| Construction of helical J-aggregates self-assembled from a thymidylic acid appended anthracene dye and DNA as a template. | |
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MedLine Citation:
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PMID: 19206120 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The thymidylic acid appended anthracene dye 2,6-bis[5-(3'-thymidylic acid)pentyloxy]anthracene (1) was synthesized, and the self-assembly of 1 and the binary self-assembly of 1 with a complementary single-stranded 20-meric oligodeoxyadenylic acid (dA(20)) were performed in 0.1 x TE buffer solution (i.e., 1.0 x 10(-3) M Tris-HCl, 1.0 x 10(-4) M ethylenediaminetriacetic acid (EDTA)). The characteristic J-band, small Stokes shift (6 nm), Cotton effect, and helical nanofibers 5.1 nm in diameter are observed in UV/Vis, fluorescence, and circular dichroism (CD) spectroscopies and atomic force microscopy (AFM) measurements for the binary self-assembly of 1 and dA(20) in aqueous solution. These observations revealed that the helical J-aggregates, in which the short-axis transition dipoles of the anthracene moieties are aligned in a head-to-tail fashion, are formed from the binary self-assembly of 1 and dA(20). The UV/Vis absorption and CD band of the anthracene L(a) region were found to be strongly dependent on temperature and showed cooperative changes for the binary self-assembly of 1 and dA(20). The self-assembly of the single-component 1 produced right- and left-handed helical nanofibers with diameters ranging from 4.0 to 10 nm. In contrast, for the binary self-assembly, the UV/Vis and fluorescence spectra showed no J-band and the Stokes shift was at approximately 107 nm for the single-component 1 in aqueous solution. In addition, the binary self-assembly of 1 and noncomplementary single-stranded 20-meric oligothymidylic acid (dT(20)) showed a small J-band and the J-band disappeared at 50 degrees C upon heating. On the basis of these observations, we concluded that thymine-adenine base-pair formation induced supramolecular helical J-aggregates in the binary self-assembly of 1 and dA(20) in aqueous solutions. |
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Authors:
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Rika Iwaura; Mayumi Ohnishi-Kameyama; Tomohiko Iizawa |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Chemistry (Weinheim an der Bergstrasse, Germany) Volume: 15 ISSN: 1521-3765 ISO Abbreviation: Chemistry Publication Date: 2009 |
Date Detail:
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Created Date: 2009-03-31 Completed Date: 2009-05-07 Revised Date: 2009-08-04 |
Medline Journal Info:
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Nlm Unique ID: 9513783 Medline TA: Chemistry Country: Germany |
Other Details:
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Languages: eng Pagination: 3729-35 Citation Subset: IM |
Affiliation:
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National Food Research Institute, National Agriculture and Food Research Organization, 2-1-12 Kannondai, Tsukuba, Ibaraki, 305-8642, Japan. riwaura@affrc.go.jp |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Anthracenes
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chemistry* Circular Dichroism DNA / chemistry* Microscopy, Atomic Force Molecular Structure Solutions Spectrophotometry Temperature Thymidine Monophosphate / chemistry* Water |
| Chemical | |
Reg. No./Substance:
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0/Anthracenes; 0/Solutions; 120-12-7/anthracene; 365-07-1/Thymidine Monophosphate; 7732-18-5/Water; 9007-49-2/DNA |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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