Structure determination and synthesis of lysine isopeptides influencing on cell proliferation

Szókán, Gy.; Almás, M.; Krizsán, K.; Khlafulla, A. R.; Tyihák, E.; Szende, B.

doi:10.1002/(sici)1097-0282(199709)42:3<305::aid-bip4>3.0.co;2-q

Cited by 18 publications

(3 citation statements)

References 16 publications

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“…61,62 Lys-and Arg-rich polyaminoacids were reported to be broad-spectrum antimicrobial materials against gram-positive and gram-negative bacteria, fungi, viruses, and eukaryotic parasites. 63,64 Especially, Arg-rich polypeptides sparked great attention as antimicrobial materials owing to their disruption and pore formation ability on lipid bilayers and bacterial cell walls by benefiting from positively-charged guanidinium groups. 31 Herein, the possible antimicrobial effects of p(L-Arg) particles against E. coli ATCC 8739 (GramÀ), P. aeruginosa ATCC 10145 (GramÀ), S. aureus ATCC 6538 (Gram +), B. subtilis ATCC 6633 (Gram+) bacteria, and C. albicans ATCC 10231 yeast strain were investigated as are the most common microbes causing infections of wounds.…”

Section: Antimicrobial Effect Of P(l-arg) Particlesmentioning

confidence: 99%

One step synthesis of an amino acid derived particles, poly(L‐Arginine) and its biomedical application

Şahiner

2021

Polymers for Advanced Techs

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Herein, single step synthesis of poly(L-Arginine) (p(L-Arg)) particles was reported for the first time via microemulsion crosslinking method using tetrakis(hydroxymethyl) phosphonium chloride (THPC) as the crosslinking agent. The C-P vibrational FT-IR peaks of the p(L-Arg) particles observed at 1035 cm À1 as well as elemental analysis results corroborated the successful crosslinking of native L-Arg molecules with THCP. Spherical-shaped p(L-Arg) particles visualized by SEM analysis ranged 1-10 μm in size in dry state. The important parameters of p(L-Arg) particles affecting their biomedical potential use such as degradability, blood compatibility, antioxidant and antimicrobial properties were thoroughly investigated. Accordingly, 49.2 ± 6.7%, 68.1 ± 4.8%, and 62.5 ± 7.1% of the p(L-Arg) particles were degraded at pH 5.4, 7.4, and 9.0, respectively, in about 200 h. The p(L-Arg) particles exhibited fascinating blood compatibility with less than 4% hemolysis induction and more than 95% blood clotting index at 2 mg/mL concentration. The antioxidant activity of p(L-Arg) particles was measured as 0.66 ± 0.06 μM Trolox equivalent g À1 by means of TEAC assay.Moreover, the antimicrobial activity of L-Arg amino acid against Escherichia coli ATCC 8739, Pseudomonas aeruginosa ATCC 10145, gram-positive Staphylococcus aureus ATCC 6538, B. subtilis ATCC 6633 bacteria, and Candida albicans ATCC 10231 yeast strains was significantly enhanced in the form of p(L-Arg) particles. Furthermore, drug loading and release performances of p(L-Arg) particles were also investigated using naproxen and riboflavin as active pharmaceuticals. Based on drug release studies performed in PBS at pH 7.4, 73.9 ± 12.6% of loaded naproxen was released in 90 min, whereas 62.1 ± 4.6% of loaded riboflavin was released in 135 min.

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Section: Antimicrobial Effect Of P(l-arg) Particlesmentioning

confidence: 99%

One step synthesis of an amino acid derived particles, poly(L‐Arginine) and its biomedical application

Şahiner

2021

Polymers for Advanced Techs

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“…In Frontiers in Materials Science and Technology circumstances. 20,21 The results of cell behavior assays reveal that incorporating hydrophilic PEG into PLLA can improve cell adhesion and spreading, however poly( L -lysine) was more effective at promoting osteoblast adhesion and proliferation. Therefore, compared to the diblock and PLLA films, the PLLA films modified with the triblock copolymer greatly improved the tendency of osteoblasts to adhere to and spread on the substrate, thus promoting cell proliferation.…”

