Phospholipid polymer hydrogels with rapid dissociation for reversible cell immobilization

Moriwaki, Sachi; Yoshizaki, Yuta; Konno, Tomohiro

doi:10.1039/d1tb02316k

Cited by 7 publications

(3 citation statements)

References 42 publications

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“…For this reason, based on the diversity of chemical structures and molecular weights of hydrophilic polymers, early researchers prepared phospholipid-polymer conjugates with phospholipid end groups by covalently bonding phospholipids to hydrophilic polymers. [9][10][11][12][13][14][15] For example, Lasic et al coupled polyethylene glycol (PEG) with phosphatidylethanolamine using a carbonyl diimidazole coupling agent to prepare phospholipid-PEG conjugates that could be coassembled with lecithin to form "stealth" liposomes. 16 Clawson et al coupled phospholipid molecules to the ends of methoxypolyethylene glycol chains by an esterification reaction and further coassembled them with lipid nanoparticles, resulting in the preparation of phospholipid-(succinate)-methoxypolyethylene glycol hybrid nanoparticles with pH-sensitive functionality, 17 which can be applied in acidic tumor microenvironments or aggregated in deep lung tissues to improve the efficacy of inhaled drug delivery.…”

Section: Introductionmentioning

confidence: 99%

“…Therefore, the preparation of amphiphilic phospholipid compounds with adjustable structures and functions is of great importance. For this reason, based on the diversity of chemical structures and molecular weights of hydrophilic polymers, early researchers prepared phospholipid–polymer conjugates with phospholipid end groups by covalently bonding phospholipids to hydrophilic polymers 9–15 . For example, Lasic et al coupled polyethylene glycol (PEG) with phosphatidylethanolamine using a carbonyl diimidazole coupling agent to prepare phospholipid‐PEG conjugates that could be coassembled with lecithin to form “stealth” liposomes 16 .…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of diacylglycerol‐terminated lipid–polymer conjugates: Application to cell surface modification

Wang,

Zhou,

Guo

et al. 2024

J of Applied Polymer Sci

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With the demand for the development of lipid–polymer conjugates (LPCs) for biomedical applications, the development of novel, rapid, and efficient methods for the synthesis of LPCs is of great significance. In this study, a novel Y‐type photoinitiator (Lipid‐PI) containing a diacylglycerol group was first synthesized, and then the polymerization of conjugated vinyl monomers such as oligoethylene glycol methyl ether methacrylate (OEGMA) and N,N‐dimethylacrylamide could be rapidly initiated by the Lipid‐PI initiator under Mn2(CO)10 and visible light radiation at room temperature to efficiently prepare LPCs. The 1H‐NMR results revealed that the diacylglycerol moiety resided at the terminal position of the LPCs molecular chain. Through dynamic light scattering and transmission electron microscopy techniques, it was found that the Lipid‐POF (POF is defined as poly(OEGMA‐co‐FluMA)) prepared from OEGMA monomers can self‐assemble into spherical micelles with a particle size of approximately 80 nm in pure water. Furthermore, the in vitro bioassay results illustrate that the prepared Lipid‐POF not only can successfully modify the L929 cell surface but also has good biocompatibility. Overall, this study not only provides a fast and efficient method for synthesizing LPCs but also has broad application potential in the biomedical field.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis of diacylglycerol‐terminated lipid–polymer conjugates: Application to cell surface modification

Wang,

Zhou,

Guo

et al. 2024

J of Applied Polymer Sci

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“…Phenylboronic ester (PBE), formed by complexation between phenylboronic acids (PBAs) and cis-diols, is one of the most common ROS responsive moieties [26,27]. Moreover, as a representative dynamic covalent bond, phenylboronic ester has been explored for preparation of hydrogels with excellent self-healing and injectable properties [28][29][30][31][32][33]. The formation of phenylboronic ester is pH-dependent and favours a solution pH higher than the pK a value of PBAs [34].…”

Section: Introductionmentioning

confidence: 99%

Self-Healing Alginate Hydrogel Formed by Dynamic Benzoxaborolate Chemistry Protects Retinal Pigment Epithelium Cells against Oxidative Damage

Liu

Huang

Tao

et al. 2022

Gels

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Oxidative stress is considered as a major factor causing retinal pigment epithelium (RPE) dysfunction and finally leading to retinal diseases such as age-related macular degeneration (AMD). Developing hydrogels for RPE cell delivery, especially those with antioxidant feature, is emerging as a promising approach for AMD treatment. Herein, a readily prepared antioxidant alginate-based hydrogel was developed to serve as a cytoprotective agent for RPE cells against oxidative damage. Alg-BOB was synthesized via conjugation of benzoxaborole (BOB) to the polysaccharide backbone. Hydrogels were formed through self-crosslinking of Alg-BOB based on benzoxaborole-diol complexation. The resulting hydrogel showed porous micro-structure, pH dependent mechanical strength and excellent self-healing, remolding, and injectable properties. Moreover, the hydrogel exhibited excellent cytocompatibility and could efficiently scavenge reactive oxygen species (ROS) to achieve an enhanced viability of ARPE-19 cells under oxidative condition. Altogether, our study reveals that the antioxidant Alg-BOB hydrogel represents an eligible candidate for RPE delivery and AMD treatment.

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Macroporous hydrogel prepared via aqueous polymerization induced phase separation toward in situ immobilization of yeast

Sun,

Cai,

Liu

et al. 2024

J of Applied Polymer Sci

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Yeast‐loaded open‐cell macroporous poly(acrylamide) (PAM) hydrogels are prepared by polymerization induced phase separation (PIPS) with potassium persulfate (KPS)‐yeast as a redox initiator in a polyethylene glycol (PEG) aqueous solution. The presence of PEG not only allows the sizes of both void and interconnected pores of the hydrogels controllable, but also enlarges the void. Which makes it possible to embed cells in situ and efficiently transport nutrients inside the hydrogels. Yeasts are herein used to form a redox pair with KPS to run the polymerization of acrylamide (AM) at a mild temperature (less than 31°C), avoiding the cell inactivation during the polymerization. The in situ immobilization causes a uniformly distribution and high immobilization rate (~100%) of yeasts in the hydrogels. The hydrogels are then used to ferment glucose to produce ethanol, exhibiting high fermentation efficiency of 68%. After 10 cycles, the yeast can still maintain 86% of the initial fermentation efficiency. The yeasts maintain 87% and 93% of the initial cell activity after 1 week store at 4°C in dry state and in yeast extract peptone dextrose (YPD) medium, respectively. This study demonstrates that an aqueous PIPS initiated by peroxide‐target cells is an effective platform to efficiently in situ immobilize cells in a hydrogel for high performance fermentation.

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Phospholipid polymer hydrogels with rapid dissociation for reversible cell immobilization

Abstract: Reversible and cytocompatible cell immobilization polymer matrix with rapid dissociation rate was prepared by using with a zwitterionic phospholipid polymer bearing phenylboronic acid and poly(vinyl alcohol)(PVA). A reversible and spontaneously...

Cited by 7 publications

References 42 publications

Synthesis of diacylglycerol‐terminated lipid–polymer conjugates: Application to cell surface modification

Synthesis of diacylglycerol‐terminated lipid–polymer conjugates: Application to cell surface modification

Self-Healing Alginate Hydrogel Formed by Dynamic Benzoxaborolate Chemistry Protects Retinal Pigment Epithelium Cells against Oxidative Damage

Macroporous hydrogel prepared via aqueous polymerization induced phase separation toward in situ immobilization of yeast

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