Interaction of cyanine dyes with nucleic acids. Part 19: new method for the covalent labeling of oligonucleotides with pyrylium cyanine dyes

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Abstract

New chemistry for the fluorescent labeling of oligonucleotides with cyanine dyes is proposed. It is based on the use of pyrylium salts as amine-specific reagents. Monomethyne pyrylium cyanine dye 1 was covalently linked to 5′-aminoalkyl modified oligonucleotide, with simultaneous conversion of the non-fluorescent dye 1 into fluorescent pyridinium cyanine structure 2.

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Acknowledgements

We thank Ms. V. Kovalska for spectral characterization of dye-labeled oligonucleotide. This work was sponsored by the United States Department of Energy, with funding from the Intiatives for Proliferation Prevention (IPP) Program, and was performed under the terms and conditions of Material Support Agreement No. B507077 between the Institute of Molecular Biology and Genetics, Kyiv, Ukraine, and the University of California, Lawrence Livermore National Laboratory, Livermore, CA, USA.

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