Hematin-conjugated gelatin as an effective catalyst for preparing biological hydrogels

Ton, Tan Phuoc; Nguyen, Van Toan; Doan, Phuong L.; Nguyen, Duc‐Tho; Nguyen, Thi Phuong; Huynh, Chan Khon; Ngo, Thi Cam Quyen; Dang, Le Hang; Trân, Ngoc Quyên

doi:10.1039/d1nj01426a

Cited by 7 publications

(5 citation statements)

References 34 publications

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“…To prove the ability of ginger oil in protection of GL nano-lipid, pyrogallol assay was perfomed. For this test, pyrogallol was oxidized by hydrogen peroxide (H2O2) with the help of HRP enzyme [34]. Previous studies have mentioned the ability of ginger oil in cancel the activity of oxidant due to the abundance of polyphenol compounds such as 6shogaol or gingerol [25][26].…”

Section: The Physical Stability Study Of Gl Nano-lipidmentioning

confidence: 99%

Nano-lipids based on Ginger Oil and Lecithin as A Potential Drug Delivery System

Quach¹,

Le²,

Nguyen³

et al. 2022

Preprint

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Lipid nanoparticles have an interesting part of drug delivery system. In this study, the modification of the convention nano-lipid based soybean lecithin was demonstrated. Ginger oil derived Zingiber officinale was used along with lecithin, cholesterol and span 80 to fabricate nano-lipid (GL nano-lipid) using thin-film method. Through TEM and confocal microscope, GL nano-lipid exposes the liposome- like morphology. The average size of the resultant nanoparticles was 249.1nm with monodistribution (PDI= 0.021). The ζ-potential of GL nano-lipid was negative as similar to as prepared nano-lipid based lecithin. GL nano-lipid express the highly stable over 60 days of storage at room temperature in term of size, ζ-potential. A shift of pH value from alkaline to acid was detected in lecithin nano-lipid, while with the incorporation of ginger oil, pH value of nano-lipid dispersion was around 7.0. Furthermore, due to the rich of shogaol-6 and other active compounds in ginger oil, the GL nano-lipid is endowed with intrinsic antibacterial feature. In addition, the sulforhodamine B (SRB) assay and live/dead imaging revealed the excellent biocompatibility of GL nano-lipid. Notably, GL nano-lipid was capable to carry the hydrophobic agents as curcumin and perform a pH-dependent release profile. A subsequent characterization are a suitable potential for drug delivery system.

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Section: The Physical Stability Study Of Gl Nano-lipidmentioning

confidence: 99%

Nano-lipids based on Ginger Oil and Lecithin as A Potential Drug Delivery System

Quach¹,

Le²,

Nguyen³

et al. 2022

Preprint

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“…The method is based on previous studies. [15,[25][26][27] First, gelatin (Ge, 2 g, 1.36 mmol) was dissolved in 20 ml of deionized water at 40 o C. Added Tyramine (Tyr) into the gelatin solution at a 1:4 molar ratio (amine groups of Tyr and carboxylic groups of Ge). After the mixture received additions of EDC and NHS, pH was set to 5 using dilute HCl.…”

Section: Synthesis Of Hgt Polymermentioning

confidence: 99%

“…Furthermore, the majority of the crosslinking enzymes are similar to the enzymes that catalyze naturally occurring reactions in the human body can easily gel in place. [15][16][17] HRP enzyme can catalyze the in situ hydrogel formation at the expense of hydrogen peroxide (H2O2). Phenol compounds act as reducing substrates, being cross-linked via C-C bonds and C-O bonds of the aromatic ring.…”

Section: Introductionmentioning

confidence: 99%

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Preparation of injectable free‐HRP‐mediated and self‐catalyzed gelatin‐tyramine hydrogel for biomedical applications

Nguyen,

Bui,

Dang

et al. 2022

Vietnam Journal of Chemistry

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Approaches of synthesizing injectable hydrogels have drawn significant attention in several fields including drug delivery, tissue adhesion, and wound healing. Among them, injectable horseradish peroxidase‐mediated hydrogels have emerged as a prospective candidate in the development of biomedical materials. In the study, we prepared a hematin‐gelatin‐tyramine (HGT) polymer which could be exploited to prepare an injectable hydrogel in absence of Horseradish peroxidase (HRP). The chemical structure of HGT was characterized by UV‐Vis, 1H‐NMR spectroscopies. The HGT hydrogel could be formed in situ rapidly in presence of a small amount of H2O2 (3‐15 mM). Besides, HGT can catalyze pyrogallol and guaiacol like the enzyme HRP, and HGT has good biodegradability. Further studies on the biocompatibility of hydrogels will be investigated towards tissue regeneration.

