Synthesis of Fluorescent-Labeled Nucleotides for Labeling of Isothermal Amplification Products

V. E. Shershov; Шершов В. Е.; V. E. Kuznetsova; Кузнецова В. Е.; A. S. Zasedatelev; Заседателев А. С.; V. A. Vasiliskov; Василисков В. А.; E. Yu. Shekalova; Шекалова Е. Ю.; G. F. Shtylev; Штылев Г. Ф.; I. Yu. Shishkin; Шишкин И. Ю.; A. I. Levashova; Левашова А. И.; S. A. Lapa; Лапа С. А.; A. V. Chudinov; Чудинов А. В.

doi:10.31857/S0132342323050056

Synthesis of Fluorescent-Labeled Nucleotides for Labeling of Isothermal Amplification Products

Authors: Shershov V.E.¹, Kuznetsova V.E.¹, Zasedatelev A.S.¹, Vasiliskov V.A.¹, Shekalova E.Y.¹, Shtylev G.F.¹, Shishkin I.Y.¹, Levashova A.I.¹, Lapa S.A.¹, Chudinov A.V.¹
Affiliations:
1. Engelhardt Institute of Molecular Biology, Russian Academy of Sciences
Issue: Vol 49, No 6 (2023)
Pages: 649-656
Section: ПИСЬМА РЕДАКТОРУ
URL: https://journals.rcsi.science/0132-3423/article/view/148164
DOI: https://doi.org/10.31857/S0132342323050056
EDN: https://elibrary.ru/BAKVTC
ID: 148164

Cite item

Full Text

Open Access
Restricted Access

Access granted
Restricted Access

Subscription Access

Abstract
About the authors
References
Supplementary files
Statistics

Abstract

The synthesis of fluorescently labeled nucleotides containing a zwitterionic indodicarbocyanine dye attached via a trans-alkene spacer at the C5 position of the pyrimidine base was carried out, and their substrate efficiency was tested under conditions of recombinase polymerase amplification (RPA). As a result of RPA, the formation of full-sized target products of the ebpS gene fragment of the causative agent of bacterial pneumonia (Staphylococcus aureus) and a high density of fluorescent label embedding occurred.

Keywords

fluorescently labeled nucleotides, indodicarbocyanine dyes, isothermal amplification, recombinase polymerase reaction

References

Donatin E., Drancourt M. // Med. Mal. Infect. 2012. V. 42. P. 453–459. https://doi.org/10.1016/j.medmal.2012.07.017
Erdmann V.A., Jurga S., Barciszewski J. // RNA DNA Diagnostics. 2015. P. 259–280. https://doi.org/10.1007/978-3-319-17305-4_13
Huang H.-J., Campana R., Akinfenwa O., Curin M., Sarzsinszky E., Karsonova A., Riabova K., Karaulov A., Niespodziana K., Elisyutina O., Fedenko E., Litovkina A., Smolnikov E., Khaitov M., Vrtala S., Schlederer T., Valenta R. // Front. Immunol. V. 11. P. 594978. https://doi.org/10.3389/fimmu.2020.594978
Erickson D., O’Dell D., Jiang L., Oncescu V., Gumus A., Lee S., Mancuso M., Mehta S. // Lab. Chip. 2014. V. 14. P. 3159–3164. https://doi.org/10.1039/C4LC00142G
Temiz Y., Lovchik R.D., Kaigala G.V., Delamarche E. // Microelectronic Engineering. 2015. V. 132. P. 156–175. https://doi.org/10.1016/j.mee.2014.10.013
Allert R.D., Bruckmaier F., Neuling N.R., Freire-Moschovitis F.A., Liu K.S., Schrepel C., Schätzle P., Knittel P., Hermans M., Bucher D.B. // Lab. Chip. 2022. V. 22. P. 4831–4840. https://doi.org/10.1039/D2LC00874B
Zhao Y., Chen F., Li Q., Wang L., Fan C. // Chem. Rev. 2015. V. 115. P. 12491–12545. https://doi.org/10.1021/acs.chemrev.5b00428
Oliveira B.B., Veigas B., Baptista P.V. // Front. Sens. 2021. V. 2. P. 752600. https://doi.org/10.3389/fsens.2021.752600
Li J., Macdonald J. // Biosens. Bioelectron. 2015. V. 64. P. 196−211. https://doi.org/10.1016/j.bios.2014.08.069
Deng H., Gao Z. // Anal. Chim. Acta. 2015. V. 853. P. 30−45. https://doi.org/10.1016/j.aca.2014.09.037
Spitsyn M.A., Kuznetsova V.E., Shershov V.E., Emelyanova M.A., Guseinov T.O., Lapa S.A., Nasedkina T.V., Zasedatelev A.S., Chudinov A.V. // Dyes Pigments. 2017. V. 147. P. 199–210. https://doi.org/10.1016/j.dyepig.2017.07.052
Tesler J.K., Cruickshank A.L., Morrison E., Netzel T.L. // J. Am. Chem. Soc. 1989. V. 111. P. 6966–6976. https://doi.org/10.1021/ja00200a011
Gandhi V.V., Samuels D.C. // Nucleosides, Nucleotides Nucleic Acids. 2011. V. 30. P. 317–339. https://doi.org/10.1080/15257770.2011.586955
Ikemoto T., Haze A., Hatano H., Kitamoto Y., Ishida M., Nara K. // Chem. Pharm. Bull. 1995. V. 43 P. 210–215. https://doi.org/10.1248/cpb.43.210
Спицын М.А., Кузнецова В.Е., Шершов В.Е., Лапа С.А., Гусейнов Т.О., Заседателев А.С., Чудинов А.В. // Биоорг. химия. 2017. Т. 43. С. 444–448. [Spitsyn M.A., Kuznetsova V.E., Shershov V.E., Lapa S.A., Guseinov T.O., Zasedatelev A.S., Chudinov A.V. // Russ. J. Bioorg. Chem. 2017. V. 43. P. 471–475.] https://doi.org/10.1134/S1068162017040136
Zasedateleva O.A., Vasiliskov V.A., Surzhikov S.A., Kuznetsova V.E., Shershov V.E., Guseinov T.O., Smirnov I.P., Yurasov R.A., Spitsyn M.A., Chudinov A.V. // Nucleic Acids Res. 2018. V. 46. P. e73. https://doi.org/10.1093/nar/gky247
Reddington M.V., Cunninghan-Bryant D. // Tetrahedron Lett. 2011. V. 52. P. 181–183. https://doi.org/10.1016/j.tetlet.2010.10.137