No Cover Image

Journal article 426 views

Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout

Sina Berndl, Stoichko Dimitrov Orcid Logo, Florian Menacher, Torsten Fiebig, Hans-Achim Wagenknecht

Chemistry - A European Journal, Volume: 22, Issue: 7, Pages: 2386 - 2395

Swansea University Author: Stoichko Dimitrov Orcid Logo

Full text not available from this repository: check for access using links below.

Check full text

DOI (Published version): 10.1002/chem.201503849

Abstract

By using (S)-2-amino-1,3-propanediol as a linker, thiazole orange (TO) was incorporated in a dimeric form into DNA. The green fluorescence (λ=530 nm) of the intrastrand TO dimer is quenched, whereas the interstrand TO dimer shows a characteristic redshifted orange emission (λ=585 nm). Steady-state o...

Full description

Published in: Chemistry - A European Journal
ISSN: 09476539
Published: 2016
Online Access: Check full text

URI: https://cronfa.swan.ac.uk/Record/cronfa31795
first_indexed 2017-01-27T20:48:19Z
last_indexed 2018-02-09T05:19:01Z
id cronfa31795
recordtype SURis
fullrecord <?xml version="1.0"?><rfc1807><datestamp>2017-02-01T14:14:39.0883819</datestamp><bib-version>v2</bib-version><id>31795</id><entry>2017-01-27</entry><title>Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout</title><swanseaauthors><author><sid>9fc26ec1b8655cd0d66f7196a924fe14</sid><ORCID>0000-0002-1564-7080</ORCID><firstname>Stoichko</firstname><surname>Dimitrov</surname><name>Stoichko Dimitrov</name><active>true</active><ethesisStudent>false</ethesisStudent></author></swanseaauthors><date>2017-01-27</date><abstract>By using (S)-2-amino-1,3-propanediol as a linker, thiazole orange (TO) was incorporated in a dimeric form into DNA. The green fluorescence (&#x3BB;=530&#x2005;nm) of the intrastrand TO dimer is quenched, whereas the interstrand TO dimer shows a characteristic redshifted orange emission (&#x3BB;=585&#x2005;nm). Steady-state optical spectroscopic methods reveal that the TO dimer fluorescence is independent of the sequential base contexts. Time-resolved pump&#x2013;probe measurements and excitation spectra reveal the coexistence of conformations, including mainly stacked TO dimers and partially unstacked ones, which yield exciton and excimer contributions to the fluorescence, respectively. The helicity of the DNA framework distorts the excitonic coupling. In particular, the interstrand TO dimer could be regarded as an excitonically interacting base pair with fluorescence readout for DNA hybridization. Finally, the use of this fluorescent readout was representatively demonstrated in molecular beacons.</abstract><type>Journal Article</type><journal>Chemistry - A European Journal</journal><volume>22</volume><journalNumber>7</journalNumber><paginationStart>2386</paginationStart><paginationEnd>2395</paginationEnd><publisher/><issnPrint>09476539</issnPrint><keywords/><publishedDay>12</publishedDay><publishedMonth>2</publishedMonth><publishedYear>2016</publishedYear><publishedDate>2016-02-12</publishedDate><doi>10.1002/chem.201503849</doi><url>http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&amp;amp;SrcAuth=ORCID&amp;amp;SrcApp=OrcidOrg&amp;amp;DestLinkType=FullRecord&amp;amp;DestApp=WOS_CPL&amp;amp;KeyUT=WOS:000369855000026&amp;amp;KeyUID=WOS:000369855000026</url><notes/><college>COLLEGE NANME</college><CollegeCode>COLLEGE CODE</CollegeCode><institution>Swansea University</institution><apcterm/><lastEdited>2017-02-01T14:14:39.0883819</lastEdited><Created>2017-01-27T13:45:50.2393764</Created><path><level id="1">Faculty of Science and Engineering</level><level id="2">School of Engineering and Applied Sciences - Uncategorised</level></path><authors><author><firstname>Sina</firstname><surname>Berndl</surname><order>1</order></author><author><firstname>Stoichko</firstname><surname>Dimitrov</surname><orcid>0000-0002-1564-7080</orcid><order>2</order></author><author><firstname>Florian</firstname><surname>Menacher</surname><order>3</order></author><author><firstname>Torsten</firstname><surname>Fiebig</surname><order>4</order></author><author><firstname>Hans-Achim</firstname><surname>Wagenknecht</surname><order>5</order></author></authors><documents/><OutputDurs/></rfc1807>
