Synthesis and biophysical evaluation of C-5-triazolyl-functionalized morpholino-thymidine analogs
- 24 April 2026
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 24 (18) , 3926-3934
Abstract
The C-5 position of pyrimidines is a known modification site for tuning the biophysical properties of oligonucleotides and nucleic acid duplexes. Consecutive C-5 phenyl triazole motifs in morpholino oligonucleotides boost duplex stability with RNA.Keywords
Funding Information
- Department of Health Research, India (R11017/17/2023-GIA)
- Indian Association for the Cultivation of Science
This publication has 36 references indexed in Scilit:
- Synthesis of 5-alkynylated uracil–morpholino monomers using Sonogashira couplingTetrahedron Letters, 2012
- Sulfonamide bearing oligonucleotides: Simple synthesis and efficient RNA recognitionBioorganic & Medicinal Chemistry, 2012
- Efficient RNA-targeting by the introduction of aromatic stacking in the duplex major groove via 5-(1-phenyl-1,2,3-triazol-4-yl)-2′-deoxyuridinesBioorganic & Medicinal Chemistry, 2010
- Nucleosides and oligonucleotides containing 1,2,3-triazole residues with nucleobase tethers: Synthesis via the azide-alkyne ‘click’ reactionBioorganic & Medicinal Chemistry, 2008
- Polarity of Major Grooves Explored by Using an Isosteric Emissive NucleosideChemBioChem, 2008
- Synthesis of 5‐(1,2,3‐Triazol‐4‐yl)‐2′‐deoxyuridines by a Click Chemistry Approach: Stacking of Triazoles in the Major Groove Gives Increased Nucleic Acid Duplex StabilityChemBioChem, 2007
- Copper‐Catalyzed Synthesis of N‐Unsubstituted 1,2,3‐Triazoles from Nonactivated Terminal AlkynesEuropean Journal of Organic Chemistry, 2004
- Reinvestigation into the Synthesis of Oligonucleotides Containing 5‐(β‐D‐Glucopyranosyloxymethyl)‐2′‐deoxyuridineEuropean Journal of Organic Chemistry, 2003
- A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal AlkynesAngewandte Chemie International Edition, 2002
- Morphants: a new systematic vertebrate functional genomics approachYeast, 2000