Efficient Gene Transfection through Inhibition of β‐Sheet (Amyloid Fiber) Formation of a Short Amphiphilic Peptide by Gold Nanoparticles

Jana, Poulami; Samanta, Krishnananda; Bäcker, Sandra; Zellermann, Elio; Knauer, Shirley K.; Schmuck, Carsten

doi:10.1002/anie.201700713

Cited by 16 publications

(9 citation statements)

References 61 publications

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“…In 2017 the Schmuck group showed, that a β‐sheet forming peptide containing three GCP units ( T ‐ 6 ) (Figure ), acts as an efficient transfection vector. This compound was found to form long fibrillar aggregates as proven by AFM and TEM measurements . These long fibres were unable to transfect cells even though it was shown that plasmid DNA was bound weakly to the fibres.…”

Section: Biomedical Applicationsmentioning

confidence: 92%

Guanidiniocarbonyl‐Pyrroles (GCP) – 20 Years of the Schmuck Binding Motif

2020

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In this Minireview, an overview about the past 20 years of the guanidiniocarbonyl‐pyrrole (GCP) binding motif, which was designed, investigated and applied by Prof. Dr. Carsten Schmuck, is presented. Here we highlight the first steps from design and discovery, initial binding studies, applications in material science to advanced biomedical use in protein modulation and delivery of genetic material.

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Section: Biomedical Applicationsmentioning

confidence: 92%

Guanidiniocarbonyl‐Pyrroles (GCP) – 20 Years of the Schmuck Binding Motif

2020

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“…Cyclic peptides of alternating chirality 102 incorporating guanidiniocarbonylpyrrole can self-assemble into fibers that can also be applied in plasmid transfection 100 . Alternation of guanidiniocarbonylpyrrole and cyclohexylalanine afforded large amyloid peptide fibers that can be further processed with gold nanoparticles to obtain nanoparticles of the right size for cell transfection 103 .…”

Section: Peptidesmentioning

confidence: 99%

Synthetic materials at the forefront of gene delivery

2018

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The delivery of materials for genetic engineering with transitory activity constitutes a promising field in biology and medicine with potential applications in the treatment of disease, from cancer and infectious diseases to inheritable disorders. The possibility to restore the expression of a missing protein, the potential correction of the splicing of defective genes, or the silencing or modulation of the expression of other genes constitute powerful tools that will have a great impact in the future of biology and medicine. Impressive progress has been made in the last decade, with several products reaching the market as novel technologies for gene editing emerge. However, the transference of these technologies to functional therapies is hindered by the suboptimal performance of vehicles in capturing, protecting and delivering the corresponding nucleotide cargoes with safety and efficacy.Chemistry and the chemical sciences will play a key role in the development of the innovative synthetic materials that will overcome the upcoming challenges of the next generation gene delivery therapies and protocols. In this review we address the newest chemical advances in the production of materials at the forefront of nucleotide cell delivery and gene therapy.

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“…Significant inhibition of DNA transfection by bafilomycin (a macrolide antibiotic that can block the endosomal acidification process) was observed, which further supports the endosomal uptake mechanism. Except for this small peptide, GCP was also integrated into larger peptides, including branched [29], three-armed [30,31], dendritic [32], and self-assembled oligomers [33,34] for gene delivery and transfection based on the endosomal uptake and release.…”

Section: Introductionmentioning

confidence: 99%

Automated high-content imaging for cellular uptake, from the Schmuck cation to the latest cyclic oligochalcogenides

Martinent¹,

López‐Andarias²,

Moreau³

et al. 2020

Beilstein J. Org. Chem.

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Recent progress with chemistry tools to deliver into living cells has seen a shift of attention from counterion-mediated uptake of cell-penetrating peptides (CPPs) and their mimics, particularly the Schmuck cation, toward thiol-mediated uptake with cell-penetrating poly(disulfide)s (CPDs) and cyclic oligochalcogenides (COCs), here exemplified by asparagusic acid. A persistent challenge in this evolution is the simultaneous and quantitative detection of cytosolic delivery and cytotoxicity in a high-throughput format. Here, we show that the combination of the HaloTag-based chloroalkane penetration assay (CAPA) with automated high-content (HC) microscopy can satisfy this need. The automated imaging of thousands of cells per condition in multiwell plates allows us to obtain quantitative data on not only the fluorescence intensity but also on the localization in a very short time. Quantitative and statistically relevant results can be obtained from dose–response curves of the targeted delivery to selected cells and the cytotoxicity in the same experiment, even with poorly optimized cellular systems.

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Efficient Gene Transfection through Inhibition of β‐Sheet (Amyloid Fiber) Formation of a Short Amphiphilic Peptide by Gold Nanoparticles

Cited by 16 publications

References 61 publications

Guanidiniocarbonyl‐Pyrroles (GCP) – 20 Years of the Schmuck Binding Motif

Guanidiniocarbonyl‐Pyrroles (GCP) – 20 Years of the Schmuck Binding Motif

Synthetic materials at the forefront of gene delivery

Automated high-content imaging for cellular uptake, from the Schmuck cation to the latest cyclic oligochalcogenides

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