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Molecules. 2016 Aug 23;21(9). pii: E1082. doi: 10.3390/molecules21091082.

DNA Three Way Junction Core Decorated with Amino Acids-Like Residues-Synthesis and Characterization.

Author information

1
Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique, UMR CNRS 5068, Université Paul Sabatier, 118 Route de Narbonne, Cedex 9, Toulouse 31062, France. addamiano@chimie.ups-tlse.fr.
2
Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique, UMR CNRS 5068, Université Paul Sabatier, 118 Route de Narbonne, Cedex 9, Toulouse 31062, France. gerland@chimie.ups-tlse.fr.
3
Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique, UMR CNRS 5068, Université Paul Sabatier, 118 Route de Narbonne, Cedex 9, Toulouse 31062, France. payrastr@chimie.ups-tlse.fr.
4
Laboratoire de Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique, UMR CNRS 5068, Université Paul Sabatier, 118 Route de Narbonne, Cedex 9, Toulouse 31062, France. escudier@chimie.ups-tlse.fr.

Abstract

Construction and physico-chemical behavior of DNA three way junction (3WJ) functionalized by protein-like residues (imidazole, alcohol and carboxylic acid) at unpaired positions at the core is described. One 5'-C(S)-propargyl-thymidine nucleotide was specifically incorporated on each strand to react through a post synthetic CuACC reaction with either protected imidazolyl-, hydroxyl- or carboxyl-azide. Structural impacts of 5'-C(S)-functionalization were investigated to evaluate how 3WJ flexibility/stability is affected.

KEYWORDS:

CuACC; chemically modified oligonucleotides; convertible nucleotide; three way junction

PMID:
27563857
PMCID:
PMC6274049
DOI:
10.3390/molecules21091082
[Indexed for MEDLINE]
Free PMC Article

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