Improved histidinylated lPEI polyplexes for skeletal muscle cells transfection

Gomez, Jean-Pierre; Tresset, Guillaume; Pichon, Chantal; Midoux, Patrick

doi:10.1016/j.ijpharm.2019.01.003

Cited by 11 publications

(8 citation statements)

References 55 publications

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“…Since toxicity is related in part to the non-biodegradability of these polymers, reducing their molecular weight and degree of branching can decrease their toxicity. Alternatively, modification of these dendrimers with histidines has been shown to mitigate their toxicity [ 55 , 56 , 57 , 67 , 68 ]. By conjugating imidazoles to branched PEI, reduced toxicity of the modified PEI was observed in vivo and was mediated by a decrease of cytokines, chemokines, and reduced liver injury [ 68 ].…”

Section: Beyond H-k Peptides and Polymersmentioning

confidence: 99%

“…More recently, the group has combined lPEI and H-lPEI to improve transfection in fibroblasts and muscle cells. Specifically, the combination of lPEI/H-lPEI containing 57% and 67% IPEI had transfection similar to lPEI, yet this combination showed low cytotoxicity comparable to H-lPEI [ 56 ]. Although the authors speculated that the reduced toxicity of H-lPEI was due to the carboxyl groups (on the histidines), it would be interesting if imidazoles (without the carboxyl groups)-lPEI conjugates were compared to H-lPEI [ 55 ].…”

Section: Beyond H-k Peptides and Polymersmentioning

confidence: 99%

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The Multifaceted Histidine-Based Carriers for Nucleic Acid Delivery: Advances and Challenges

Mixson

2020

Pharmaceutics

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Histidines incorporated into carriers of nucleic acids may enhance the extracellular stability of the nanoparticle, yet aid in the intracellular disruption of the nanoparticle, enabling the release of the nucleic acid. Moreover, protonation of histidines in the endosomes may result in endosomal swelling with subsequent lysis. These properties of histidine are based on its five-member imidazole ring in which the two nitrogen atoms may form hydrogen bonds or act as a base in acidic environments. A wide variety of carriers have integrated histidines or histidine-rich domains, which include peptides, polyethylenimine, polysaccharides, platform delivery systems, viral phages, mesoporous silica particles, and liposomes. Histidine-rich carriers have played key roles in our understanding of the stability of nanocarriers and the escape of the nucleic acids from endosomes. These carriers show great promise and offer marked potential in delivering plasmids, siRNA, and mRNA to their intracellular targets.

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Section: Beyond H-k Peptides and Polymersmentioning

confidence: 99%

Section: Beyond H-k Peptides and Polymersmentioning

confidence: 99%

The Multifaceted Histidine-Based Carriers for Nucleic Acid Delivery: Advances and Challenges

Mixson

2020

Pharmaceutics

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“…Many studies have focused on the LMW PEIs’ modifications to improve their transfection efficiency and maintain their low toxicity in vitro and in vivo [12,13]. Hydrophobic modifications, such as ethyl, octyl, octylacrylamide [14,15], dodecyl and benzyl [16], lipoic acid and cholic acid [17], are one of the most effective strategies.…”

Section: Introductionmentioning

confidence: 99%

Glycyrrhizin Acid and Glycyrrhetinic Acid Modified Polyethyleneimine for Targeted DNA Delivery to Hepatocellular Carcinoma

Cao

Gao

Zhan

et al. 2019

IJMS

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In the last 2–3 decades, gene therapy represented a promising option for hepatocellular carcinoma (HCC) treatment. However, the design of safe and efficient gene delivery systems is still one of the major challenges that require solutions. In this study, we demonstrate a versatile method for covalent conjugation of glycyrrhizin acid (GL) or glycyrrhetinic acid (GA) to increase the transfection efficiency of Polyethyleneimine (PEI, Mw 1.8K) and improve their targeting abilities of hepatoma carcinoma cells. GA and GL targeting ligands were grafted to PEI via N-acylation, and we systematically investigated their biophysical properties, cytotoxicity, liver targeting and transfection efficiency, and endocytosis pathway trafficking. PEI-GA0.75, PEI-GL10.62 and PEI-GL20.65 conjugates caused significant increases in gene transfection efficiency and superior selectivity for HepG2 cells, with all three conjugates showing specific recognition of HepG2 cells by the free GA competition assay. The endocytosis inhibition and intracellular trafficking results indicated that PEI-GA0.75 and GL10.62 conjugates behaved similarly to SV40 virus, by proceeding via the caveolae- and clathrin-independent mediated endocytosis pathway and bypassing entry into lysosomes, with an energy independent manner, achieving their high transfection efficiencies. In the HepG2 intraperitoneal tumor model, PEI-GA0.75 and PEI-GL10.62 carrying the luciferase reporter gene gained high gene expression, suggesting potential use for in vivo application.

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“…The amino acid histidine is a naturally occurring bioorganic compound that can be used in a green chemistry approach in biomedical applications such as drug delivery, 33,34 imaging, 35 photodynamic therapy 36 and particularly gene delivery 37–39 . In gene delivery realm, the role of histidine as an imperative segment in gene carriers has been suitably reported during past two decades 39–54 . Relatively simple modification of polymers with histidine residues (Figure 1) can easily control the size, zeta potential, targeting groups and molecular interactions.…”

Section: Introductionmentioning

confidence: 99%

“…[37][38][39] In gene delivery realm, the role of histidine as an imperative segment in gene carriers has been suitably reported during past two decades. [39][40][41][42][43][44][45][46][47][48][49][50][51][52][53][54] Relatively simple modification of polymers with histidine residues (Figure 1) can easily control the size, zeta potential, targeting groups and molecular interactions. In recent years, histidinecentered cyclodextrin, 55 mesoporous silica, 56 curdlan, 57 polyethylene glycol 58 and also zeolitic imidazole framework-8 (ZIF-8) 59 film have been successfully deployed in gene delivery systems.…”

Section: Introductionmentioning

confidence: 99%

Histidine‐enhanced gene delivery systems: The state of the art

Hooshmand

Sabet

Hasanzadeh

et al. 2022

The Journal of Gene Medicine

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Gene therapy has emerged as a promising tool for treating different intractable diseases, particularly cancer or even viral diseases such as COVID-19 (coronavirus disease 2019). In this context, various non-viral gene carriers are being explored to transfer DNA or RNA sequences into target cells. Here, we review the applications of the naturally occurring amino acid histidine in the delivery of nucleic acids into cells.The biocompatibility of histidine-enhanced gene delivery systems has encouraged their wider use in gene therapy. Histidine-based gene carriers can involve the modification of peptides, dendrimers, lipids or nanocomposites. Several linear polymers, such as polyethylenimine, poly-L-lysine (synthetic) or dextran and chitosan (natural), have been conjugated with histidine residues to form complexes with nucleic acids for intracellular delivery. The challenges, opportunities and future research trends of histidine-based gene deliveries are investigated.

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Improved histidinylated lPEI polyplexes for skeletal muscle cells transfection

Cited by 11 publications

References 55 publications

The Multifaceted Histidine-Based Carriers for Nucleic Acid Delivery: Advances and Challenges

The Multifaceted Histidine-Based Carriers for Nucleic Acid Delivery: Advances and Challenges

Glycyrrhizin Acid and Glycyrrhetinic Acid Modified Polyethyleneimine for Targeted DNA Delivery to Hepatocellular Carcinoma

Histidine‐enhanced gene delivery systems: The state of the art

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