Section: Frontiers In Materials Science and Technologymentioning

confidence: 99%

Novel Synthetic Bio-Mimic Polymers for Cell Delivery

Xiao

Mao

Whittaker

et al. 2008

AMR

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Cell-based therapy is one of the major potential therapeutic strategies for cardiovascular, neuronal and degenerative diseases in recent years. The aims of this study is to develop a novel biomimic polymeric materials which will facilitate the delivery cells, control cell bioactivities and enhance the focal integration of graft cells with host tissues. We synthesized a novel tri-block copolymer, methoxy-terminated poly (ethylene glycol) (MPEG)-polyL-lactide (PLLA)-polylysine (PLL) via sequential polymerization of PLLA onto MPEG, followed by ring opening polymerization of PLL onto the functionalized chain end. The triblock copolymer (5%) was then mixed with high molecular weight PLLA (95%) to form cell-delivery membranes. The spectra of copolymers were determined by NMR and ATR-FTIR spectroscopy. Human osteoblasts were used for testing biocompatibility and initial cellular reaction. It was noted that no cytotoxicity was detectable in our synthesized copolymers. Compared with pure PLLA and diblock copolymers, the triblock copolymers showed significantly better cell adhesion and proliferation. Interestingly we identified that cellular activity (attachment, proliferation and differentiation) could be regulated by the molecular weight and composition of the triblock copolymers. In conclusion controllable synthetic copolymers can be designed and synthesized to modulate cellular function in facilitating tissue repair and regeneration.

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“…In addition, polymeric antimicrobials containing γ-, δ-, or ε-peptide backbones are also known [14][15][16][17][18][19]. The antimicrobial ε-isolysines produced by Streptomyces and containing 25 to 35 lysine as ε-peptides have been widely used as food preservatives [19][20][21]. The ε-branched peptides (iso-Lys) scaffolds include ε-tripeptide in iK3R and ε-tetrapeptides in iK4R and iK5R.…”

Section: Introductionmentioning

confidence: 99%

Design of Potent and Salt-Insensitive Antimicrobial Branched Peptides

To,

Zhang,

Tam

2023

Polymers

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Dendrimeric and branched peptides are polypeptides formed by diverse types of scaffolds to give them different forms. Previously, we reported a cascade-type, Lys-scaffolded antimicrobial peptide dendrimer D4R tethered with four RLYR tetrapeptides. Antimicrobial D4R is broad-spectrum, salt insensitive, and as potent as the natural-occurring tachyplesins, displaying minimum inhibitory concentrations (MIC) < 1 μM. However, the relationships between scaffolds and antimicrobial potency remain undefined. Here, we report the design of four novel types of peptide antimicrobials whose scaffolded backbones are lysine (Lys), iso-Lys, ornithine (Orn), or iso-Orn tethered with RLYR on their α- or sidechain-amines to give ε-, δ-, and their α-branched peptides. When assayed against ten microorganisms, the Lys-scaffolded α- and ε-branched peptides are broadly active, salt insensitive, and as potent as D4R and tachyplesins, whereas the corresponding Orn-scaffolded α- and δ-branched peptides are salt sensitive and much less potent, displaying MICs ranging from 1 to >500 μM. Structure-activity relationship studies suggested that Lys-scaffolds, but not Orn-scaffolds, can support a reverse turn to organize RLYR tetrapeptides as parallel β-strands to form an amphipathic structure with Leu-Tyr as a hydrophobic core. Together, these results provide a structural approach for designing potent and salt-insensitive dendrimeric or branched peptide antimicrobials.

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Structure determination and synthesis of lysine isopeptides influencing on cell proliferation

Cited by 18 publications

References 16 publications

One step synthesis of an amino acid derived particles, poly(L‐Arginine) and its biomedical application

One step synthesis of an amino acid derived particles, poly(L‐Arginine) and its biomedical application

Novel Synthetic Bio-Mimic Polymers for Cell Delivery

Design of Potent and Salt-Insensitive Antimicrobial Branched Peptides

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