Trigger-Responsive Poly(β-amino ester) Hydrogels

Zhang, Yanfeng; Wang, Rui; Hua, Yuyan; Baumgartner, Ryan; Cheng, Jianjun

doi:10.1021/mz500277j

Cited by 48 publications

(40 citation statements)

References 42 publications

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“…Degradation can also be triggered in real time with externally provided cues. For example, acidic conditions typically accelerate hydrolysis 118 . High-energy ultra-violet (UV) light can trigger degradation of microgels containing o -nitrobenzyl ether moieties (NBE) due to cleavage of the NBE, accompanied by release of encapsulated transforming growth factor beta 1 (TGF-β1) 119 .…”

Section: Mesh Size Controls Diffusion and Releasementioning

confidence: 99%

Designing hydrogels for controlled drug delivery

2016

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Hydrogel delivery systems can leverage therapeutically beneficial outcomes of drug delivery and have found clinical use. Hydrogels can provide spatial and temporal control over the release of various therapeutic agents, including small-molecule drugs, macromolecular drugs and cells. Owing to their tunable physical properties, controllable degradability and capability to protect labile drugs from degradation, hydrogels serve as a platform in which various physiochemical interactions with the encapsulated drugs control their release. In this Review, we cover multiscale mechanisms underlying the design of hydrogel drug delivery systems, focusing on physical and chemical properties of the hydrogel network and the hydrogel–drug interactions across the network, mesh, and molecular (or atomistic) scales. We discuss how different mechanisms interact and can be integrated to exert fine control in time and space over the drug presentation. We also collect experimental release data from the literature, review clinical translation to date of these systems, and present quantitative comparisons between different systems to provide guidelines for the rational design of hydrogel delivery systems.

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Section: Mesh Size Controls Diffusion and Releasementioning

confidence: 99%

Designing hydrogels for controlled drug delivery

2016

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“…The influence of macromer molecular weight and branching on network properties was investigated by adding a trifunctional monomer . PBAE cross‐linkers added to monofunctional methacrylates were reported …”

Section: Introductionmentioning

confidence: 99%

Bisphosphonate‐functionalized poly(β‐amino ester) network polymers

Guven

Altuncu

Duman

et al. 2017

J Biomedical Materials Res

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Three novel bisphosphonate-functionalized secondary diamines are synthesized and incorporated into poly(β-amino ester)s (PBAEs) to investigate the effects of bisphosphonates on biodegradation and toxicity of PBAE polymer networks. These three novel amines, BPA1, BPA2, and BPA3, were prepared from the reactions of 1,4-butanediamine, 1,6-hexanediamine, or 4,9-dioxa-1,12-dodecanediamine with tetraethyl vinylidene bisphosphonate, respectively. The PBAE macromers were obtained from the aza-Michael addition reaction of these amines to 1,6-hexane diol diacrylate (HDDA) and poly(ethylene glycol) diacrylate (PEGDA, M = 575) and photopolymerized to produce biodegradable gels. These gels with different chemistries exhibited similar degradation behavior with mass loss of 53-73% within 24 h, indicating that degradation is mostly governed by the bisphosphonate group. Based on the in vitro cytotoxicity evaluation against NIH 3T3 mouse embryonic fibroblast cells, the degradation products do not exhibit significant toxicity in most cases. It was also shown that PBAE macromers can be used as cross-linkers for the synthesis of 2-hydroxyethyl methacrylate hydrogels, conferring small and customizable degradation rates upon them. The materials reported have potential to be used as nontoxic degradable biomaterials. © 2017 Wiley Periodicals, Inc. J Biomed Mater Res Part A: 105A: 1412-1421, 2017.

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“…124 A frequently used Michael type reaction for hydrogel synthesis is the addition of thiols to α,β-unsaturated carbonyls (such as maleimide, acrylate, acrylamide or vinylsulfone) because it occurs rapidly under mild reaction conditions with a high conversion. 76, 125–127 There has been considerable research in developing synthetic ECM using thiolated HA (HA-SH) and HA or PEG carrying reactive double bonds. For instance, injectable hydrogels formed from HA-SH and 4-arm PEG vinylsulfone were prepared for potential cartilage tissue engineering.…”

Section: Chemical Approaches To Hydrogel Synthesismentioning

confidence: 99%

Chemical synthesis of biomimetic hydrogels for tissue engineering

2017

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Owing to the high water content, porous structure, biocompatibility and tissue-like viscoelasticity, hydrogels have become attractive and promising biomaterials for use in drug delivery, 3D cell culture and tissue engineering applications. Various chemical approaches have been developed for hydrogel synthesis using monomers or polymers carrying reactive functional groups. For in vivo tissue repair and in vitro cell culture purposes, it is desirable that the crosslinking reactions occur under mild conditions, do not interfere with biological processes and proceed at high yield with exceptional selectivity. Additionally, the cross-linking reaction should allow straightforward incorporation of bioactive motifs or signaling molecules, at the same time, providing tunability of the hydrogel microstructure, mechanical properties, and degradation rates. In this review, we discuss various chemical approaches applied to the synthesis of complex hydrogel networks, highlighting recent developments from our group. The discovery of new chemistries and novel materials fabrication methods will lead to the development of the next generation biomimetic hydrogels with complex structures and diverse functionalities. These materials will likely facilitate the construction of engineered tissue models that may bridge the gap between 2D experiments and animal studies, providing preliminary insight prior to in vivo assessments.

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Trigger-Responsive Poly(β-amino ester) Hydrogels

Cited by 48 publications

References 42 publications

Designing hydrogels for controlled drug delivery

Designing hydrogels for controlled drug delivery

Bisphosphonate‐functionalized poly(β‐amino ester) network polymers

Chemical synthesis of biomimetic hydrogels for tissue engineering

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