Improved Metal-Free Approach for the Synthesis of Protected Thiol Containing Thymidine Nucleoside Phosphoramidite and Its Application for the Synthesis of Ligatable Oligonucleotide Conjugates
Oligonucleotide conjugates are versatile scaffolds that can be applied in DNA-based screening platforms and ligand display or as therapeutics. Several different chemical approaches are available for functionalizing oligonucleotides, which are often carried out on the 5′ or 3′ end. Modifying oligonuc...
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Dokumentumtípus: | Cikk |
Megjelent: |
2023
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Sorozat: | PHARMACEUTICS
15 No. 1 |
Tárgyszavak: | |
doi: | 10.3390/pharmaceutics15010248 |
mtmt: | 33597958 |
Online Access: | http://publicatio.bibl.u-szeged.hu/28481 |
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022 | |a 1999-4923 | ||
024 | 7 | |a 10.3390/pharmaceutics15010248 |2 doi | |
024 | 7 | |a 33597958 |2 mtmt | |
040 | |a SZTE Publicatio Repozitórium |b hun | ||
041 | |a Angol | ||
100 | 1 | |a Kupihár Zoltán | |
245 | 1 | 0 | |a Improved Metal-Free Approach for the Synthesis of Protected Thiol Containing Thymidine Nucleoside Phosphoramidite and Its Application for the Synthesis of Ligatable Oligonucleotide Conjugates |h [elektronikus dokumentum] / |c Kupihár Zoltán |
260 | |c 2023 | ||
300 | |a 16 | ||
490 | 0 | |a PHARMACEUTICS |v 15 No. 1 | |
520 | 3 | |a Oligonucleotide conjugates are versatile scaffolds that can be applied in DNA-based screening platforms and ligand display or as therapeutics. Several different chemical approaches are available for functionalizing oligonucleotides, which are often carried out on the 5′ or 3′ end. Modifying oligonucleotides in the middle of the sequence opens the possibility to ligate the conjugates and create DNA strands bearing multiple different ligands. Our goal was to establish a complete workflow that can be applied for such purposes from monomer synthesis to templated ligation. To achieve this, a monomer is required with an orthogonal functional group that can be incorporated internally into the oligonucleotide sequence. This is followed by conjugation with different molecules and ligation with the help of a complementary template. Here, we show the synthesis and the application of a thiol-modified thymidine nucleoside phosphoramidite to prepare ligatable oligonucleotide conjugates. The conjugations were performed both in solution and on solid phase, resulting in conjugates that can be assembled into multivalent oligonucleotides decorated with tissue-targeting peptides using templated ligation. | |
650 | 4 | |a Kémiai tudományok | |
650 | 4 | |a Általános orvostudomány | |
700 | 0 | 1 | |a Ferenc Györgyi |e aut |
700 | 0 | 1 | |a Petrovicz Vencel László |e aut |
700 | 0 | 1 | |a Fáy Viktória R. |e aut |
700 | 0 | 1 | |a Kovács Lajos |e aut |
700 | 0 | 1 | |a Martinek Tamás |e aut |
700 | 0 | 1 | |a Hegedüs Zsófia |e aut |
856 | 4 | 0 | |u http://publicatio.bibl.u-szeged.hu/28481/1/pharmaceutics-15-00248.pdf |z Dokumentum-elérés |