Journal
MOLECULES
Volume 24, Issue 23, Pages -Publisher
MDPI
DOI: 10.3390/molecules24234266
Keywords
oligonucleotide conjugates; solid-phase 5 '-functionalization; N,N '-disuccinimidyl carbonate (DSC); amino ligands; boron clusters
Funding
- Russian Scientific Foundation [19-14-00251]
- Russian State-funded budget project of ICBFM SB RAS [AAAA-A17-117020210021-7]
- Russian Science Foundation [19-14-00251, 19-74-20127] Funding Source: Russian Science Foundation
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A novel and convenient approach for the solid-phase 5'-functionalization of oligonucleotides is proposed in this article. The approach is based on the activation of free 5'-hydroxyl of polymer support-bound protected oligonucleotides by N,N'-disuccinimidyl carbonate followed by interaction with amino-containing ligands. Novel amino-containing derivatives of closo-dodecaborate, estrone, cholesterol, and alpha-tocopherol were specially prepared. A wide range of oligonucleotide conjugates bearing closo-dodecaborate, short peptide, pyrene, lipophilic residues (cholesterol, alpha-tocopherol, folate, estrone), aliphatic diamines, and propargylamine were synthesized and characterized to demonstrate the versatility of the approach. The developed method is suitable for the conjugate synthesis of oligonucleotides of different types (ribo-, deoxyribo-, 2'-O-methylribo-, and others).
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