Lysine-based dendrimer with double arginine residues

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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.

In: RSC Advances, Vol. 9, No. 31, 09.06.2019, p. 18018-18026.

Research output: Contribution to journal › Article › peer-review

Author

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. In: RSC Advances. 2019 ; Vol. 9, No. 31. pp. 18018-18026.

BibTeX

@article{cbd19984c9f54d3586b9267d0c572b65,

title = "Lysine-based dendrimer with double arginine residues",

abstract = "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 1H and 13C NMR spectroscopy methods. Comparison of T1H 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.",

keywords = "LATTICE NMR RELAXATION, PEPTIDE DENDRIMERS, PAMAM DENDRIMER, SIRNA DELIVERY, DYNAMICS, TRANSFECTION, MANIFESTATION, SIMULATION",

author = "Sheveleva, {Nadezhda N.} and Markelov, {Denis A.} and Vovk, {Mikhail A.} and Mikhailova, {Mariya E.} and Tarasenko, {Irina I.} and Tolstoy, {Peter M.} and Neelov, {Igor M.} and Erkki L{\"a}hderanta",

year = "2019",

month = jun,

day = "9",

doi = "10.1039/c9ra02461a",

language = "English",

volume = "9",

pages = "18018--18026",

journal = "RSC Advances",

issn = "2046-2069",

publisher = "Royal Society of Chemistry",

number = "31",

}

RIS

TY - JOUR

T1 - Lysine-based dendrimer with double arginine residues

AU - Sheveleva, Nadezhda N.

AU - Markelov, Denis A.

AU - Vovk, Mikhail A.

AU - Mikhailova, Mariya E.

AU - Tarasenko, Irina I.

AU - Tolstoy, Peter M.

AU - Neelov, Igor M.

AU - Lähderanta, Erkki

PY - 2019/6/9

Y1 - 2019/6/9

N2 - 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 1H and 13C NMR spectroscopy methods. Comparison of T1H 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.

AB - 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 1H and 13C NMR spectroscopy methods. Comparison of T1H 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.

KW - LATTICE NMR RELAXATION

KW - PEPTIDE DENDRIMERS

KW - PAMAM DENDRIMER

KW - SIRNA DELIVERY

KW - DYNAMICS

KW - TRANSFECTION

KW - MANIFESTATION

KW - SIMULATION

UR - http://www.scopus.com/inward/record.url?scp=85067427858&partnerID=8YFLogxK

U2 - 10.1039/c9ra02461a

DO - 10.1039/c9ra02461a

M3 - Article

AN - SCOPUS:85067427858

VL - 9

SP - 18018

EP - 18026

JO - RSC Advances

JF - RSC Advances

SN - 2046-2069

IS - 31

ER -

ID: 43525753