Protein encapsulation and release from PEO-b-polyphosphoester templated calcium carbonate particles

Yilmaz, Zeynep Ergul; Cordonnier, Thomas; Debuigne, Antoine; Calvignac, Brice; Jérôme, Christine; Boury, Frank

doi:10.1016/j.ijpharm.2016.09.007

Cited by 13 publications

(20 citation statements)

References 47 publications

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“…In line with ROP of lactones that can be initiated from macroinitiator such as monomethoxypoly(ethylene oxide) (PEO) to prepare diblock copolymers such as PEO‐ b ‐PLA or PEO‐ b ‐PLGA, similar diblock copolymers, PEO‐ b ‐PPE, of well‐controlled composition can be obtained by organocatalyzed ROP in presence of the selected PEO macroinitiator …”

Section: Synthesis: Organocatalyzed Ring‐opening Polymerizationmentioning

confidence: 99%

“…By this reaction, a range of cyclic phosphotriester having R′ = H and various R groups that include alkyl chains of various size (methyl to octyl) and unsaturated chains (allyl, butenyl, butynyl, acrylate) has been obtained in good purity enough to be polymerized by the ROP process. However, the purification of these monomers that are highly sensitive toward traces of water or other protic species that easily open the ring, remains a tedious step.…”

Section: Synthesis: Organocatalyzed Ring‐opening Polymerizationmentioning

confidence: 99%

“…These cyclic monomers bearing alkyl, alkenyl, and alkynyl side groups such as allyl phosphate (AllP), butenyl phosphate (BP), butynyl phosphate (PBYP) and vinyl ethylene phosphate (EVEP) were successfully homopolymerized or randomly or sequentially copolymerized by organocatalyzed ROP. The polymerizability of the monomer is affected neither by the increasing lenght of the alkyl side group at least up to an octyl side chain nor by the presence of an insaturation.…”

Section: Synthesis: Organocatalyzed Ring‐opening Polymerizationmentioning

confidence: 99%

“…Based on the wide set of PPEs bearing insaturations made available (Table ), copper‐mediated azide–alkyne Huisgen cycloaddition, thiol–ene, thiol–yne reactions, and thiol–Michael addition are in principle applicable to these PPEs to link azide or thiol containing compounds (Scheme ). All of them have been successfully tested and found efficient click‐type reactions to derivatize PPEs without significant degradation.…”

Section: Broadening Functionalities Of Ppes By Post‐polymerization Rementioning

confidence: 99%

“…By these techniques, double hydrophilic block copolymers have been achieved by introducing carboxylic acid or amine moieties along the polyphosphoester backbone. They can also be used for grafting lipophilic side groups such as dodecyl or tocopherol side chains…”

Section: Broadening Functionalities Of Ppes By Post‐polymerization Rementioning

confidence: 99%

See 4 more Smart Citations

Polyphosphoesters: New Trends in Synthesis and Drug Delivery Applications

Yilmaz

Jérôme

2016

Macromolecular Bioscience

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Polymers with repeating phosphoester linkages in the backbone are biodegradable materials that emerge as a promising class of novel biomaterials, especially in the field of drug delivery systems. In contrast to aliphatic polyesters, the pentavalency of the phosphorus atom offers a large diversity of structures and as a consequence a wide range of properties for these materials. In this paper, it is focused on the synthesis of well-defined polyphosphoesters (PPEs) by organocatalyzed ring-opening polymerization, improving the functionalities by combination with click reactions, degradation of functional PPEs and their cytotoxicity, and inputs for applications in drug delivery.

show abstract

Section: Synthesis: Organocatalyzed Ring‐opening Polymerizationmentioning

confidence: 99%

Section: Synthesis: Organocatalyzed Ring‐opening Polymerizationmentioning

confidence: 99%

Section: Synthesis: Organocatalyzed Ring‐opening Polymerizationmentioning

confidence: 99%

Section: Broadening Functionalities Of Ppes By Post‐polymerization Rementioning

confidence: 99%

Section: Broadening Functionalities Of Ppes By Post‐polymerization Rementioning

confidence: 99%

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Polyphosphoesters: New Trends in Synthesis and Drug Delivery Applications

Yilmaz

Jérôme

2016

Macromolecular Bioscience

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Phosphodiester Hydrogels for Cell Scaffolding and Drug Release Applications

Dera

Diliën

Billen

et al. 2019

Macromolecular Bioscience

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Given the major structural role phosphodiesters play in the organism it is surprising they have not been more widely adopted as a building block in sophisticated biomimetic hydrogels and other biomaterials. The potential benefits are substantial: phosphoester‐based materials show excellent compatibility with blood, cells, and a remarkable resistance to protein adsorption that may trigger a foreign‐body response. In this work, a novel class of phosphodiester‐based ionic hydrogels is presented which are crosslinked via a phosphodiester moiety. The material shows good compatibility with blood, supports the growth and proliferation of tissue and presents opportunities for use as a drug release matrix as shown with fluorescent model compounds. The final gel is produced via base‐induced elimination from a phosphotriester precursor, which is made by the free‐radical polymerization of a phosphotriester crosslinker. This crosslinker is easily synthesized via multigram one‐pot procedures out of common laboratory chemicals. Via the addition of various comonomers the properties of the final gel may be tuned leading to a wide range of novel applications for this exciting class of materials.

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Double hydrophilic block copolymers self-assemblies in biomedical applications

Jundi

Buwalda

Bakkour

et al. 2020

Advances in Colloid and Interface Science

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Double-hydrophilic block copolymers (DHBCs), consisting of at least two different watersoluble blocks, are an alternative to the classical amphiphilic block copolymers and have gained increasing attention in the field of biomedical applications. Although the chemical nature of the two blocks can be diverse, most classical DHBCs consist of a bioeliminable non-ionic block to promote solubilization in water, like poly(ethylene glycol), and a second block that is more generally a pH-responsive block capable of interacting with another ionic polymer or substrate. This second block is generally non-degradable and the presence of side chain functional groups raises the question of its fate and toxicity, which is a limitation in the frame of biomedical applications. In this review, following a first part dedicated to recent examples of nondegradable DHBCs, we focus on the DHBCs that combine a biocompatible and bioeliminable non-ionic block with a degradable functional block including polysaccharides, polypeptides, polyesters and other miscellaneous polymers. Their use to design efficient drug delivery systems for various biomedical applications through stimuli-dependent self-assembly is discussed.

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Protein encapsulation and release from PEO-b-polyphosphoester templated calcium carbonate particles

Cited by 13 publications

References 47 publications

Polyphosphoesters: New Trends in Synthesis and Drug Delivery Applications

Polyphosphoesters: New Trends in Synthesis and Drug Delivery Applications

Phosphodiester Hydrogels for Cell Scaffolding and Drug Release Applications

Double hydrophilic block copolymers self-assemblies in biomedical applications

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