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Issue 2, 2014
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Non-natural G-quadruplex in a non-natural environment

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Abstract

The biocompatibility as well as the sustainability of a deep eutectic solvent makes it a good substitute for aqueous media in studying biomolecules. Understanding the structure and stability of natural and non-natural G-quadruplexes in aqueous and highly viscous media will be useful in biological and nanodevice applications. We report the synthesis and conformational analysis of a model G-rich oligonucleotide G3T3 and non-natural G-rich sequences Pyr1–Pyr3 in aqueous and highly viscous media. Progressive increases in the loop replacement with a non-natural pyrene linker leads to a systematic increase of the thermal denaturation temperature of the modified G-rich oligonucleotides Pyr1–Pyr3 in 10 mM cacodylate buffer (pH 7.2) containing 100 mM KCl, as monitored using UV-Vis spectroscopy. A circular dichroism signal clearly revealed the formation of a predominantly anti-parallel vs. parallel conformation in the natural G-rich oligonucleotide G3T3 as well as the non-natural G-rich oligonucleotides Pyr1–Pyr3 in 10 mM cacodylate buffer (pH 7.2) containing 100 mM KCl. On the other hand, we observed thermodynamic destabilization of G-rich oligonucleotides in a deep eutectic solvent (DES; 1 : 2 choline chloride–urea) containing 100 mm KCl with an increase in loop replacements. Interestingly, we observed an exclusively parallel G-quadruplex conformation in the case of G3T3 in DES containing 100 mm KCl. While pyrene containing G-rich oligonucleotides Pyr1–Pyr3 exhibited a predominantly parallel vs. anti-parallel G-quadruplex conformation in DES containing 100 mM KCl.

Graphical abstract: Non-natural G-quadruplex in a non-natural environment

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Publication details

The article was received on 29 Jun 2013, accepted on 25 Oct 2013 and first published on 29 Oct 2013


Article type: Communication
DOI: 10.1039/C3PP50199J
Photochem. Photobiol. Sci., 2014,13, 157-161

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    Non-natural G-quadruplex in a non-natural environment

    S. K. Rajagopal and M. Hariharan, Photochem. Photobiol. Sci., 2014, 13, 157
    DOI: 10.1039/C3PP50199J

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