Biochemistry (Moscow), volume 85, issue 11, pages 1443-1457
Interaction of Chloramphenicol Cationic Peptide Analogues with the Ribosome
Khairullina Z Z
1
,
Tereshchenkov A G
2
,
Zavyalova S A
3
,
Komarova E S
4, 5
,
Lukianov D A
5
,
Tashlitsky V N
1
,
Osterman I A
1, 5
,
Sumbatyan N V
1
2
3
Publication type: Journal Article
Publication date: 2020-11-26
Journal:
Biochemistry (Moscow)
Quartile SCImago
Q2
Quartile WOS
Q3
Impact factor: 2.8
ISSN: 00062979, 16083040
Biochemistry
General Medicine
Abstract
Abstract Virtual screening of all possible tripeptide analogues of chloramphenicol was performed using molecular docking to evaluate their affinity to bacterial ribosomes. Chloramphenicol analogues that demonstrated the lowest calculated energy of interaction with ribosomes were synthesized. Chloramphenicol amine (CAM) derivatives, which contained specific peptide fragments from the proline-rich antimicrobial peptides were produced. It was demonstrated using displacement of the fluorescent erythromycin analogue from its complex with ribosomes that the novel peptide analogues of chloramphenicol were able to bind bacterial ribosome; all the designed tripeptide analogues and one of the chloramphenicol amine derivatives containing fragment of the proline-rich antimicrobial peptides exhibited significantly greater affinity to Escherichia coli ribosome than chloramphenicol. Correlation between the calculated and experimentally evaluated levels of the ligand efficiencies was observed. In vitro protein biosynthesis inhibition assay revealed, that the RAW-CAM analogue shows activity at the level of chloramphenicol. These data were confirmed by the chemical probing assay, according to which binding pattern of this analogue in the nascent peptide exit tunnel was similar to chloramphenicol.
Citations by journals
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1
2
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Antibiotics
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Antibiotics
2 publications, 100%
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1
2
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Citations by publishers
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1
2
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
2 publications, 100%
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1
2
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Khairullina Z. Z. et al. Interaction of Chloramphenicol Cationic Peptide Analogues with the Ribosome // Biochemistry (Moscow). 2020. Vol. 85. No. 11. pp. 1443-1457.
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Khairullina Z. Z., Tereshchenkov A. G., Zavyalova S. A., Komarova E. S., Lukianov D. A., Tashlitsky V. N., Osterman I. A., Sumbatyan N. V. Interaction of Chloramphenicol Cationic Peptide Analogues with the Ribosome // Biochemistry (Moscow). 2020. Vol. 85. No. 11. pp. 1443-1457.
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TY - JOUR
DO - 10.1134/S0006297920110127
UR - https://doi.org/10.1134%2FS0006297920110127
TI - Interaction of Chloramphenicol Cationic Peptide Analogues with the Ribosome
T2 - Biochemistry (Moscow)
AU - Khairullina, Z Z
AU - Tereshchenkov, A G
AU - Zavyalova, S A
AU - Komarova, E S
AU - Lukianov, D A
AU - Tashlitsky, V N
AU - Osterman, I A
AU - Sumbatyan, N V
PY - 2020
DA - 2020/11/26 00:00:00
PB - Pleiades Publishing
SP - 1443-1457
IS - 11
VL - 85
SN - 0006-2979
SN - 1608-3040
ER -
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@article{2020_Khairullina,
author = {Z Z Khairullina and A G Tereshchenkov and S A Zavyalova and E S Komarova and D A Lukianov and V N Tashlitsky and I A Osterman and N V Sumbatyan},
title = {Interaction of Chloramphenicol Cationic Peptide Analogues with the Ribosome},
journal = {Biochemistry (Moscow)},
year = {2020},
volume = {85},
publisher = {Pleiades Publishing},
month = {nov},
url = {https://doi.org/10.1134%2FS0006297920110127},
number = {11},
pages = {1443--1457},
doi = {10.1134/S0006297920110127}
}
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Khairullina, Z. Z., et al. “Interaction of Chloramphenicol Cationic Peptide Analogues with the Ribosome.” Biochemistry (Moscow), vol. 85, no. 11, Nov. 2020, pp. 1443-1457. https://doi.org/10.1134%2FS0006297920110127.