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1‐(Phenylethynyl)pyrene and 9,10‐Bis(phenylethynyl)anthracene, Useful Fluorescent Dyes for DNA Labeling: Excimer Formation and Energy Transfer
Author(s) -
Malakhov Andrei D.,
Skorobogatyi Mikhail V.,
Prokhorenko Igor A.,
Gontarev Sergei V.,
Kozhich Dmitry T.,
Stetsenko Dmitry A.,
Stepanova Irina A.,
Shenkarev Zakhar O.,
Berlin Yuri A.,
Korshun Vladimir A.
Publication year - 2004
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200300677
Subject(s) - chemistry , anthracene , fluorescence , pyrene , oligonucleotide , excimer , nucleic acid , photochemistry , reagent , energy transfer , fluorophore , förster resonance energy transfer , combinatorial chemistry , dna , organic chemistry , biochemistry , physics , quantum mechanics , molecular physics
A series of novel modifying reagents, including phosphoramidites and solid supports, have been synthesized, and used for the introduction of 1‐(phenylethynyl)pyrene (PEPy) and 9,10‐bis(phenylethynyl)anthracene (BPEA) fluorescent dyes into predetermined positions of synthetic oligonucleotides. These two fluorophores have been shown to constitute an energy donor−acceptor pair, and can be used as such in fluorescent oligonucleotide probes, designed for the detection and structural studies of nucleic acids. The sensitivity of the probe to duplex formation is demonstrated. The formation of the PEPy and BPEA excimers is reported for the first time on nucleic acids. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)