Fork- and Comb-like Lipophilic Structures: Different Chemical Approaches to the Synthesis of Oligonucleotides with Multiple Dodecyl Residues Full article
Journal |
International Journal of Molecular Sciences
, E-ISSN: 1422-0067 |
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Output data | Year: 2023, Volume: 24, Number: 19, Article number : 14637, Pages count : DOI: 10.3390/ijms241914637 | ||
Tags | lipophilic oligonucleotides; phosphoryl guanidine; triazinyl phosphoramidate; conjugates; delivery | ||
Authors |
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Affiliations |
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Funding (2)
1 | МИНИСТЕРСТВО НАУКИ И ВЫСШЕГО ОБРАЗОВАНИЯ РОССИЙСКОЙ ФЕДЕРАЦИИ | ПФНИ РФ (2021-2030) 0245-2021-0007 |
2 | Russian Science Foundation | РНФ №19-14-00204 (продление) |
Abstract:
Lipophilic oligonucleotide conjugates represent a powerful tool for nucleic acid cellular
delivery, and many methods for their synthesis have been developed over the past few decades. In
the present study, a number of chemical approaches for the synthesis of different fork- and comb-like
dodecyl-containing oligonucleotide structures were performed, including use of non-nucleotide
units and different types of phosphate modifications such as alkyl phosphoramidate, phosphoryl
guanidine, and triazinyl phosphoramidate. The influence of the number of introduced lipophilic
residues, their mutual arrangement, and the type of formed modification backbone on cell penetration
was evaluated. The results obtained indicate great potential in the developed chemical approaches,
not only for the synthesis of complex oligonucleotide structures but also for the fine-tuning of
their properties
Cite:
Zharkov T.D.
, Mironova E.M.
, Markov O.V.
, Zhukov S.
, Khodyreva S.N.
, Kupryushkin M.S.
Fork- and Comb-like Lipophilic Structures: Different Chemical Approaches to the Synthesis of Oligonucleotides with Multiple Dodecyl Residues
International Journal of Molecular Sciences. 2023. V.24. N19. 14637 . DOI: 10.3390/ijms241914637 WOS Scopus OpenAlex
Fork- and Comb-like Lipophilic Structures: Different Chemical Approaches to the Synthesis of Oligonucleotides with Multiple Dodecyl Residues
International Journal of Molecular Sciences. 2023. V.24. N19. 14637 . DOI: 10.3390/ijms241914637 WOS Scopus OpenAlex
Dates:
Published print: | Sep 27, 2023 |
Identifiers:
Web of science: | WOS:001081466000001 |
Scopus: | 2-s2.0-85174748159 |
OpenAlex: | W4387139031 |