Functionalization of cellulose nanofibrils to develop novel ROS-sensitive biomaterials

Palo‐Nieto, Carlos; Blasi-Romero, Anna; Sandström, Corine; Balgoma, David; Hedeland, Mikael; Strömme, Maria; Ferraz, Natalia

doi:10.1039/d2ma01056a

Cited by 7 publications

(4 citation statements)

References 46 publications

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“…The pH was adjusted to 7.5–8.0 by adding 0.1 M NaOH and the reaction mixture was allowed to proceed overnight at 25 °C with continuous stirring. To purify, the modified material was washed three times with 0.01 M NaOH (pH = 12) and three times with water in order to remove the unreacted peptide that could potentially be entrapped within the nanofibers, as well as any impurities …”

Section: Methodsmentioning

confidence: 99%

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KR-12 Derivatives Endow Nanocellulose with Antibacterial and Anti-Inflammatory Properties: Role of Conjugation Chemistry

Blasi-Romero

Ångström

Franconetti

et al. 2023

ACS Appl. Mater. Interfaces

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This work combines the wound-healing-related properties of the host defense peptide KR-12 with wood-derived cellulose nanofibrils (CNFs) to obtain bioactive materials, foreseen as a promising solution to treat chronic wounds. Amine coupling through carbodiimide chemistry, thiol-ene click chemistry, and Cu(I)-catalyzed azide-alkyne cycloaddition were investigated as methods to covalently immobilize KR-12 derivatives onto CNFs. The effects of different coupling chemistries on the bioactivity of the KR12-CNF conjugates were evaluated by assessing their antibacterial activities against Escherichia coli and Staphylococcus aureus. Potential cytotoxic effects and the capacity of the materials to modulate the inflammatory response of lipopolysaccharide (LPS)-stimulated RAW 245.6 macrophages were also investigated. The results show that KR-12 endowed CNFs with antibacterial activity against E. coli and exhibited anti-inflammatory properties and those conjugated by thiol-ene chemistry were the most bioactive. This finding is attributed to a favorable peptide conformation and accessibility (as shown by molecular dynamics simulations), driven by the selective chemistry and length of the linker in the conjugate. The results represent an advancement in the development of CNF-based materials for chronic wound care. This study provides new insights into the effect of the conjugation chemistry on the bioactivity of immobilized host defense peptides, which we believe to be of great value for the use of host defense peptides as therapeutic agents.

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Section: Methodsmentioning

confidence: 99%

“…To purify, the modified material was washed three times with 0.01 M NaOH (pH = 12) and three times with water in order to remove the unreacted peptide that could potentially be entrapped within the nanofibers, as well as any impurities. 35 2.2.2. Amine Coupling Followed by Thiol-Ene Click Chemistry.…”

Section: Functionalization Of Cnfs With Kr-12mentioning

confidence: 99%

KR-12 Derivatives Endow Nanocellulose with Antibacterial and Anti-Inflammatory Properties: Role of Conjugation Chemistry

Blasi-Romero

Ångström

Franconetti

et al. 2023

ACS Appl. Mater. Interfaces

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“…5 Due to the presence of the −COOH groups, c-CNF can be further modified in order to graft active molecules onto the nanofibers, e.g., via amide (−CONH−) bond formation. 6 The surface modification of CNFs is a well-known approach to increase the applicability for industrial and biomedical applications. 7 The number of synthetic approaches to modify CNFs has increased considerably during the last years.…”

Section: Introductionmentioning

confidence: 99%

“…As an example of chemical pretreatment, carboxymethyl groups can be introduced to the surface to produce carboxymethylated CNF (c-CNF) . Due to the presence of the −COOH groups, c-CNF can be further modified in order to graft active molecules onto the nanofibers, e.g., via amide (−CONH−) bond formation . The surface modification of CNFs is a well-known approach to increase the applicability for industrial and biomedical applications …”

Section: Introductionmentioning

confidence: 99%

A Simple and Cost-Effective FeCl₃-Catalyzed Functionalization of Cellulose Nanofibrils: Toward Adhesive Nanocomposite Materials for Medical Implants

Tikhomirov,

Franconetti,

Johansson

et al. 2024

ACS Appl. Mater. Interfaces

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In the present work, we explored Lewis acid catalysis, via FeCl3, for the heterogeneous surface functionalization of cellulose nanofibrils (CNFs). This approach, characterized by its simplicity and efficiency, facilitates the amidation of nonactivated carboxylic acids in carboxymethylated cellulose nanofibrils (c-CNF). Following the optimization of reaction conditions, we successfully introduced amine-containing polymers, such as polyethylenimine and Jeffamine, onto nanofibers. This introduction significantly enhanced the physicochemical properties of the CNF-based materials, resulting in improved characteristics such as adhesiveness and thermal stability. Reaction mechanistic investigations suggested that endocyclic oxygen of cellulose finely stabilizes the transition state required for further functionalization. Notably, a nanocomposite, containing CNF and a branched low molecular weight polyethylenimine (CNF-PEI 800), was synthesized using the catalytic reaction. The composite CNF-PEI 800 was thoroughly characterized having in mind its potential application as coating biomaterial for medical implants. The resulting CNF-PEI 800 hydrogel exhibits adhesive properties, which complement the established antibacterial qualities of polyethylenimine. Furthermore, CNF-PEI 800 demonstrates its ability to support the proliferation and differentiation of primary human osteoblasts over a period of 7 days.

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Collagen incorporated functionalized bacterial cellulose composite: a macromolecular approach for successful tissue engineering applications

Adhikari,

Dasgupta,

Barui

et al. 2023

Cellulose

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Functionalization of cellulose nanofibrils to develop novel ROS-sensitive biomaterials

Abstract: Wood derived cellulose nanofibrils (CNFs) have emerged as an interesting material for biomedical applications. Functionalization of the nanofibrils with bioactive molecules is a potent tool to tailor CNF materials for...

Cited by 7 publications

References 46 publications

KR-12 Derivatives Endow Nanocellulose with Antibacterial and Anti-Inflammatory Properties: Role of Conjugation Chemistry

KR-12 Derivatives Endow Nanocellulose with Antibacterial and Anti-Inflammatory Properties: Role of Conjugation Chemistry

A Simple and Cost-Effective FeCl₃-Catalyzed Functionalization of Cellulose Nanofibrils: Toward Adhesive Nanocomposite Materials for Medical Implants

Collagen incorporated functionalized bacterial cellulose composite: a macromolecular approach for successful tissue engineering applications

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Functionalization of cellulose nanofibrils to develop novel ROS-sensitive biomaterials

Abstract: Wood derived cellulose nanofibrils (CNFs) have emerged as an interesting material for biomedical applications. Functionalization of the nanofibrils with bioactive molecules is a potent tool to tailor CNF materials for...

Cited by 7 publications

References 46 publications

KR-12 Derivatives Endow Nanocellulose with Antibacterial and Anti-Inflammatory Properties: Role of Conjugation Chemistry

KR-12 Derivatives Endow Nanocellulose with Antibacterial and Anti-Inflammatory Properties: Role of Conjugation Chemistry

A Simple and Cost-Effective FeCl3-Catalyzed Functionalization of Cellulose Nanofibrils: Toward Adhesive Nanocomposite Materials for Medical Implants

Collagen incorporated functionalized bacterial cellulose composite: a macromolecular approach for successful tissue engineering applications

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A Simple and Cost-Effective FeCl₃-Catalyzed Functionalization of Cellulose Nanofibrils: Toward Adhesive Nanocomposite Materials for Medical Implants