Chemical Reviews·Nicolò Zuin FantoniTom Brown
Jun 3, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Daniela PerroneMaria Luisa Navacchia
Aug 6, 2019·The Journal of Organic Chemistry·Valerijs KorotkovsRob M J Liskamp
Sep 22, 2021·Journal of the American Chemical Society·Sven EppleTom Brown

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Methods Mentioned

BETA
in vitro transcription
column chromatography
NMR

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