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“…In addition, versatile variations in the precursor, depending on the type of polymer, the linkage between the polymer and phenol, and the structure of the phenolic moiety, offer an opportunity to conveniently alter the function of the resultant hydrogel, including its biological and mechanical properties. Consequently, horseradish peroxidase (HRP) has been widely applied for hydrogelation by exploiting various precursors such as phenol-conjugated hyaluronic acid and catechol-functionalized cellulose. , However, the HRP-catalyzed method has the shortcoming of suicide inactivation of HRP by excess H 2 O 2 . , As the amount of H 2 O 2 is crucial for the regulation of the mechanical strength of the resultant hydrogel, several attempts have been made to solve this problem, e.g., dropwise addition of H 2 O 2 and indirect addition of H 2 O 2 via a glucose oxidase-coupled reaction. , Recently, hematin, which is a small-molecule-based artificial peroxidase, was reported as an alternative to HRP; however, it has some limitations such as deficient activity requiring longer reaction times and high concentration of H 2 O 2 , and inherent instability of hematin in aqueous conditions. − Herein, we verified the potential of photocaged Mn 2 (bpmp) as a substitute for HRP in the peroxidase-mediated hydrogelation with high stability and catalytic efficiency and enabled the noninvasive regulation of hydrogelation by light irradiation. We believe that this would be a more practical method that also has the advantages of peroxidase-mediated gelation and the ability to control the kinetics, timing, and location of gelation by altering light-related variables, resulting in versatile variations in the shape and mechanical properties of the resultant hydrogel.…”

Section: Introductionmentioning

confidence: 99%

Photoactivatable Artificial Peroxidase System Using a Dimanganese Complex and Its Application to Light-Controlled Synthesis of Hydrogel

Lee

Han

2022

ACS Appl. Polym. Mater.

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In this paper, we report a photoactivatable, artificial peroxidase system based on a photocaging approach. The photocaged Mn 2 (bpmp) (bpmp: 2,6-bis((bis(2-pyridylmethyl)amino)-methyl)-4-methylphenolate) complex was developed by a simple design and synthesis of the corresponding bpmp ligand via the introduction of the 1-(o-nitrophenyl)-ethyl (NPE) group, a well-known photoremovable protecting group. Following 365 nm light irradiation of the resulting complex, the intrinsic peroxidaselike activity of the raw Mn 2 (bpmp) was effectively restored. Interestingly, the degree of activation of the raw Mn 2 (bpmp) system was found to be altered by varying the irradiation time and/ or the light intensity, providing us with a method to tune the in situ reaction kinetics ad libitum. The photocaged Mn 2 (bpmp) complex was further utilized for light-controlled hydrogelation by exploiting the ability of Mn 2 (bpmp) to catalyze the synthesis of hydrogels under physiological conditions with a phenolfunctionalized hydrophilic polymer as a precursor, and the photocontrollability of this catalytic activity using an external light source. Spatial control of light irradiation using a photomask enabled site-specific activation of peroxidase-like activity, allowing the preparation of a desired shape of the hydrogel. In addition, the mechanical properties of the resultant hydrogel, such as the adhesion strength, could be regulated depending on the light exposure time of the pre-gel solution containing the precursor, H 2 O 2 , and photocaged Mn 2 (bpmp). Furthermore, the biocompatibility of the hydrogel synthesized using the photocaged Mn 2 (bpmp) was confirmed by an in vitro assay.

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Hematin-conjugated gelatin as an effective catalyst for preparing biological hydrogels

Abstract: The design of Ge–He provides feasible strategies for mimicking HRP enzyme to fabricate biomedical hydrogels.

Cited by 7 publications

References 34 publications

Nano-lipids based on Ginger Oil and Lecithin as A Potential Drug Delivery System

Nano-lipids based on Ginger Oil and Lecithin as A Potential Drug Delivery System

Preparation of injectable free‐HRP‐mediated and self‐catalyzed gelatin‐tyramine hydrogel for biomedical applications

Photoactivatable Artificial Peroxidase System Using a Dimanganese Complex and Its Application to Light-Controlled Synthesis of Hydrogel

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