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

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 n...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2000-10, Vol.10 (19), p.2201-2204
Main Authors: Yarmoluk, Sergiy M, Kostenko, Alexander M, Dubey, Igor Y
Format: Article
Language:English
Subjects:
Amines - chemistry
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Chromatography, High Pressure Liquid
Fluorescent Dyes - chemistry
Fluorescent Dyes - metabolism
Fundamental and applied biological sciences. Psychology
General aspects, investigation methods
Molecular Structure
Nucleic acids
Oligonucleotides - chemistry
Oligonucleotides - metabolism
Staining and Labeling - methods
Thiazoles - chemistry
Thiazoles - metabolism
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Summary: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 .
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(00)00435-2