Visible light induced dextran-methacrylate hydrogel formation using (−)-riboflavin vitamin B2 as a photoinitiator and L-arginine as a co-initiator

Kim, Sin-hee; Chu, Chih‐Chang

doi:10.1007/s12221-009-0014-z

Cited by 66 publications

(36 citation statements)

References 29 publications

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“…The current biomedical application for riboflavin is to act as a type II photo-initiator for hydrogel polymerization reactions which uses riboflavin's absorption in the visible region as a safe alternative to using harmful UV irradiation [17, 18]. Methylene blue is actively researched for photo-inactivation technologies in European countries.…”

Section: Discussionmentioning

confidence: 99%

Visible light and near-infrared-responsive chromophores for drug delivery-on-demand applications

Linsley

Quach

Agrawal

et al. 2015

Drug Deliv. and Transl. Res.

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The need for temporal-spatial control over the release of biologically active molecules has motivated efforts to engineer novel drug delivery-on-demand strategies actuated via light irradiation. Many systems, however, have been limited to in vitro proof-of-concept due to biocompatibility issues with the photo-responsive moieties or the light wavelength, intensity and duration. To overcome these limitations, this paper describes a light actuated drug delivery-on-demand strategy that uses visible and near infrared (NIR) light and biocompatible chromophores: cardiogreen, methylene blue and riboflavin. All 3 chromophores are capable of significant photothermal reaction upon exposure to NIR and visible light, and the amount of temperature change is dependent upon light intensity, wavelength as well as chromophore concentration. Pulsatile release of bovine serum albumin (BSA) from thermally-responsive hydrogels was achieved over 4 days. These findings have the potential to translate light actuated drug delivery-on-demand systems from the bench to clinical applications that require explicit control over the presentation of biologically active molecules.

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Section: Discussionmentioning

confidence: 99%

Visible light and near-infrared-responsive chromophores for drug delivery-on-demand applications

Linsley

Quach

Agrawal

et al. 2015

Drug Deliv. and Transl. Res.

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“…to initiate photopolymerization [34, 35]. The most commonly used visible light mediated cross-linking of hydrogels involves the excitation of dye molecules into a triplet state for extracting hydrogen atoms from amine-bearing co-initiators (e.g., triethanolamine, TEOA) [36–39]. The deprotonated radicals then initiate vinyl bond cross-linking via a chain-growth polymerization mechanism.…”

Section: Introductionmentioning

confidence: 99%

Visible light cured thiol-vinyl hydrogels with tunable degradation for 3D cell culture

et al. 2014

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We report here a synthetically simple yet highly tunable and diverse visible light mediated thiol-vinyl gelation system for fabricating cell-instructive hydrogels. Gelation was achieved via a mixed-mode step-and-chain-growth photopolymerization using functionalized 4-arm poly(ethylene glycol) as backbone macromer, eosin-Y as photosensitizer, and di-thiol containing molecule as dual purpose co-initiator/cross-linker. N-vinylpyrrolidone (NVP) was used to accelerate gelation kinetics and to adjust the stiffness of the hydrogels. Visible light (wavelength: 400–700nm) was used to initiate rapid gelation (gel points: ~20 seconds) that reached completion within a few minutes. The major differences between current thiol-vinyl gelation and prior visible light mediated photopolymerization are that: (1) the co-initiator triethanolamine (TEOA) used in the previous systems was replaced with multifunctional thiols and (2) mixed-mode polymerized gels contain less network heterogeneity. The gelation kinetics and gel properties at the same PEG macromer concentration could be tuned by changing the identity of vinyl groups and di-thiol cross-linkers, as well as concentration of cross-linker and NVP. Specifically, acrylate-modified PEG afforded the fastest gelation rate, followed by acrylamide and methacrylate-functionalized PEG. Increasing NVP concentration also accelerated gelation and led to a higher network cross-linking density. Further, increasing di-thiol peptide concentration in the gel formulation increased hydrogel swelling and decreased gel stiffness. Due to the formation of thiol-ether-ester bonds following thiol-acrylate reaction, the gels degraded hydrolytically following a pseudo first order degradation kinetics. Degradation rate was controlled by adjusting thiol or NVP content in the polymer precursor solution. The cytocompatibility and utility of this hydrogel system were evaluated using in situ encapsulation of human mesenchymal stem cells (hMSC). Encapsulated hMSCs remained alive (>90%) throughout the duration of the study and the cells were differentiated down osteogenic lineage with varying degrees by controlling the rate and mode of gel degradation.

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“…Using riboflavin and arginine allowed us to avoid traditional, possibly harmful, phenone photoinitiators, which have been used up to now with SFL. Furthermore, riboflavin is photosensitive in the visible part of the spectrum, hence we could use visible light (400–490 nm) for crosslinking. Avoiding UV exposure of the hydrogel is important for future applications of our system, such as production of cell laden hydrogels or hydrogels with biologically active, UV‐sensitive molecules.…”

Section: Resultsmentioning

confidence: 99%

Biodegradable Microparticles for Simultaneous Detection of Counterfeit and Deteriorated Edible Products

Řehoř

Vreeswijk

Vermonden

et al. 2017

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In an era of globalized trade relations where food and pharmaceutical products cross borders effortlessly, consumers face counterfeit and deteriorated products at elevated rates. This paper presents multifunctional, biodegradable hydrogel microparticles that can provide information on the authenticity and the potential deterioration of the tagged food or pharmaceutical formulations. These microparticles integrate spatially patterned authenticity code with two sensors-the first one detects possible presence of pathogenic microbes through monitoring pH while the second one identifies products stored above optimal temperatures via optical monitoring of the microparticle degradation. Particles are synthesized from a biocompatible polymer and a photoinitiator, dextran modified with 2-hydroxyethylmethacrylate and riboflavin, respectively, using a continuous, high throughput method stop-flow lithography. The proposed synthesis approach also enables crosslinking with visible light bringing about additional flexibility to flow lithography. Model liquid and solid food and pharmaceutical products are successfully labeled with microparticles and the functionality of the sensors in aqueous solutions is demonstrated.

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Visible light induced dextran-methacrylate hydrogel formation using (−)-riboflavin vitamin B2 as a photoinitiator and L-arginine as a co-initiator

Cited by 66 publications

References 29 publications

Visible light and near-infrared-responsive chromophores for drug delivery-on-demand applications

Visible light and near-infrared-responsive chromophores for drug delivery-on-demand applications

Visible light cured thiol-vinyl hydrogels with tunable degradation for 3D cell culture

Biodegradable Microparticles for Simultaneous Detection of Counterfeit and Deteriorated Edible Products

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