Structure-property relationships of novel phosphonate-functionalized networks and gels of poly(β-amino esters)

Altuncu, Seckin; Duman, Fatma Demir; Gulyuz, Umit; Acar, Havva Yağcı; Okay, Oğuz; Avcı, Duygu

doi:10.1016/j.eurpolymj.2019.01.052

Cited by 6 publications

(6 citation statements)

References 56 publications

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“…Given that PBAEs are frequently employed in the networked state 13,15,24,26,34–36 and in solution at concentrations where the polymer amines exceed the concentration of buffer, it is important to understand the pH‐dependent behavior of PBAEs to predict and program PBAE degradation. For example, 1X phosphate buffered saline (PBS) contains mostly sodium chloride with only 10 m M phosphate buffer, and therefore, PBAE amine concentrations exceeding 10 mM are likely to render the buffer ineffective.…”

Section: Introductionmentioning

confidence: 99%

Buffering effects on the solution behavior and hydrolytic degradation of poly(β‐amino ester)s

Kuenen

Mullin

Letteri

2021

Journal of Polymer Science

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With a vast, synthetically accessible compositional space and highly tunable hydrolysis rates, poly(β‐amino ester)s (PBAEs) are an attractive degradable polymer platform. Leveraging PBAEs in a wide range of applications hinges on the ability to program degradation, which, thus far, has been frustrated by multiple confounding phenomena contributing to the degradation of these charged polyesters. Basic conditions accelerate hydrolysis, yet reduce solubility, limiting water access to amines and esters. Further, the high buffering capacity of PBAEs can render buffers ineffective at controlling solution pH. To unify understanding of PBAE degradation and solution properties, this study examines PBAE hydrolysis as a function of pH and buffer concentration as well as polymer hydrophobicity. At low buffer concentrations, the PBAE amines and the acid produced during hydrolysis control solution pH. Meanwhile, at high buffer concentrations that afford relatively constant pH, hydrolysis rate increases with pH, despite the reduced PBAE solubility. Increasing the hydrophobic content of PBAEs eventually hinders the capacity of the polymer to accept protons from solution, limiting the pH increase and slowing hydrolysis. These studies showcase the role of buffering on the pH‐dependent degradation and solution properties of PBAEs, providing guidance for programming degradation in applications ranging from drug delivery to thermosets.

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Section: Introductionmentioning

confidence: 99%

Buffering effects on the solution behavior and hydrolytic degradation of poly(β‐amino ester)s

Kuenen

Mullin

Letteri

2021

Journal of Polymer Science

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“…The hydrogels absorbed water to form the first pores, which lead to the faster diffusion of water and ultimately accelerated the hydrogel degradation. The results ties well with Altuncu et al’s previous studies . It should be noted that the degradation ratios of FFK/PEGDA hydrogels have consistent trends, suggesting that the FFK/PEGDA hydrogels have the potential for long-term implantation …”

Section: Resultsmentioning

confidence: 91%

“…Thereafter, the first pores formed in the surface of low FFK/ PEGDA hydrogels, leading to the faster water diffusion and hydrogel degradation. 30 Similarly, the medium hydrogels have the strongest mechanical properties, slowest degradation ratios, and swelling ratios among all the synthesized hydrogels. π−π stacking peptide-contained DN hydrogels may pave a new efficient way to fabricate robust hybrid DN hydrogels in drug delivery and tissue engineering.…”

Section: Discussionmentioning

confidence: 99%

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Fabrication and Characterization of π–π Stacking Peptide-Contained Double Network Hydrogels

Zhu

Bian

et al. 2023

ACS Biomater. Sci. Eng.

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Since the physical properties are similar to native extracellular matrices, double network (DN) hydrogels have been studied extensively in the tissue engineering. However, the double chemical crosslinked DN hydrogel is limited by poor fatigue resistance. π–π stacking is a non-covalent bonding interaction, which is essential to maintain and self-assemble the three-dimensional structure of biological proteins and nucleic acids. In this study, a robust polyethylene glycol diacrylate (PEGDA)/FFK hybrid DN hydrogel was prepared by Michael addition and π–π stacking. The hybrid DN hydrogels with π–π stacking interactions have excellent mechanical strength and fatigue resistance. The DN FFK/PEGDA hydrogels reveal great biocompatibility and hemocompatibility. The DN hydrogels containing π–π stacking have the potential to fabricate robust hybrid DN hydrogels in drug release and tissue engineering.

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“…5A ). Similarly, Altuncu et al [ 52 ] studied degradation rate of novel PβAE gels with wide range of monomers molar ratio. Their results indicated that the degradation rate depended on PβAE chemical structure and more hydrophilic PβAE gel has more water uptake, more cleavage of ester linkages and faster degrade rate than hydrophobic gel.…”

Section: Resultsmentioning

confidence: 99%

Antibacterial and pH-sensitive methacrylate poly-L-Arginine/poly (β-amino ester) polymer for soft tissue engineering

Heydari

Varshosaz

Kharaziha

et al. 2023

J Mater Sci: Mater Med

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During the last decade, pH-sensitive biomaterials containing antibacterial agents have grown exponentially in soft tissue engineering. The aim of this study is to synthesize a biodegradable pH sensitive and antibacterial hydrogel with adjustable mechanical and physical properties for soft tissue engineering. This biodegradable copolymer hydrogel was made of Poly-L-Arginine methacrylate (Poly-L-ArgMA) and different poly (β- amino ester) (PβAE) polymers. PβAE was prepared with four different diacrylate/diamine monomers including; 1.1:1 (PβAE1), 1.5:1 (PβAE1.5), 2:1 (PβAE2), and 3:1 (PβAE3), which was UV cross-linked using dimethoxy phenyl-acetophenone agent. These PβAE were then used for preparation of Poly-L-ArgMA/PβAE polymers and revealed a tunable swelling ratio, depending on the pH conditions. Noticeably, the swelling ratio increased by 1.5 times when the pH decreased from 7.4 to 5.6 in the Poly-L-ArgMA/PβAE1.5 sample. Also, the controllable degradation rate and different mechanical properties were obtained, depending on the PβAE monomer ratio. Noticeably, the tensile strength of the PβAE hydrogel increased from 0.10 ± 0.04 MPa to 2.42 ± 0.3 MPa, when the acrylate/diamine monomer molar ratio increased from 1.1:1 to 3:1. In addition, Poly-L-ArgMA/PβAE samples significantly improved L929 cell viability, attachment and proliferation. Poly-L-ArgMA also enhanced the antibacterial activities of PβAE against both Escherichia coli (~5.1 times) and Staphylococcus aureus (~2.7 times). In summary, the antibacterial and pH-sensitive Poly-L-ArgMA/PβAE1.5 with suitable mechanical, degradation and biological properties could be an appropriate candidate for soft tissue engineering, specifically wound healing applications. Graphical Abstract

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Structure-property relationships of novel phosphonate-functionalized networks and gels of poly(β-amino esters)

Cited by 6 publications

References 56 publications

Buffering effects on the solution behavior and hydrolytic degradation of poly(β‐amino ester)s

Buffering effects on the solution behavior and hydrolytic degradation of poly(β‐amino ester)s

Fabrication and Characterization of π–π Stacking Peptide-Contained Double Network Hydrogels

Antibacterial and pH-sensitive methacrylate poly-L-Arginine/poly (β-amino ester) polymer for soft tissue engineering

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