Facile access to modified and functionalized PNAs through Ugi-based solid phase oligomerization
| Autor: | Jacques Saarbach, Claudio Zambaldo, Nicolas Winssinger, Daniela Masi |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Peptide Nucleic Acids
Glycan Clinical Biochemistry Pharmaceutical Science Peptide Ligands 010402 general chemistry 01 natural sciences Biochemistry Small Molecule Libraries chemistry.chemical_compound Solid-phase synthesis Biosupramolecular chemistry Drug Discovery Protein Kinase Inhibitors Molecular Biology Solid-Phase Synthesis Techniques chemistry.chemical_classification Peptide nucleic acid biology 010405 organic chemistry Organic Chemistry Combinatorial chemistry Small molecule Solid phase synthesis humanities 0104 chemical sciences Ugi reaction chemistry ddc:540 Nucleic acid biology.protein Molecular Medicine Peptides Glycoconjugates Conjugate |
| Zdroj: | Bioorganic & Medicinal Chemistry, Vol. 25, No 19 (2017) pp. 5171-5177 |
| ISSN: | 0968-0896 |
| Popis: | Peptide nucleic acids (PNAs) derivatized with functional molecules are increasingly used in diverse biosupramolecular applications. PNAs have proven to be highly tolerant to modifications and different applications benefit from the use of modified PNAs, in particular modifications at the γ position. Herein we report simple protocols to access modified PNAs from iterative Ugi couplings which allow modular modifications at the α, β or γ position of the PNA backbone from simple starting materials. We demonstrate the utility of the method with the synthesis of several bioactive small molecules (a peptide ligand, a kinase inhibitor and a glycan)-PNA conjugates. |
| Databáze: | OpenAIRE |
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