Nanostructured multifunctional stimuli-responsive glycopolypeptide-based copolymers for biomedical applications

Sedighi, Mehdi; Mahmoudi, Zahra; Ghasempour, Alireza; Shakibaie, Mehdi; Ghasemi, Fahimeh; Akbari, Mahsa; Abbaszadeh, Samin; Mostafavi, Ebrahim; Santos, Hélder A.; Shahbazi, Mohammad‐Ali

doi:10.1016/j.jconrel.2022.12.058

Cited by 14 publications

(13 citation statements)

References 117 publications

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“…2,5-FDCA homo- and copolyester play a leading role in special food packaging due to its superior gas barrier characteristics and could successfully provide biodegradability by maintaining its biobased characteristics, mechanical features, and transparency . As long as biodegradable copolymers remain biocompatible, 2,5-FDCA homo- and copolyesters could also find uses in tissue engineering; however, more research is needed to explore this pathway …”

Section: Features Of 25-fdca-based Homo- and Copolyestersmentioning

confidence: 99%

“…A comparative study on 2,5-furandicarboxylic acid (2,5-FDCA)-based homo- and copolyesters behaviors found that an odd number of methylene units in the diol segment results in a lower melting point; the results are presented in Table . 2,5-FDCA homo- and copolyester play a leading role in special food packaging due to its superior gas barrier characteristics and could successfully provide biodegradability by maintaining its biobased characteristics, mechanical features, and transparency . As long as biodegradable copolymers remain biocompatible, 2,5-FDCA homo- and copolyesters could also find uses in tissue engineering; however, more research is needed to explore this pathway …”

Section: Features Of 25-fdca-based Homo- and Copolyestersmentioning

confidence: 99%

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Recent Progress on Sustainable 2,5-Furandicarboxylate-Based Polyesters: Properties and Applications

Miah,

Dong,

Wang

et al. 2024

ACS Sustainable Chem. Eng.

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Polyesters based on 2,5-furandicarboxylic acid (2,5-FDCA) have attracted attention from both academia and industry as a new class of biobased polymers for the growing era of plastics. 2,5-FDCA-based polyesters are 100% renewable, and they are an alternative to petroleum-based or terephthalic acid (TPA)-based polyesters. Moreover, scientists and plastics experts have recognized bioplastics as an eco-friendly solution to developing cost-effective renewable plastics. The growth of the bioplastics market depends on a sustainable economy, population growth, and rapid changes in different polymers. Although a variety of auxiliaries have been practically used in recent years, the production of bioplastics from 2,5-FDCA monomers by oxidation of 5-hydroxymethylfurfural (HMF) is a relatively innovative field of research. This review focuses on the properties and applications of 2,5-FDCA-based polyesters in the packaging and coating industries for producing biobased postconsumer products. The manufacturability, excellent (thermal, mechanical, and barrier) features, and applications in various fields of available 2,5-FDCAbased homo-and copolyesters are discussed. Biobased 2,5-FDCA pure homo-and copolyesters have recently progressed with exceptional properties for their counterparts petroleum-based polyesters. In particular, the mechanical performance of 2,5-FDCAbased pure homopolyesters such as poly(ethylene 2,5-furandicarboxylate) (PEF) and poly(propylene 2,5-furandicarboxylate) (PPF) has the highest tensile strength (σ b ) values of 84.07 ± 4.43 and 90 ± 6 MPa, respectively, compared with other homopolyesters. On the other hand, 2,5-FDCA-based neat copolyesters like poly(ethylene 2,5-thiophenedicarboxylate) (PETF) and poly(ethylene-co-1,4-cyclohexanedimethylene 2,5-furandicarboxylate) (PECF) had maximum tensile strength (σ b ) values of 97−98 and 59−75 MPa, respectively, compared to other copolyesters. In addition, we also compared and observed the highest Young's modulus (E) values of pure PEF (5248 ± 328 MPa) and pure PPF (2460 ± 280 MPa) homopolyesters and of neat PETF (3100−3300 MPa) and neat PECF (1740−2300 MPa) copolyesters. Furthermore, the elongation at break (ε b ) values of pure poly(decylene furandicarboxylate) (PDF) (986 ± 82%) and pure poly(butylene 2,5-furandicarboxylate) (PBF) (368 ± 43%) homopolyesters and neat poly(pentylene furandicarboxylate) (PPeF) (1050 ± 200%) and neat poly(1,4-butanediol 2,5-thiophenedicarboxylate) (PBTF) (900 ± 84%) copolyesters had the highest values compared to other pure homo-and copolyesters. Finally, the results of the barrier improvement factor (BIFp) study showed that neat PPeF copolyesters had the highest values of O 2 (227 BIFp) and CO 2 (979 BIFp) compared to other pure homo-and copolyesters.

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Section: Features Of 25-fdca-based Homo- and Copolyestersmentioning

confidence: 99%

Section: Features Of 25-fdca-based Homo- and Copolyestersmentioning

confidence: 99%

Recent Progress on Sustainable 2,5-Furandicarboxylate-Based Polyesters: Properties and Applications

Miah,

Dong,

Wang

et al. 2024

ACS Sustainable Chem. Eng.

