An immobilized and reusable Cu(I) catalyst for metal ion-free conjugation of ligands to fully deprotected oligonucleotides through click reaction

Chelation of Cu(I) ions to an immobilized hydrophilic tris(triazolylmethyl)amine chelator on a solid support allowed synthesis of RNA oligonucleotide conjugates from completely deprotected alkyne-oligonucleotides. No oligonucleotide strand degradation or metal ion contamination was observed. Further...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2013-01, Vol.49 (2), p.184-186
Hauptverfasser:	Eltepu, Laxman, Jayaraman, Muthusamy, Rajeev, Kallanthottathil G, Manoharan, Muthiah
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes - chemistry Azides - chemistry Catalysis Chelating Agents - chemistry Click Chemistry Copper - chemistry Ions - chemistry Ligands Oligonucleotides - chemical synthesis Oligonucleotides - chemistry Polystyrenes - chemistry Stereoisomerism
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creator	Eltepu, Laxman Jayaraman, Muthusamy Rajeev, Kallanthottathil G Manoharan, Muthiah
description	Chelation of Cu(I) ions to an immobilized hydrophilic tris(triazolylmethyl)amine chelator on a solid support allowed synthesis of RNA oligonucleotide conjugates from completely deprotected alkyne-oligonucleotides. No oligonucleotide strand degradation or metal ion contamination was observed. Furthermore, use of the immobilized copper(I) ion overcame regioselectivity issues associated with strain-promoted copper-free azide-alkyne cycloaddition.
doi_str_mv	10.1039/c2cc36811k
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source	MEDLINE; Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects	Alkynes - chemistry Azides - chemistry Catalysis Chelating Agents - chemistry Click Chemistry Copper - chemistry Ions - chemistry Ligands Oligonucleotides - chemical synthesis Oligonucleotides - chemistry Polystyrenes - chemistry Stereoisomerism
title	An immobilized and reusable Cu(I) catalyst for metal ion-free conjugation of ligands to fully deprotected oligonucleotides through click reaction
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