The synthesis of solid supports carrying base labile linkers to generate 3'-phosphate oligonucleotides
- PMID: 38810710
- DOI: 10.1016/j.bmcl.2024.129819
The synthesis of solid supports carrying base labile linkers to generate 3'-phosphate oligonucleotides
Abstract
Oligonucleotides carrying 3'-terminal phosphates and conjugates are important tools in molecular biology and diagnostic purposes. We described the preparation of solid supports carrying the base labile linker 4-((2-hydroxyethyl)sulfonyl)benzamide for the solid-phase synthesis of 3'-phosphorylated oligonucleotides. These supports are fully compatible with the phosphoramidite chemistry yielding the desired 3'-phosphate oligonucleotides in excellent yields. The use of mild deprotection conditions allows the generation of partially protected DNA fragments.
Keywords: 3′-phosphorylation; Base labile linkers; Oligonucleotides; Solid support.
Copyright © 2024 The Authors. Published by Elsevier Ltd.. All rights reserved.
Conflict of interest statement
Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
Similar articles
-
Efficient functionalization of oligonucleotides by new achiral nonnucleosidic monomers.Org Lett. 2014 Jun 6;16(11):2842-5. doi: 10.1021/ol500668n. Epub 2014 May 12. Org Lett. 2014. PMID: 24820262
-
Photocleavable biotin phosphoramidite for 5'-end-labeling, affinity purification and phosphorylation of synthetic oligonucleotides.Nucleic Acids Res. 1996 Jan 15;24(2):361-6. doi: 10.1093/nar/24.2.361. Nucleic Acids Res. 1996. PMID: 8628663 Free PMC article.
-
Easy introduction of maleimides at different positions of oligonucleotide chains for conjugation purposes.Org Biomol Chem. 2012 Nov 14;10(42):8478-83. doi: 10.1039/c2ob26514a. Epub 2012 Sep 25. Org Biomol Chem. 2012. PMID: 23007699
-
Chemical synthesis of long RNAs with terminal 5'-phosphate groups.Chemistry. 2017 Apr 19;23(22):5210-5213. doi: 10.1002/chem.201700514. Epub 2017 Mar 29. Chemistry. 2017. PMID: 28295757 Free PMC article.
-
Synthesis of oligonucleotides on a soluble support.Beilstein J Org Chem. 2017 Jul 12;13:1368-1387. doi: 10.3762/bjoc.13.134. eCollection 2017. Beilstein J Org Chem. 2017. PMID: 28781703 Free PMC article. Review.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources