Self-healing pH-sensitive poly[(methyl vinyl ether)-alt-(maleic acid)]-based supramolecular hydrogels formed by inclusion complexation between cyclodextrin and adamantane

Ma, Xiaoe; Zhou, Naizhen; Zhang, Tianzhu; Hu, Wusheng; Gu, Ning

doi:10.1016/j.msec.2016.12.039

Cited by 31 publications

(15 citation statements)

References 49 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Given the successful host–guest interaction and stable hydrogel fabrication we obtained for the host–guest+IPN hydrogel formulation, we proceeded to examine the self-healing response. Based on previous reports of PCD-AD self-healing materials, − we hypothesized that our hydrogels would exhibit this self-healing behavior unhindered by the β-lactam core of the guest molecule. The self-healing ability of our supramolecular hydrogel was assessed in the absence of any external stimuli.…”

Section: Resultsmentioning

confidence: 84%

β-Lactamase Responsive Supramolecular Hydrogels with Host–Guest Self-Healing Capability

Alkekhia

Shukla

2019

ACS Appl. Polym. Mater.

View full text Add to dashboard Cite

Smart supramolecular materials have gained popularity for a range of applications, including sensing, drug delivery, and tissue engineering. In this work, we describe a “host–guest” supramolecular hydrogel formulated with a bifunctional guest complex. Polymeric cyclodextrin (PCD) was utilized as the host backbone of the hydrogel, which was reinforced with an interpenetrating network polymerized by acrylamide/N-vinylpyrrolidinone. The guest molecule developed here was designed to not only enable molecular association with PCD, imparting hydrogels with a self-healing capability, but also undergo enzymatic cleavage, causing macroscale degradation of the hydrogel. This dual functional behavior was obtained by incorporation of two adamantane (AD) moieties on the guest, which form cross-links between the PCD hydrophobic cavities and a β-lactam core, which is cleaved by bacteria produced β-lactamases (βLs). The supramolecular host–guest hydrogels underwent self-healing upon severing and were able to regain an initial tensile modulus comparable to that of the as-formed hydrogels within ∼20 h. The hydrogels were also found to remain stable at simulated physiological conditions (phosphate buffered saline, pH 7.4, 37 °C) and degrade specifically in the presence of βLs from Bacillus cereus and Enterobacter cloacae over 28–35 h. Hydrogels with a protecting group attached to a common βL recognition site on the guest exhibited a significantly slower degradation, confirming that hydrogel degradation is specific to βL cleavage of the guest molecule. This βL responsive degradation was translated to bacteria, resulting in complete degradation of hydrogels incubated with cultures of βL producing bacteria in approximately 72 h, while those incubated with non-βL producing bacteria remained stable over this time. The supramolecular host–guest hydrogels developed here are promising for future applications of bacteria-responsive materials, including controlled drug delivery and diagnostics, in which a robust material capable of self-healing is desirable.

show abstract

Section: Resultsmentioning

confidence: 84%

β-Lactamase Responsive Supramolecular Hydrogels with Host–Guest Self-Healing Capability

Alkekhia

Shukla

2019

ACS Appl. Polym. Mater.

View full text Add to dashboard Cite

show abstract

“…Hydrogels can be obtained by esteri cation grafting crosslinking reaction between maleic anhydride groups of PMVE-MAn and hydroxyl or amine groups of natural polymers [15]. Therefore, this synthetic polymer can act as a cross linker and create chemical cross-linking with GG.…”

Section: Introductionmentioning

confidence: 99%

Development of a Novel Antibacterial Hydrogel Scaffold Based on Guar Gum/Poly (methylvinylether-alt-maleic Acid) Containing Cinnamaldehyde-Loaded Chitosan Nanoparticles

Maroufi

Ghorbani

2021

J Polym Environ

View full text Add to dashboard Cite

In this study, we produced a novel chemical cross-linked Guar gum/Poly(methylvinylether-alt-maleicacid) (GG/PMVE-MA) hydrogels with various blending weight ratio of GG, and PMVE-MAn (GG/P20, GG/P40, and GG/P70). These produced hydrogels were analyzed by fourier-transform infrared spectroscopy, scanning electron microscope, thermogravimetric analysis, swelling degree, and mechanical characteristics. The results demonstrated that with increasing PMVE-MAn content, thermal stability, swelling degree, and mechanical characteristics of hydrogels were improved. As a result, the GG/P70 hydrogel was selected as an optimal hydrogel. Moreover, MTT analyze indicated that these hydrogels were non-toxic and any reduction or stop of cells growth wasn't observed over time. Additionally, encapsulation of cinnamaldehyde (CA)-loaded chitosan nanoparticles CSNPs into optimal hydrogel formulation signi cantly (P < 0.05) increased scavenging of DPPH radical about 60%. In addition, the inhibition capability of GG/P70/CA-loaded CSNPs hydrogel against E. coli and S. areus, demonstrating that the hydrogel had high antibacterial and antioxidant activities. The general results showed that this composite hydrogel (GG/P70/CA-loaded CSNPs) could be useful for various applications such as drug delivery, tissue engineering and food industry.

show abstract

“…As a guest molecule, Ad has the similar property and the right size to the βCD cavity, so it can enter the cavity of βCD to form a structure of “lock-key”. , With an association constant of 3.5 × 10 4 M –1 , βCD and Ad can form a steady inclusion compound via host–guest interaction. − By simply mixing βCD and Ad grafted polymers, the self-assembled supramolecular hydrogels will be formed under the interaction of host and guest. PMM, which is nontoxic and contains active groups, is one of the ideal materials for grafting of βCD and Ad. , According to previous literature, PMM is a polycarboxylic polymer and has been developed as a biological material for applications in biomedical, drug medicine, and healthcare. , Polyacrylamide (PAAm) carries a large number of amide groups and is highly hydrophilic, which has been used for tissue adhesion, etc. , The combination of PAAm with PMM will provide additional hydrogen bonds of carboxyl/amide groups, for noncovalent cross-linking interaction.…”

Section: Introductionmentioning

confidence: 99%

Self-Assembled Supramolecular Hybrid Hydrogels Based on Host–Guest Interaction: Formation and Application in 3D Cell Culture

Ren

Wang

Bernaerts

et al. 2020

ACS Appl. Bio Mater.

Self Cite

View full text Add to dashboard Cite

In recent decades, in vitro three-dimensional (3D) cell culture has been rapidly developed and widely used in many biomedical fields. Based on this background, a kind of selfassembled supramolecular hybrid hydrogel materials based on host−guest interaction of β-cyclodextrin (βCD) and adamantane (Ad) is designed for 3D cell culture. First, βCD is grafted to poly(methyl vinyl ether-alt-maleic acid) (PMM) to obtain the host polymers of βCD-grafted-PMM (PMM-βCD). Second, the guest polymers of poly(acrylamide-co-N-adamantyl acrylamide) (PAAm-Ad) are synthesized through free-radical copolymerization of acrylamide and N-adamantyl acrylamide. Finally, the self-assembled supramolecular hybrid hydrogels of PMM-βCD/PAAm-Ad are formed by simply mixing the aqueous solution of host and guest polymers with a total concentration of 3.3% (w/v) and a βCD/Ad molar ratio of 1:1. The main cross-linking interactions come from the host−guest interaction of βCD/Ad as well as hydrogen-bonding interaction of carboxyl/amide groups. The prepared hydrogels with good cytocompatibility have been successfully used as 3D cell culture scaffold for SKOV3, HUVEC, and L929 cells culture. Thus, this work provides a way and biomaterial for the preparation of a functionalized 3D cell culture scaffold, which lays an experimental and theoretical basis for cell follow-up research.

show abstract

Self-healing pH-sensitive poly[(methyl vinyl ether)-alt-(maleic acid)]-based supramolecular hydrogels formed by inclusion complexation between cyclodextrin and adamantane

Cited by 31 publications

References 49 publications

β-Lactamase Responsive Supramolecular Hydrogels with Host–Guest Self-Healing Capability

β-Lactamase Responsive Supramolecular Hydrogels with Host–Guest Self-Healing Capability

Development of a Novel Antibacterial Hydrogel Scaffold Based on Guar Gum/Poly (methylvinylether-alt-maleic Acid) Containing Cinnamaldehyde-Loaded Chitosan Nanoparticles

Self-Assembled Supramolecular Hybrid Hydrogels Based on Host–Guest Interaction: Formation and Application in 3D Cell Culture

Contact Info

Product

Resources

About