Abstract
A method of the synthesis of TaqMan probes with the use of bisphosphoramidite of cyanine dye Cy3 was proposed. The synthesis results in two variants of the probes consisting of either one or two oligonucleotide residues (bearing a quencher at the 3' end) attached to the dye, with the first variant being predominant. The RT-PCR probe of the classical structure bearing one oligonucleotide residue was shown to be more efficient as compared to the probe containing two oligonucleotides.
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Abbreviations
- Cy:
-
cyanine dye
- BHQ2:
-
fluorescence quencher
- CPG:
-
porous glass
- MMTr:
-
monomethoxytrityl
References
Rebrikov, D.V., Samatov, G.A., Trofimov, D.Yu., Semenov, P.A., Savilova, A.M., Kofiadi, I.A., and Abramov, D.D., PTsR v real’nom vremeni (Real-Time PCR), Moscow: Binom, 2009.
Quantitative Real-Time PCR in Applied Microbiology, Filion, M., Ed., Norfolk: Caister Academic Press, 2012.
Mojzych, M. and Henary, M., in Topics in Heterocyclic Chemistry, Gupta, R.R., Ed., Berlin: Springer-Verlag, 2008.
Farooqui, F., Michael, M.A., and Reddy, M.P., Cyanine Dye Phosphoramidites, EUPatent No. 1339799A1, 2003.
Kvach, M.B., Gontarev, S.V., Prokhorenko, I.A., Stepanova, I.A., Shmanai, V.V., and Korshun, V.A., Izv. Akad. Nauk, Ser. Khim., 2006, vol. 1, pp. 154–158.
Kvach, M.V., Ustinov, A.V., Irina, A., Stepanova, I.A., Malakhov, A.D., Skorobogatyi, M.V., Shmanai, V.V., and Korshun, V., A, Eur. J. Org. Chem., 2008, vol. 12, pp. 2107–2117.
Hall, M. and Gerowska, T., Brown, Nucleic Acids Res., 2012, vol. 40, no. 14, p. e108. doi:10.1093/nar/gks303
Brush, C.K. and Anderson, E.D., Indocarbocyaninelinked phosphoramidites, USPatent No. 5556959, 1996.
Waggoner, A.S., Cyanine dyes as labeling reagents for detection of biological and other materials by luminescence methods, USPatent No. 6225050, 2001.
Caputo, G. and Ciana, L.D., Process and method for the preparation of asymmetric monofunctionalized indocyanine labelling reagents and obtained compounds, USPatent No. 6740755, 2004.
Brush, C.K. and Anderson, E.D., Indocarbocyanine and benzindocarbocyanine phosphoramidites, USPatent No. 5808044, 1998.
Yue, S., Shen, G., and Sun, D., Cyanine dyes, USPatent Appl. No. 20120052506, 2012.
Carter, T. and Reddington, M., Cyanine dyes: US Pat. Appl, 2010, no. 20100136567.
Kostina, E.V., Ryabinin, V.A., and Sinyakov, A.N., RF Patent No. 2350650, 2006.
Horn, T. and Urdea, M.S., DNA, 1986, vol. 5, pp. 421–426.
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Original Russian Text © V.A. Ryabinin, E.V. Kostina, G.A. Maksakova, A.N. Sinyakov, 2016, published in Bioorganicheskaya Khimiya, 2016, Vol. 42, No. 1, pp. 122–126.
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Ryabinin, V.A., Kostina, E.V., Maksakova, G.A. et al. Synthesis of TaqMan probes using bisphosphoramidite of cyanine dye Cy3. Russ J Bioorg Chem 42, 111–114 (2016). https://doi.org/10.1134/S1068162015050131
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DOI: https://doi.org/10.1134/S1068162015050131