Mixed non-covalent assemblies of ethynyl nile red and ethynyl pyrene along oligonucleotide templates. Issue 2 (6th November 2014)

• Record Type: Journal Article
• Authors: Ensslen, Philipp; Fritz, Yannic; Wagenknecht, Hans-Achim
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 2(2015)
• Page Start: 487
• Page End: 492
• Publication Date: 2014-11-06
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c4ob01860e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The mixture makes the difference: the assemblies of ethynyl pyrene and ethynyl nile red along oligonucleotide templates are highly ordered and yield dual fluorescence. Abstract : Ethynyl pyrene and ethynyl nile red as modifications at the 5-position of 2′-deoxyuridines self-assemble non-covalently and specifically along oligo-2′-deoxyadenosines as templates. Oligo-2′-deoxyadenosines of the lengths (dA)10 –(dA)20 are able to retain nearly exactly as many ethynyl nile red units in solution as binding sites are available on these templates. In contrast, in the presence of oligo-2′-thymidines the ethynyl nile red moieties are similarly insoluble to those in the absence of any oligonucleotide and yield an aggregate. The mixed assemblies of both chromophores are highly ordered, show left-handed chirality and yield dual fluorescence. The strong excitonic coupling indicates assemblies with a high degree of order. These results show that DNA represents an important supramolecular scaffold for the templated, helical and non-covalent arrangement not only for one type of chromophore but also for mixtures of two different chromophores.