Issue 5, 2012

Synthesis of DNA intercalator–immobilized cyclodextrin and interaction with double-stranded DNA: Utilization of DNA–cyclodextrin conjugated material as an environmental remediation material

Abstract

Intercalator–immobilized cyclodextrin (PβCD) was synthesized by the linking of various methylene chains between psoralen, one of the DNA intercalators found in nature, and β-cyclodextrin, a cyclic oligosaccharide. The psoralen part of the PβCD was intercalated into the double-stranded DNA and formed the stable DNA–PβCD conjugated material with UV irradiation at 365 nm. The DNA–PβCD conjugated material possessed both the functions of double-stranded DNA, such as intercalation, and cyclodextrin, such as encapsulation into the intramolecular cavity. As a result, planar structure-containing harmful compounds, such as dioxin and polychlorobiphenyl (PCB) derivatives, were accumulated by the intercalation of double-stranded DNA. Non-planar structure-containing compounds, such as bisphenol A and diethylstilbestrol, were accumulated by the encapsulation of cyclodextrin. Additionally, DNA–PβCD conjugated material can accumulate various harmful compounds from an aqueous multi-component solution, which contains the model endocrine disruptors. Furthermore, the accumulative amount of harmful compounds increased with the length of the methylene linker. Therefore, the DNA–PβCD conjugated material may have the potential for use in environmental remediation, such as the accumulation of harmful compounds from factory effluent.

Graphical abstract: Synthesis of DNA intercalator–immobilized cyclodextrin and interaction with double-stranded DNA: Utilization of DNA–cyclodextrin conjugated material as an environmental remediation material

Article information

Article type
Paper
Submitted
07 Jan 2012
Accepted
04 Mar 2012
First published
23 Mar 2012

Polym. Chem., 2012,3, 1291-1299

Synthesis of DNA intercalator–immobilized cyclodextrin and interaction with double-stranded DNA: Utilization of DNA–cyclodextrin conjugated material as an environmental remediation material

M. Yamada, M. Inoue and T. Yamada, Polym. Chem., 2012, 3, 1291 DOI: 10.1039/C2PY00007E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements