Добірка наукової літератури з теми "Fmoc-FF"

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Статті в журналах з теми "Fmoc-FF":

1

Gallo, Enrico, Carlo Diaferia, Sabrina Giordano, Elisabetta Rosa, Barbara Carrese, Gennaro Piccialli, Nicola Borbone, Giancarlo Morelli, Giorgia Oliviero, and Antonella Accardo. "Ultrashort Cationic Peptide Fmoc-FFK as Hydrogel Building Block for Potential Biomedical Applications." Gels 10, no. 1 (December 22, 2023): 12. http://dx.doi.org/10.3390/gels10010012.

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Fmoc-diphenylalanine (Fmoc-FF) is a low-molecular-weight peptide hydrogelator. This simple all-aromatic peptide can generate self-supporting hydrogel materials, which have been proposed as novel materials for diagnostic and pharmaceutical applications. Our knowledge of the molecular determinants of Fmoc-FF aggregation is used as a guide to design new peptide-based gelators, with features for the development of improved tools. Here, we enlarge the plethora of Fmoc-FF-based hydrogelated matrices by studying the properties of the Fmoc-FFK tripeptide, alone or in combination with Fmoc-FF. For multicomponent matrices, the relative weight ratios between Fmoc-FFK and Fmoc-FF (specifically, 1/1, 1/5, 1/10, and 1/20 w/w) are evaluated. All the systems and their multiscale organization are studied using different experimental techniques, including rheology, circular dichroism, Fourier transform infrared spectroscopy, and scanning electron microscopy (SEM). Preliminary profiles of biocompatibility for the studied systems are also described by testing them in vitro on HaCaT and 3T3-L1 cell lines. Additionally, the lysine (K) residue at the C-terminus of the Fmoc-FF moiety introduces into the supramolecular material chemical functions (amino groups) which may be useful for modification/derivatization with bioactive molecules of interest, including diagnostic probes, chelating agents, active pharmaceutical ingredients, or peptide nucleic acids.
2

Choe, Ranjoo, and Seok Il Yun. "Fmoc-diphenylalanine-based hydrogels as a potential carrier for drug delivery." e-Polymers 20, no. 1 (August 24, 2020): 458–68. http://dx.doi.org/10.1515/epoly-2020-0050.

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AbstractSelf-assembled hydrogels from 9-fluorenylmethoxycarbonyl-modified diphenylalanine (Fmoc-FF) peptides were evaluated as potential vehicles for drug delivery. During self-assembly of Fmoc-FF, high concentrations of indomethacin (IDM) drugs were shown to be incorporated into the hydrogels. The β-sheet arrangement of peptides was found to be predominant in Fmoc-FF–IDM hydrogels regardless of the IDM content. The release mechanism for IDM displayed a biphasic profile comprising an initial hydrogel erosion-dominated stage followed by the diffusion-controlled stage. Small amounts of polyamidoamine dendrimer (PAMAM) added to the hydrogel (Fmoc-FF 0.5%–IDM 0.5%–PAMAM 0.03%) resulted in a more prolonged IDM release compared with Fmoc-FF 0.5%–IDM 0.5% hydrogel. Furthermore, these IDM-loaded hydrogels demonstrated excellent thixotropic response and injectability, which make them suitable candidates for use as injectable self-healing matrices for drug delivery.
3

Diaferia, Carlo, Giancarlo Morelli, and Antonella Accardo. "Fmoc-diphenylalanine as a suitable building block for the preparation of hybrid materials and their potential applications." Journal of Materials Chemistry B 7, no. 34 (2019): 5142–55. http://dx.doi.org/10.1039/c9tb01043b.

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Due to its capability to self-assemble in self-supporting hydrogels (HG) under physiological conditions, Fmoc-FF is one of the most studied ultra-short peptide. This feature pushed towards the development of novel Fmoc-FF multicomponent systems.
4

Mayans, Enric, and Carlos Alemán. "Revisiting the Self-Assembly of Highly Aromatic Phenylalanine Homopeptides." Molecules 25, no. 24 (December 20, 2020): 6037. http://dx.doi.org/10.3390/molecules25246037.

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Diphenylalanine peptide (FF), which self-assembles into rigid tubular nanostructures, is a very short core recognition motif in Alzheimer’s disease β-amyloid (Aβ) polypeptide. Moreover, the ability of the phenylalanine (F or Phe)-homopeptides to self-assemble into ordered nanostructures has been proved. Within this context it was shown that the assembly preferences of this family of compounds is altered by capping both the N- and C-termini using highly aromatic fluorenyl groups (i.e., fluorenyl-9-methoxycarbonyl and 9-fluorenylmethyl ester, named Fmoc and OFm, respectively). In this article the work performed in the field of the effect of the structure and incubation conditions on the morphology and polymorphism of short (from two to four amino acid residues) Phe-homopeptides is reviewed and accompanied by introducing some new results for completing the comparison. Special attention has been paid to the influence of solvent: co-solvent mixture used to solubilize the peptide, the peptide concentration and, in some cases, the temperature. More specifically, uncapped (FF, FFF, and FFFF), N-capped with Fmoc (Fmoc-FF, Fmoc-FFF, and Fmoc-FFFF), C-capped with OFm (FF-OFm), and doubly capped (Fmoc-FF-OFm, Fmoc-FFF-OFm, and Fmoc-FFFF-OFm) Phe-homopeptides have been re-measured. Although many of the experienced assembly conditions have been only revisited as they were previously reported, other experimental conditions have been examined by the first time in this work. In any case, pooling the effect of highly aromatic blocking groups in a single study, using a wide variety of experimental conditions, allows a perspective of how the disappearance of head-to-tail electrostatic interactions and the gradual increase in the amount of π–π stacking interactions, affects the morphology of the assemblies. Future technological applications of Phe-homopeptides can be envisaged by choosing the most appropriate self-assemble structure, defining not only the length of the peptide but also the amount and the position of fluorenyl capping groups.
5

Smaldone, Giovanni, Elisabetta Rosa, Enrico Gallo, Carlo Diaferia, Giancarlo Morelli, Mariano Stornaiuolo, and Antonella Accardo. "Caveolin-Mediated Internalization of Fmoc-FF Nanogels in Breast Cancer Cell Lines." Pharmaceutics 15, no. 3 (March 22, 2023): 1026. http://dx.doi.org/10.3390/pharmaceutics15031026.

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Introduction: Hydrogel nanoparticles, also known as nanogels (NGs), have been recently proposed as alternative supramolecular vehicles for the delivery of biologically relevant molecules like anticancer drugs and contrast agents. The inner compartment of peptide based NGs can be opportunely modified according to the chemical features of the cargo, thus improving its loading and release. A full understanding of the intracellular mechanism involved in nanogel uptake by cancer cells and tissues would further contribute to the potential diagnostic and clinical applications of these nanocarriers, allowing the fine tuning of their selectivity, potency, and activity. The structural characterization of nanogels were assessed by Dynamic Light Scattering (DLS) and Nanoparticles Tracking Analysis (NTA) analysis. Cells viability of Fmoc-FF nanogels was evaluated by MTT assay on six breast cancer cell lines at different incubation times (24, 48, and 72 h) and peptide concentrations (in the range 6.25 × 10−4 ÷ 5·10−3 × wt%). The cell cycle and mechanisms involved in Fmoc-FF nanogels intracellular uptake were evaluated using flow cytometry and confocal analysis, respectively. Fmoc-FF nanogels, endowed with a diameter of ~130 nm and a zeta potential of ~−20.0/−25.0 mV, enter cancer cells via caveolae, mostly those responsible for albumin uptake. The specificity of the machinery used by Fmoc-FF nanogels confers a selectivity toward cancer cell lines overexpressing the protein caveolin1 and efficiently performing caveolae-mediated endocytosis.
6

Giordano, Sabrina, Enrico Gallo, Carlo Diaferia, Elisabetta Rosa, Barbara Carrese, Nicola Borbone, Pasqualina Liana Scognamiglio, Monica Franzese, Giorgia Oliviero, and Antonella Accardo. "Multicomponent Peptide-Based Hydrogels Containing Chemical Functional Groups as Innovative Platforms for Biotechnological Applications." Gels 9, no. 11 (November 15, 2023): 903. http://dx.doi.org/10.3390/gels9110903.

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Multicomponent hydrogels (HGs) based on ultrashort aromatic peptides have been exploited as biocompatible matrices for tissue engineering applications, the delivery of therapeutic and diagnostic agents, and the development of biosensors. Due to its capability to gel under physiological conditions of pH and ionic strength, the low molecular-weight Fmoc-FF (Nα-fluorenylmethoxycarbonyl-diphenylalanine) homodimer is one of the most studied hydrogelators. The introduction into the Fmoc-FF hydrogel of additional molecules like protein, organic compounds, or other peptide sequences often allows the generation of novel hydrogels with improved mechanical and functional properties. In this perspective, here we studied a library of novel multicomponent Fmoc-FF based hydrogels doped with different amounts of the tripeptide Fmoc-FFX (in which X= Cys, Ser, or Thr). The insertion of these tripeptides allows to obtain hydrogels functionalized with thiol or alcohol groups that can be used for their chemical post-derivatization with bioactive molecules of interest like diagnostic or biosensing agents. These novel multicomponent hydrogels share a similar peptide organization in their supramolecular matrix. The hydrogels’ biocompatibility, and their propensity to support adhesion, proliferation, and even cell differentiation, assessed in vitro on fibroblast cell lines, allows us to conclude that the hybrid hydrogels are not toxic and can potentially act as a scaffold and support for cell culture growth.
7

Dudukovic, Nikola A., and Charles F. Zukoski. "Gelation of Fmoc-diphenylalanine is a first order phase transition." Soft Matter 11, no. 38 (2015): 7663–73. http://dx.doi.org/10.1039/c5sm01399b.

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8

Ariawan, A. Daryl, Biyun Sun, Jonathan P. Wojciechowski, Ian Lin, Eric Y. Du, Sophia C. Goodchild, Charles G. Cranfield, Lars M. Ittner, Pall Thordarson, and Adam D. Martin. "Effect of polar amino acid incorporation on Fmoc-diphenylalanine-based tetrapeptides." Soft Matter 16, no. 20 (2020): 4800–4805. http://dx.doi.org/10.1039/d0sm00320d.

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The incorporation of polar amino acids into the Fmoc-FF motif yields tetrapeptide hydrogels whose biocompatibility in the gel state is inversely proportional to their biocompatibility in the solution state.
9

Diaferia, Carlo, Elisabetta Rosa, Giancarlo Morelli, and Antonella Accardo. "Fmoc-Diphenylalanine Hydrogels: Optimization of Preparation Methods and Structural Insights." Pharmaceuticals 15, no. 9 (August 25, 2022): 1048. http://dx.doi.org/10.3390/ph15091048.

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Hydrogels (HGs) are tri-dimensional materials with a non-Newtonian flow behaviour formed by networks able to encapsulate high amounts of water or other biological fluids. They can be prepared using both synthetic or natural polymers and their mechanical and functional properties may change according to the preparation method, the solvent, the pH, and to others experimental parameters. Recently, many short and ultra-short peptides have been investigated as building blocks for the formulation of biocompatible hydrogels suitable for different biomedical applications. Due to its simplicity and capability to gel in physiological conditions, Fmoc-FF dipeptide is one of the most studied peptide hydrogelators. Although its identification dates to 15 ago, its behaviour is currently studied because of the observation that the final material obtained is deeply dependent on the preparation method. To collect information about their formulation, here are reported some different strategies adopted until now for the Fmoc-FF HG preparation, noting the changes in the structural arrangement and behaviour in terms of stiffness, matrix porosity, and stability induced by the different formulation strategy on the final material.
10

Luo, Xin, Boya Ding, and Xingcen Liu. "Poly(acrylic acid)/Dipeptide Double-Network Hydrogel to Achieve a Highly Stretchable Strain Sensor." Chemosensors 10, no. 9 (September 9, 2022): 360. http://dx.doi.org/10.3390/chemosensors10090360.

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Flexible and stretchable strain sensors can be applied for human health monitoring and disease diagnoses via the output of multiple biophysical signals. However, it is still a challenge to fabricate short-peptide-based strain sensors. Here, we prepared a novel polymer-dipeptide double-network hydrogel with excellent stretchability, responsiveness, and stability. The poly(acrylic acid) (PAA) gel, by cross-linking, maintains mechanical and flexible properties, and the fluorenyl methoxycarbonyl-diphenylalanine (Fmoc-FF) network, by non-covalent interactions, is helpful for energy dissipation. With increasing tensile or compression strains, the PAA/Fmoc-FF hydrogel exhibited a high mechanical strength and fast recovery. Moreover, as the presence of KCl improves the electronic conductivity, the hybrid gel exhibited a cyclic strain-stress performance, which is the foundation of a strain sensor. Based on that, its application as a motion sensor was demonstrated by monitoring the movements of human joints, such as the forefinger, wrist, elbow, and knee. Consequently, the hybrid polymer-peptide gel could be an ideal candidate for wearable sensors in the future.

Дисертації з теми "Fmoc-FF":

1

Loth, Capucine. "Exploring hydrogels based on the self-assembly of a Fmoc-based tripeptide : physicochemical characterization and antibacterial properties." Electronic Thesis or Diss., Strasbourg, 2024. http://www.theses.fr/2024STRAE002.

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Les hydrogels sont des réseaux 3D retenant de grandes quantités d'eau. Biocompatibles, ils sont utilisés pour la délivrance de médicaments. Dans le but de développer des hydrogels antibactériens, cette thèse présente deux études basées sur l'utilisation d'un tripeptide phosphorylé protégé par un fluorénylméthoxycarbonyle (Fmoc), qui peut s'auto-assembler en hydrogel. Dans la première étude, différentes conditions de préparation (pH, sel, présence de polysaccharide) ont été étudiées pour former un hydrogel autocicatrisant et antibactérien libérant un antibiotique, le florfénicol. Dans la seconde étude, des stratégies de synthèse peptidiques et de phosphoramidites en phase solide ont été combinées pour ajouter le florfénicol au phosphate de tyrosine protégé par le Fmoc via un phosphodiester, clivable par des nucléases produites par des bactéries. Des résultats encourageants ont montré la formation du composé ciblé, ouvrant la voie au design d'un peptide antibactérien auto-défensif
Hydrogels are 3D networks of fibers that retain large amounts of water when swollen. Due to their biocompatibility, they are increasingly used for drug delivery. To develop antibacterial peptide-based hydrogels, this dissertation presents two studies based on the use of a fluorenylmethoxycarbonyl (Fmoc)-protected phosphorylated tripeptide that can self-assemble into a hydrogel. In the first study, different preparation conditions (pH, salt, presence of polysaccharide) were investigated to obtain a self-healing and antibacterial hydrogel capable of releasing an antibiotic, florfenicol. In the second study, a solid-phase peptide and phosphoramidite synthesis strategies were combined to add florfenicol to the Fmoc-protected tyrosine phosphate via a phosphodiester, which can be cleaved by nucleases produced by bacteria. Encouraging results showed the formation of the targeted compound, paving the way for the design of a self-defensive antibacterial peptide

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