View full text Add to dashboard Cite

show abstract

“…A plethora of linear, cyclic, and branched glycopolymers as well as (multi)block and sequence-defined glycopolymers has been synthesized aiming at amphiphilic or stimuli-responsive architectures mostly for targeted drug delivery and lectin-binding studies. 1,2 However, most of these sophisticated glycopolymer architectures are far off the chemical structure of natural glycoproteins, which are linear protein chains to which glycans are usually directly N-linked to asparagine or O-linked to serine or threonine residues, and their high complexity and biological function arises from the protein primary structure and the varying amount and diverse chemical structures of attached glycans (and protein secondary and tertiary structure). 3 The most simple mimic of a glycoprotein would however be a (partially) glycosylated linear homopolypeptide, which can be synthesized by ring-opening polymerization of amino acid Ncarboxyanhydrides (NCAs), either by direct (co)polymerization of glycosylated monomers or by glycosylation of preformed polypeptides.…”

Section: ■ Introductionmentioning

confidence: 99%

Solution Behavior of Glyco-Copoly(l-Glutamic Acid)s in Dilute Saline Solution

Skoulas,

Ojo,

Thalhammer

et al. 2024

Biomacromolecules

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A small series of copoly(α,l-glutamic acid/dl-allylglycine)s with the same chain length and allylglycine content (∼10 mol %) but different spatial distribution of allylglycine units was synthesized and subsequently glycosylated via thiol-ene chemistry. Dilute aqueous copolypeptide solutions (0.1 wt %, physiological saline) were analyzed by circular dichroism spectroscopy, dynamic light scattering, and cryogenic transmission electron microscopy. The copolypeptides adopted a random coil or α-helix conformation, depending on solution pH, and the glycosylated residues either distorted or enhanced the folding into an α-helix depending on their location and spatial distribution along the chain. However, regardless of their secondary structure and degree of charging, all partially glycosylated copolypeptides self-assembled into 3D spherical structures, supposedly driven by a hydrophilic effect promoting microphase separation into glucose-rich and glutamate-rich domains.

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“…However, engineering glycopolymersomes with AgNPs forming carbohydrate@Ag nanobiohybrids toward antibacteria and biofilm eradication has been rarely reported. Traditionally, the self-assembly of amphiphilic glycopolymers through the solvent-switch or nanoprecipitation technique has been widely used for the preparation of glycopolymersomes to act as antibacterial agents and antibiotic delivery vectors . This technique has limited scalability and reproducibility, and it is difficult to control the glycopolymersomes’ structure for similar glycopolymer formulation.…”

Section: Introductionmentioning

confidence: 99%

“…Traditionally, the selfassembly of amphiphilic glycopolymers through the solventswitch or nanoprecipitation technique has been widely used for the preparation of glycopolymersomes to act as antibacterial agents and antibiotic delivery vectors. 42 This technique has limited scalability and reproducibility, and it is difficult to control the glycopolymersomes' structure for similar glycopolymer formulation. Besides, this technique involves tedious procedures and organic solvents.…”

Section: ■ Introductionmentioning

confidence: 99%

Structure-Controllable and Mass-Produced Glycopolymersomes as a Template of the Carbohydrate@Ag Nanobiohybrid with Inherent Antibacteria and Biofilm Eradication

Wei,

Yang,

et al. 2023

Biomacromolecules

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Glycopolymer-supported silver nanoparticles (AgNPs) have demonstrated a promising alternative to antibiotics for the treatment of multidrug-resistant bacteria-infected diseases. In this contribution, we report a class of biohybrid glycopolymersome-supported AgNPs, which are capable of effectively killing multidrug-resistant bacteria and disrupting related biofilms. First of all, glycopolymersomes with controllable structures were massively fabricated through reversible addition−fragmentation chain transfer (RAFT) polymerization-induced self-assembly (PISA) in an aqueous solution driven by complementary hydrogen bonding interaction between the pyridine and amide groups of N-(2methylpyridine)-acrylamide (MPA) monomers. Subsequently, Ag + captured by glycopolymersomes through the coordination between pyridine-N and Ag + was reduced into AgNPs stabilized by glycopolymersomes upon addition of the NaBH 4 reducing agent, leading to the formation of the glycopolymersome@AgNPs biohybrid. As a result, they showed a wide-spectrum and enhanced removal of multidrug-resistant bacteria and biofilms compared to naked AgNPs due to the easier adhesion onto the bacterial surface and diffusion into biofilms through the specific protein−carbohydrate recognition. Moreover, the in vivo results revealed that the obtained biohybrid glycopolymersomes not only demonstrated an effective treatment for inhibiting the cariogenic bacteria but also were able to repair the demineralization of caries via accumulating Ca 2+ through the recognition between carbohydrates and Ca 2+ . Furthermore, glycopolymersomes@AgNPs showed quite low in vitro hemolysis and cytotoxicity and almost negligible acute toxicity in vivo. Overall, this type of biohybrid glycopolymersome@AgNPs nanomaterial provides a new avenue for enhanced antibacterial and antibiofilm activities and the effective treatment of oral microbial-infected diseases.

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Nanostructured multifunctional stimuli-responsive glycopolypeptide-based copolymers for biomedical applications

Cited by 14 publications

References 117 publications

Recent Progress on Sustainable 2,5-Furandicarboxylate-Based Polyesters: Properties and Applications

Recent Progress on Sustainable 2,5-Furandicarboxylate-Based Polyesters: Properties and Applications

Solution Behavior of Glyco-Copoly(l-Glutamic Acid)s in Dilute Saline Solution

Structure-Controllable and Mass-Produced Glycopolymersomes as a Template of the Carbohydrate@Ag Nanobiohybrid with Inherent Antibacteria and Biofilm Eradication

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