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Issue 33, 2014
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Synthesis and properties of oligonucleotides modified with 2′-O-(2-carboxyethyl)nucleotides and their carbamoyl derivatives

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Abstract

2′-O-Methyl oligoribonucleotides with four kinds of 2′-O-modified uridine derivatives were synthesised. Their duplex stability, hydration behavior and exonuclease resistance were studied by spectroscopic analyses and molecular dynamics simulations. Consequently, 2′-O-modification of the uridine residue with 2-carbamoylethyl or 2-(N-methylcarbamoyl)ethyl groups resulted in a significant improvement of the exonuclease resistance without the loss of duplex stability.

Graphical abstract: Synthesis and properties of oligonucleotides modified with 2′-O-(2-carboxyethyl)nucleotides and their carbamoyl derivatives

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Publication details

The article was received on 17 Jun 2014, accepted on 27 Jun 2014 and first published on 30 Jun 2014


Article type: Paper
DOI: 10.1039/C4OB01260G
Citation: Org. Biomol. Chem., 2014,12, 6457-6464
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    Synthesis and properties of oligonucleotides modified with 2′-O-(2-carboxyethyl)nucleotides and their carbamoyl derivatives

    T. Yamada, Y. Masaki, N. Okaniwa, T. Kanamori, A. Ohkubo, H. Tsunoda, K. Seio and M. Sekine, Org. Biomol. Chem., 2014, 12, 6457
    DOI: 10.1039/C4OB01260G

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