Development of a general methodology for labelling peptide–morpholino oligonucleotide conjugates using alkyne–azide click chemistry† †Electronic supplementary information (ESI) available: Experimental section and supplementary figures. See DOI: 10.1039/c3cc46067c Click here for additional data file.
نویسندگان
چکیده
We describe a general methodology for fluorescent labelling of peptide conjugates of phosphorodiamidate morpholino oligonucleotides (PMOs) by alkyne functionalization of peptides, subsequent conjugation to PMOs and labelling with a fluorescent compound (Cy5-azide). Two peptide-PMO (PPMO) examples are shown. No detrimental effect of such labelled PMOs was seen in a biological assay.
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Synthesis of triazole-linked morpholino oligonucleotides via CuI catalysed cycloaddition† †Electronic supplementary information (ESI) available: Full experimental details and copies of 1H, 13C, 31P NMR spectra for all compounds. See DOI: 10.1039/c6ob00007j Click here for additional data file.
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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