Bioorganic and Medicinal Chemistry, volume 24, issue 6, pages 1346-1355
Design, RNA cleavage and antiviral activity of new artificial ribonucleases derived from mono-, di- and tripeptides connected by linkers of different hydrophobicity
Publication type: Journal Article
Publication date: 2016-03-01
Journal:
Bioorganic and Medicinal Chemistry
Quartile SCImago
Q2
Quartile WOS
Q1
Impact factor: 3.5
ISSN: 09680896, 14643391
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
Abstract
A novel series of metal-free artificial ribonucleases (aRNases) was designed, synthesized and assessed in terms of ribonuclease activity and ability to inactivate influenza virus WSN/A33/H1N1 in vitro. The compounds were built of two short peptide fragments, which include Lys, Ser, Arg, Glu and imidazole residues in various combinations, connected by linkers of different hydrophobicity (1,12-diaminododecane or 4,9-dioxa-1,12-diaminododecane). These compounds efficiently cleaved different RNA substrates under physiological conditions at rates three to five times higher than that of artificial ribonucleases described earlier and displayed RNase A-like cleavage specificity. aRNases with the hydrophobic 1,12-diaminododecane linker displayed ribonuclease activity 3-40 times higher than aRNases with the 4,9-dioxa-1,12-diaminododecane linker. The assumed mechanism of RNA cleavage was typical for natural ribonucleases, that is, general acid-base catalysis via the formation of acid/base pairs by functional groups of amino acids present in the aRNases; the pH profile of cleavage confirmed this mechanism. The most active aRNases under study exhibited high antiviral activity and entirely inactivated influenza virus A/WSN/33/(H1N1) after a short incubation period of viral suspension under physiological conditions.
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Citations by publishers
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1 publication, 12.5%
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Tamkovich N. et al. Design, RNA cleavage and antiviral activity of new artificial ribonucleases derived from mono-, di- and tripeptides connected by linkers of different hydrophobicity // Bioorganic and Medicinal Chemistry. 2016. Vol. 24. No. 6. pp. 1346-1355.
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Tamkovich N., Koroleva L., Kovpak M., Goncharova E. A., SILNIKOV V., Vlassov V. V., Зенкова М. А. Design, RNA cleavage and antiviral activity of new artificial ribonucleases derived from mono-, di- and tripeptides connected by linkers of different hydrophobicity // Bioorganic and Medicinal Chemistry. 2016. Vol. 24. No. 6. pp. 1346-1355.
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TY - JOUR
DO - 10.1016/j.bmc.2016.02.007
UR - https://doi.org/10.1016/j.bmc.2016.02.007
TI - Design, RNA cleavage and antiviral activity of new artificial ribonucleases derived from mono-, di- and tripeptides connected by linkers of different hydrophobicity
T2 - Bioorganic and Medicinal Chemistry
AU - Tamkovich, Nikolay
AU - Koroleva, Lyudmila
AU - Kovpak, Mikhail
AU - Goncharova, Elena A.
AU - SILNIKOV, VLADIMIR
AU - Vlassov, Valentin V.
AU - Зенкова, М. А.
PY - 2016
DA - 2016/03/01 00:00:00
PB - Elsevier
SP - 1346-1355
IS - 6
VL - 24
SN - 0968-0896
SN - 1464-3391
ER -
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@article{2016_Tamkovich,
author = {Nikolay Tamkovich and Lyudmila Koroleva and Mikhail Kovpak and Elena A. Goncharova and VLADIMIR SILNIKOV and Valentin V. Vlassov and М. А. Зенкова},
title = {Design, RNA cleavage and antiviral activity of new artificial ribonucleases derived from mono-, di- and tripeptides connected by linkers of different hydrophobicity},
journal = {Bioorganic and Medicinal Chemistry},
year = {2016},
volume = {24},
publisher = {Elsevier},
month = {mar},
url = {https://doi.org/10.1016/j.bmc.2016.02.007},
number = {6},
pages = {1346--1355},
doi = {10.1016/j.bmc.2016.02.007}
}
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Tamkovich, Nikolay, et al. “Design, RNA cleavage and antiviral activity of new artificial ribonucleases derived from mono-, di- and tripeptides connected by linkers of different hydrophobicity.” Bioorganic and Medicinal Chemistry, vol. 24, no. 6, Mar. 2016, pp. 1346-1355. https://doi.org/10.1016/j.bmc.2016.02.007.