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New Two-Component Pyrene Probes Based on Oligo(2'-O-Methylribonucleotides) for microRNA Detection

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Abstract

New two-component pyrene probes based on oligo(2'-O-methylribonucleotides) for microRNA detection have been designed. They contain the PyA-modified adenine cluster (pentaadenosine fragment that contains 8-(1-ethynylpyrene)-deoxyriboadenosine in the center) and can form a three-way junction (3WJ) structure with a target RNA. We have chosen microRNA let-7a-3p as the RNA target because of the correlation of its concentration in cells with the appearance and progression of cancer. We have compared the thermal stability and fluorescence properties of the two-component probes based on oligo(2'-O-methylribonucleotides) that contain either deoxyriboadenosine (dAdAPyAdAdA) or the (2'-O-methylribo)adenosine (AmAm PyAAmAm) cluster with those of (dAdAPyAdAdA)-containing oligodeoxyribonucleotide. The changes in the fluorescence spectra of two-component probes after hybridization with the RNA target have been demonstrated. These probes can be used for designing a new microRNA detection system.

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ACKNOWLEDGMENTS

The authors are grateful to Dr. Hu Jung Lee (Pohang University of Science and Technology, Pohang, South Korea) for synthesis and isolation of N6-benzoyl-5'‑O-[bis(4-methoxyphenyl)phenylmethyl]-8-(1-ethynylpyrenyl)-2'deoxyadenosine) and Dr. A.A. Chernonosov (Center for mass spectrometry analysis of the Institute of Chemical Biology and Fundamental Medicine, Siberian Branch, Russian Academy of Sciences) for registration of the mass spectra of oligonucleotides and conjugates thereof.

Funding

The work was supported by the State-funded budget projects (Program of fundamental scientific research of the State Academies of Sciences for 2013–2020 [АААА-А17-117020210021-7]).

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Authors and Affiliations

  1. Institute of Chemical Biology and Fundamental Medicine, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia

    O. A. Semikolenova, V. M. Golyshev, A. G. Venyaminova & D. S. Novopashina

  2. Novosibirsk State University, 630090, Novosibirsk, Russia

    O. A. Semikolenova & D. S. Novopashina

  3. Pohang University of Science and Technology (POSTECH), Hyogok-dong, Nam-gu, Pohang-si, Gyeongsangbuk-do, Republic of Korea

    B. H. Kim

Authors
  1. O. A. Semikolenova
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  2. V. M. Golyshev
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  3. B. H. Kim
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  4. A. G. Venyaminova
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  5. D. S. Novopashina
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Corresponding author

Correspondence to D. S. Novopashina.

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This article does not contain any studies with the use of humans as objects of research.

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The authors state that there is no conflict of interest.

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Translated by A. Levina

Abbreviations: 3WJ, three-way junction structure that consists of three oligonucleotide duplexes; РуА-modified adenine cluster, pentaadenosine fragment that contains 8-(1-ethynylpyrene)-deoxyriboadenosine in the center; miR, microRNA.

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Semikolenova, O.A., Golyshev, V.M., Kim, B.H. et al. New Two-Component Pyrene Probes Based on Oligo(2'-O-Methylribonucleotides) for microRNA Detection. Russ J Bioorg Chem 47, 432–440 (2021). https://doi.org/10.1134/S1068162021020230

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