One-pot controlled synthesis of biodegradable and biocompatible co-polymer micelles

Saeed, Aram; Dey, Sabrina; Howdle, Steven M.; Thurecht, Kristofer J.; Alexander, Cameron

doi:10.1039/b821736j

Cited by 42 publications

(45 citation statements)

References 31 publications

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“…From the bifunctional macroinitiator, ABA or BAB triblock copolymers can be prepared [58][59][60]. All the examples cannot be dealt with in this article, but a representative technique can be the combination of ROP and ATRP [56,61,62], NMP [63,64] or RAFT [65,66], in which biocompatible or biodegradable block, such as PCL, PLA, PEG (or PEO) can be prepared for bio-medical applications.…”

Section: May 2010mentioning

confidence: 98%

“…Among them, toxicity can be a significant problem in drug delivery of bio-medical application assisted by block copolymer nanoparticle, micelle or scaffold; however, this can be overcome by the removal of the end group of RAFT agent through aminolysis or oxidation [81]. Detailed feature and mechanism of RAFT process are well described in the recent literature [17,33,65,81,82]. Through RAFT process, various kinds of amphiphilic block copolymers were synthesized, such as [85,86], and so on.…”

Section: May 2010mentioning

confidence: 98%

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Polymeric nanoparticles, micelles and polymersomes from amphiphilic block copolymer

Cho

Cheong

Lee

et al. 2010

Korean J. Chem. Eng.

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Block copolymers are made up of blocks of different polymerized monomers. Among the block copolymers, amphiphilic block copolymers can self-assemble to form nano-sized vehicles, such as micelles, nanoparticles, polymersomes, in aqueous or non-aqueous media. This review describes the synthesis, formation, and major applications of amphiphilic block copolymer and corresponding vehicles in order to provide an overview of the current features of functionalized block copolymers for drug delivery applications.

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Section: May 2010mentioning

confidence: 98%

Section: May 2010mentioning

confidence: 98%

Polymeric nanoparticles, micelles and polymersomes from amphiphilic block copolymer

Cho

Cheong

Lee

et al. 2010

Korean J. Chem. Eng.

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“…These findings are comparable to the results of Saeed et al, who very recently observed aggregates of around 20-30 nm for related P(EGMA)-b-P(PLGA) block copolymers. [50] We have also studied solutions with lower concentrations of P2 Ã . The results summarized in Table 2 show aggregates with slightly lower hydrodynamic diameters formed at concentrations of 0.001 mg Á mL À1 .…”

Section: Polymermentioning

confidence: 98%

“…We assume that this concentration significantly exceeds the CMC of the block copolymer, as is observed for other lactide-based amphiphilic block structures. [50] Furthermore, this concentration is suitable for further cell studies that will be described in the following paragraph.…”

Section: Polymermentioning

confidence: 99%

Synthesis, Characterization and Preliminary Biological Evaluation of P(HPMA)‐b‐P(LLA) Copolymers: A New Type of Functional Biocompatible Block Copolymer

Barz

Wolf

Canal

et al. 2010

Macromol. Rapid Commun.

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We describe a synthetic pathway to functional P(HPMA)-b-P(LLA) block copolymers. The synthesis relies on a combination of ring-opening polymerization of L-lactide, conversion into a chain transfer agent (CTA) for the RAFT polymerization of pentafluorophenyl methacrylate. A series of block copolymers was prepared that exhibited molecular weights $\overline M _{\rm n}$ ranging from 7 600 to 34 300 g · mol(-1) , with moderate PDI between 1.3 and 1.45. These reactive precursor polymers have been transformed into biocompatible P(HPMA)-b-P(LLA) copolymers and their fluorescently labeled derivatives by facile replacement of the pentafluorophenyl groups. The fluorescence label attached to this new type of a partially degradable amphiphilic block copolymer was used to study cellular uptake in human cervix adenocarcinoma (HeLa) cells as well as aggregation behavior by fluorescence correlation spectroscopy (FCS).

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“…The GPC trace suggests that the significant amount of unreacted OEOMA (>95%) was removed from block copolymers. Since the purified ss-ABP 2 is amphiphilic, solvent evaporation method [21] was utilized to form micelles consisting of a hydrophobic ss-PAP 2 core surrounded with short hydrophilic POEOMA coronas. The CMC of ss-ABP 2 was determined using tensiometry.…”

mentioning

confidence: 99%

New Thiol‐Responsive Mono‐Cleavable Block Copolymer Micelles Labeled with Single Disulfides

Sourkohi¹,

Schmidt²,

Oh³

2011

Macromol. Rapid Commun.

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Thiol-responsive symmetric triblock copolymers having single disulfide linkages in the middle blocks (called mono-cleavable block copolymers, ss-ABP(2)) were synthesized by atom transfer radical polymerization in the presence of a disulfide-labeled difunctional Br-initiator. These brush-like triblock copolymers consist of a hydrophobic polyacrylate block having pendent oligo(propylene oxide) and a hydrophilic polymethacrylate block having pendent oligo(ethylene oxide). Gel permeation chromatography and (1)H NMR results confirmed the synthesis of well-defined mono-cleavable block copolymers and revealed that polymerizations were well controlled. Because of amphiphilic nature, these copolymers self-assembled to form colloidally stable micelles above critical micellar concentration of 0.032 mg · mL(-1). In response to reductive reactions, disulfides in thiol-responsive micelles were cleaved. Atomic force microscopy and dynamic light scattering analysis suggested that the cleavage of disulfides caused dissociation of micelles to smaller-sized assembled structures in water. Moreover, in a biomedical perspective, the mono-cleavable block copolymer micelles are not cytotoxic and thus biocompatible.

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One-pot controlled synthesis of biodegradable and biocompatible co-polymer micelles

Cited by 42 publications

References 31 publications

Polymeric nanoparticles, micelles and polymersomes from amphiphilic block copolymer

Polymeric nanoparticles, micelles and polymersomes from amphiphilic block copolymer

Synthesis, Characterization and Preliminary Biological Evaluation of P(HPMA)‐b‐P(LLA) Copolymers: A New Type of Functional Biocompatible Block Copolymer

New Thiol‐Responsive Mono‐Cleavable Block Copolymer Micelles Labeled with Single Disulfides

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