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Lysine-based dendrimer with double arginine residues

Due to their well-defined structure, multivalency, biocompatibility, and low toxicity, lysine dendrimers can be used as safe and efficient nanocarriers for drug and gene delivery. One useful strategy for improving the gene delivery properties of dendrimers is modification with arginine amino acid (A...

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Autores principales: Sheveleva, Nadezhda N., Markelov, Denis A., Vovk, Mikhail A., Mikhailova, Mariya E., Tarasenko, Irina I., Tolstoy, Peter M., Neelov, Igor M., Lähderanta, Erkki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064636/
https://www.ncbi.nlm.nih.gov/pubmed/35520554
http://dx.doi.org/10.1039/c9ra02461a
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author Sheveleva, Nadezhda N.
Markelov, Denis A.
Vovk, Mikhail A.
Mikhailova, Mariya E.
Tarasenko, Irina I.
Tolstoy, Peter M.
Neelov, Igor M.
Lähderanta, Erkki
author_facet Sheveleva, Nadezhda N.
Markelov, Denis A.
Vovk, Mikhail A.
Mikhailova, Mariya E.
Tarasenko, Irina I.
Tolstoy, Peter M.
Neelov, Igor M.
Lähderanta, Erkki
author_sort Sheveleva, Nadezhda N.
collection PubMed
description Due to their well-defined structure, multivalency, biocompatibility, and low toxicity, lysine dendrimers can be used as safe and efficient nanocarriers for drug and gene delivery. One useful strategy for improving the gene delivery properties of dendrimers is modification with arginine amino acid (Arg) residues. Incorporation of Arg residues could be favorable for the enhancement in transfection efficiency of lysine based dendrimers. In this work, we have synthesized a new second-generation poly-l-lysine dendrimer with repeating units containing two linear Arg residues between neighboring lysine branching points (Lys-2Arg dendrimer) and studied its physicochemical properties. We confirmed the structure of Lys-2Arg dendrimer using various one- and two-dimensional (1)H and (13)C NMR spectroscopy methods. Comparison of T(1H) relaxation data for Lys-2Arg and Lys-2Lys dendrimers showed that the replacement of double Lys residues with double Arg residues resulted in a sharp decrease in the mobility of methylene groups in side segments and in the main chain of ε-Lys inner segments. We suggest that this unexpected effect is caused by a guanidine–guanidine pairing effect in water, which leads to entanglements between dendrimer branches.
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spelling pubmed-90646362022-05-04 Lysine-based dendrimer with double arginine residues Sheveleva, Nadezhda N. Markelov, Denis A. Vovk, Mikhail A. Mikhailova, Mariya E. Tarasenko, Irina I. Tolstoy, Peter M. Neelov, Igor M. Lähderanta, Erkki RSC Adv Chemistry Due to their well-defined structure, multivalency, biocompatibility, and low toxicity, lysine dendrimers can be used as safe and efficient nanocarriers for drug and gene delivery. One useful strategy for improving the gene delivery properties of dendrimers is modification with arginine amino acid (Arg) residues. Incorporation of Arg residues could be favorable for the enhancement in transfection efficiency of lysine based dendrimers. In this work, we have synthesized a new second-generation poly-l-lysine dendrimer with repeating units containing two linear Arg residues between neighboring lysine branching points (Lys-2Arg dendrimer) and studied its physicochemical properties. We confirmed the structure of Lys-2Arg dendrimer using various one- and two-dimensional (1)H and (13)C NMR spectroscopy methods. Comparison of T(1H) relaxation data for Lys-2Arg and Lys-2Lys dendrimers showed that the replacement of double Lys residues with double Arg residues resulted in a sharp decrease in the mobility of methylene groups in side segments and in the main chain of ε-Lys inner segments. We suggest that this unexpected effect is caused by a guanidine–guanidine pairing effect in water, which leads to entanglements between dendrimer branches. The Royal Society of Chemistry 2019-06-07 /pmc/articles/PMC9064636/ /pubmed/35520554 http://dx.doi.org/10.1039/c9ra02461a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Sheveleva, Nadezhda N.
Markelov, Denis A.
Vovk, Mikhail A.
Mikhailova, Mariya E.
Tarasenko, Irina I.
Tolstoy, Peter M.
Neelov, Igor M.
Lähderanta, Erkki
Lysine-based dendrimer with double arginine residues
title Lysine-based dendrimer with double arginine residues
title_full Lysine-based dendrimer with double arginine residues
title_fullStr Lysine-based dendrimer with double arginine residues
title_full_unstemmed Lysine-based dendrimer with double arginine residues
title_short Lysine-based dendrimer with double arginine residues
title_sort lysine-based dendrimer with double arginine residues
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9064636/
https://www.ncbi.nlm.nih.gov/pubmed/35520554
http://dx.doi.org/10.1039/c9ra02461a
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