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Arylethynyl- or Alkynyl-Linked Pyrimidine and 7-Deazapurine 2′-Deoxyribonucleoside 3′-Phosphoramidites for Chemical Synthesis of Hypermodified Hydrophobic Oligonucleotides
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SYSNO ASEP 0576504 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Arylethynyl- or Alkynyl-Linked Pyrimidine and 7-Deazapurine 2′-Deoxyribonucleoside 3′-Phosphoramidites for Chemical Synthesis of Hypermodified Hydrophobic Oligonucleotides Author(s) Jestřábová, Ivana (UOCHB-X)
Poštová Slavětínská, Lenka (UOCHB-X) RID
Hocek, Michal (UOCHB-X) RID, ORCIDSource Title ACS Omega. - : American Chemical Society - ISSN 2470-1343
Roč. 8, č. 42 (2023), s. 39447-39453Number of pages 7 s. Language eng - English Country US - United States Keywords gene inhibition ; DNA ; oligodeoxynucleotides OECD category Organic chemistry R&D Projects GX20-00885X GA ČR - Czech Science Foundation (CSF) Method of publishing Open access Institutional support UOCHB-X - RVO:61388963 UT WOS 001090913900001 EID SCOPUS 85176813528 DOI 10.1021/acsomega.3c05202 Annotation We designed and synthesized a set of 2′-deoxyribonucleoside 3′-phosphoramidites derived from 5-phenylethynyluracil, 5-(pentyn-1-yl)cytosine, 7-(indol-3-yl)ethynyl-7-deazaadenine, and 7-isopropylethynyl-7-deazaguanine. These nucleoside phosphoramidites were successfully used for automated solid-phase synthesis of oligonucleotides containing one or several modifications, including fully modified sequences where every nucleobase was displaying a modification, and their hybridization was studied. The phosphoramidite building blocks have potential for synthesis of hypermodified aptamers and other functional nucleic acid-based polymers, which sequence-specifically display amino acid-like hydrophobic substituents. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2024 Electronic address https://doi.org/10.1021/acsomega.3c05202
Number of the records: 1