Studies on the Interaction of DNA with Tryptamine Modified Hypocrellin and its Rare Earth Metal Coordination Polymers

doi:10.7517/j.issn.1674-0475.2013.05.361

Abstract

Abstract:

Interaction of tryptamine modified hypocrellin (DTrpHA) and its coordination polymers (Y³⁺-DTrpHA, La³⁺-DTrpHA) with DNA, including calf thymus DNA (CT DNA) and G-quadruplex 22AG, is studied by UV-Vis absorption spectroscopy, fluorescence spectroscopy and circular dichroism (CD) spectroscopy. The results indicate that the groove binding are the major mode for the association of CT DNA with DTrpHA and its coordinaiton polymer. Large hypochromicity (> 45%) and red-shift in the absorption peak of tryptamine group (≥4 nm) in DTrpHA and its coordination polymers are observed, suggesting an external end-stacking mode involved. However, less hypochromicity and no obvious red-shift in the absorption peak of hypocrellin moiety in DTrpHA and its coordination polymers, suggesting that the binding mode of hypocrellin moiety could involve non-specific interactions to loop bases or sugar-phosphate backbone of G-quadruplex. G-quadruplex 22AG maintains intramolecular antiparallel structure before and after association with DTrpHA or its coordination polymers. Y³⁺-DTrpHA has stonger interaction towards G-quadruplex structure than DTrpHA and La³⁺-DTrpHA. Y³⁺-DTrpHA can slightly increase the melting temperature (T_m) of CT DNA by only 1.9 ℃, but increase the T_m of G-quadraplex by 13.1 ℃. Fluorescent intercalator displacement (FID) assay results demonstrate that Y³⁺-DTrpHA possesses high affinity towards G-quadruplex with low ^G4DC₅₀ value(the required concentration of ligand or complex that the fluorescence reduced 50% in TO/G-quadruplex system) and displays good selectivity for G-quadruplex over duplex DNA.

Key words: coordination polymer, G-quadruplex, hypocrellin, anticancer drug

CLC Number:

OU Zhi-ze, CHEN Chen, GAO Yun-yan, CAO Lu, LIU Gui-xia, LI Hui-zhen. Studies on the Interaction of DNA with Tryptamine Modified Hypocrellin and its Rare Earth Metal Coordination Polymers[J]. Imaging Science and Photochemistry, 2013, 31(5): 361-374.

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