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Studies on the interaction mechanism of aminopyrene derivatives with human tumor-related DNA

Paper ID Volume ID Publish Year Pages File Format Full-Text
30586 44489 2013 9 PDF Available
Title
Studies on the interaction mechanism of aminopyrene derivatives with human tumor-related DNA
Abstract

•The interaction of PAHs and DNA was investigated using spectroscopic and PAGE methods.•Amino-PAHs bind with DNA mainly via intercalative modes.•The binding ability of PAHs to p53 DNA was stronger than that for C-myc DNA.•The binding of 1-PBA induced the transformation from the duplex DNA into the G-quadruplex DNA.

Polycyclic aromatic hydrocarbons derivatives (PAHs) have been confirmed to be carcinogenic, teratogenic and mutagenic, and have the potential to cause human malignant diseases. In this work, interactions of two selected amino-PAHs (aminopyrene derivatives) and human tumor-related DNA were evaluated using spectroscopic and polyacrylamide gel electrophoresis (PAGE) methods. Spectroscopic results demonstrated that there were remarkable interactions between PAHs and the targeted DNA with the order of the binding ability as 1-AP > 1-PBA. The binding constants of 1-AP with the targeted DNA were at the level of about 106 L/mol, while that of 1-PBA only to about 103 L/mol. 1-AP with a short side-chain acted mainly as an intercalator, and its interactions with DNA were strengthened with electrostatic forces. As for 1-PBA with a flexible long side-chain, the intercalation mode was dominated with an auxiliary role of Van der Wals forces and hydrogen bonds. Besides, the binding abilities of amino-PAHs to p53 DNA seemed stronger than that for C-myc DNA. PAGE results showed that the binding of amino-PAHs could further change the conformation of DNA sequences from the duplex to the antiparallel G-quadruplex.

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Keywords
Polycyclic aromatic hydrocarbons derivatives; Oncogene; Tumor suppressor gene; DNA interaction; PAGE
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Studies on the interaction mechanism of aminopyrene derivatives with human tumor-related DNA
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology B: Biology - Volume 123, 5 June 2013, Pages 32–40
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us