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靶向G-四链体DNA的钴(III)卟啉

Cobalt(III)porphyrin to target G-quadruplex DNA.

作者信息

Sabater Laurent, Fang Pei-Ju, Chang Chi-Fon, De Rache Aurore, Prado Enora, Dejeu Jérôme, Garofalo Antonio, Lin Jung-Hsin, Mergny Jean-Louis, Defrancq Eric, Pratviel Geneviève

机构信息

CNRS, Laboratoire de Chimie de Coordination, 205 Route de Narbonne, BP 44099, F-31077 Toulouse, France.

出版信息

Dalton Trans. 2015 Feb 28;44(8):3701-7. doi: 10.1039/c4dt03631j.

DOI:10.1039/c4dt03631j
PMID:25573281
Abstract

G-quadruplex DNA ligands attract much attention because of their potential use in biology. Indeed they may interfere with G-quadrulex nucleic acid function in cells. Most of the G-quadruplex ligands so far reported (including also metal complexes) are large planar aromatic compounds that interact by π-π stacking with an external G-quartet of quadruplex. Porphyrins are well-known G-quadruplex ligands. We report herein a new porphyrin scaffold (meso-tetrakis(4-(N-methyl-pyridinium-2-yl)phenyl)porphyrin) able to strongly and selectively bind to G-quadruplex DNA. We show that even when this porphyrin is metallated with cobalt(III), i.e. it carries two water molecules as axial ligands on the cobalt ion, on each face of the porphyrin, the interaction occurs by a π-stacking-like mode with an external G-quartet of quadruplex DNA.

摘要

G-四链体DNA配体因其在生物学中的潜在用途而备受关注。事实上,它们可能会干扰细胞中G-四链体核酸的功能。迄今为止报道的大多数G-四链体配体(包括金属配合物)都是大型平面芳香族化合物,它们通过π-π堆积与四链体的外部G-四重体相互作用。卟啉是众所周知的G-四链体配体。我们在此报告一种新的卟啉支架(中位-四(4-(N-甲基吡啶-2-基)苯基)卟啉),它能够强烈且选择性地结合G-四链体DNA。我们表明,即使该卟啉用钴(III)金属化,即它在卟啉的每个面上在钴离子上带有两个水分子作为轴向配体,相互作用也是通过与四链体DNA的外部G-四重体类似π-堆积的模式发生的。

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