spelling 2017-02-01T14:14:39.0883819 v2 31795 2017-01-27 Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout 9fc26ec1b8655cd0d66f7196a924fe14 0000-0002-1564-7080 Stoichko Dimitrov Stoichko Dimitrov true false 2017-01-27 By using (S)-2-amino-1,3-propanediol as a linker, thiazole orange (TO) was incorporated in a dimeric form into DNA. The green fluorescence (λ=530 nm) of the intrastrand TO dimer is quenched, whereas the interstrand TO dimer shows a characteristic redshifted orange emission (λ=585 nm). Steady-state optical spectroscopic methods reveal that the TO dimer fluorescence is independent of the sequential base contexts. Time-resolved pump–probe measurements and excitation spectra reveal the coexistence of conformations, including mainly stacked TO dimers and partially unstacked ones, which yield exciton and excimer contributions to the fluorescence, respectively. The helicity of the DNA framework distorts the excitonic coupling. In particular, the interstrand TO dimer could be regarded as an excitonically interacting base pair with fluorescence readout for DNA hybridization. Finally, the use of this fluorescent readout was representatively demonstrated in molecular beacons. Journal Article Chemistry - A European Journal 22 7 2386 2395 09476539 12 2 2016 2016-02-12 10.1002/chem.201503849 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&amp;SrcAuth=ORCID&amp;SrcApp=OrcidOrg&amp;DestLinkType=FullRecord&amp;DestApp=WOS_CPL&amp;KeyUT=WOS:000369855000026&amp;KeyUID=WOS:000369855000026 COLLEGE NANME COLLEGE CODE Swansea University 2017-02-01T14:14:39.0883819 2017-01-27T13:45:50.2393764 Faculty of Science and Engineering School of Engineering and Applied Sciences - Uncategorised Sina Berndl 1 Stoichko Dimitrov 0000-0002-1564-7080 2 Florian Menacher 3 Torsten Fiebig 4 Hans-Achim Wagenknecht 5
title Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout
spellingShingle Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout
Stoichko Dimitrov
title_short Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout
title_full Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout
title_fullStr Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout
title_full_unstemmed Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout
title_sort Thiazole Orange Dimers in DNA: Fluorescent Base Substitutions with Hybridization Readout
author_id_str_mv 9fc26ec1b8655cd0d66f7196a924fe14
author_id_fullname_str_mv 9fc26ec1b8655cd0d66f7196a924fe14_***_Stoichko Dimitrov
author Stoichko Dimitrov
author2 Sina Berndl
Stoichko Dimitrov
Florian Menacher
Torsten Fiebig
Hans-Achim Wagenknecht
format Journal article
container_title Chemistry - A European Journal
container_volume 22
container_issue 7
container_start_page 2386
publishDate 2016
institution Swansea University
issn 09476539
doi_str_mv 10.1002/chem.201503849
college_str Faculty of Science and Engineering
hierarchytype
hierarchy_top_id facultyofscienceandengineering
hierarchy_top_title Faculty of Science and Engineering
hierarchy_parent_id facultyofscienceandengineering
hierarchy_parent_title Faculty of Science and Engineering
department_str School of Engineering and Applied Sciences - Uncategorised{{{_:::_}}}Faculty of Science and Engineering{{{_:::_}}}School of Engineering and Applied Sciences - Uncategorised
url http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&amp;SrcAuth=ORCID&amp;SrcApp=OrcidOrg&amp;DestLinkType=FullRecord&amp;DestApp=WOS_CPL&amp;KeyUT=WOS:000369855000026&amp;KeyUID=WOS:000369855000026
document_store_str 0
active_str 0
description By using (S)-2-amino-1,3-propanediol as a linker, thiazole orange (TO) was incorporated in a dimeric form into DNA. The green fluorescence (λ=530 nm) of the intrastrand TO dimer is quenched, whereas the interstrand TO dimer shows a characteristic redshifted orange emission (λ=585 nm). Steady-state optical spectroscopic methods reveal that the TO dimer fluorescence is independent of the sequential base contexts. Time-resolved pump–probe measurements and excitation spectra reveal the coexistence of conformations, including mainly stacked TO dimers and partially unstacked ones, which yield exciton and excimer contributions to the fluorescence, respectively. The helicity of the DNA framework distorts the excitonic coupling. In particular, the interstrand TO dimer could be regarded as an excitonically interacting base pair with fluorescence readout for DNA hybridization. Finally, the use of this fluorescent readout was representatively demonstrated in molecular beacons.
published_date 2016-02-12T04:03:25Z
_version_ 1861326215031291904
score 11.039765

Similar Items