Amphiphilic star-shaped poly(sarcosine)-block-poly(ε-caprolactone) diblock copolymers: one-pot synthesis, characterization, and solution properties

Cui, Saide; Pan, Xianfu; Gebru, Hailemariam; Wang, Xin; Liu, Jiaqi; Liu, Jingjing; Li, Zhenjiang; Guo, Kai

doi:10.1039/c6tb02145j

Cited by 28 publications

(23 citation statements)

References 63 publications

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“…The ring opening polymerization technique is usually combined with other processes in order to synthesize star‐shaped polymers, typically, with arms developed by the living polymerization techniques explained earlier . Miktoarm stars can also be made by incorporating mixed arms during the cross‐linking stage . ROP produces stars that are characterized by ester linkages which are desirable biomedical because of the ease of hydrolysis at physiological conditions ( Figure ) .…”

Section: Polymerization Techniquesmentioning

confidence: 99%

Nano‐Star‐Shaped Polymers for Drug Delivery Applications

Yang

Deen

et al. 2017

Macromol. Rapid Commun.

125

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With the advancement of polymer engineering, complex star-shaped polymer architectures can be synthesized with ease, bringing about a host of unique properties and applications. The polymer arms can be functionalized with different chemical groups to fine-tune the response behavior or be endowed with targeting ligands or stimuli responsive moieties to control its physicochemical behavior and self-organization in solution. Rheological properties of these solutions can be modulated, which also facilitates the control of the diffusion of the drug from these star-based nanocarriers. However, these star-shaped polymers designed for drug delivery are still in a very early stage of development. Due to the sheer diversity of macromolecules that can take on the star architectures and the various combinations of functional groups that can be cross-linked together, there remain many structure-property relationships which have yet to be fully established. This review aims to provide an introductory perspective on the basic synthetic methods of star-shaped polymers, the properties which can be controlled by the unique architecture, and also recent advances in drug delivery applications related to these star candidates.

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Section: Polymerization Techniquesmentioning

confidence: 99%

Nano‐Star‐Shaped Polymers for Drug Delivery Applications

Yang

Deen

et al. 2017

Macromol. Rapid Commun.

125

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“…4 Consequently, PSar offers a real alternative to poly(ethylene glycol) (PEG) for numerous applications, 5 including its use as a non-fouling coating, 6 and therapeutic protein conjugation. 7 The precise control over PSar synthesis has enabled the accurate synthesis of block copolymers that contain PSar conjugated to other polypeptoids, [8][9][10] poly(ε-caprolactone), 11,12 tertiary aminecontaining molecules, 13 PEG, 14 and poly(amino acids)/polyamides. [15][16][17] There has been much recent interest in the application of PSar for the controlled release of therapeutic compounds.…”

Section: Introductionmentioning

confidence: 99%

Thermoresponsive polysarcosine-based nanoparticles

Ingram

Rowley

et al. 2019

J. Mater. Chem. B

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“…Hydrophilic polysarcosine (PSar) [23,72] and somewhat lesser hydrophilic poly(N-ethylglycine) (PNEG) [77,78] could be potentially used in the biomedical field. PSar due to nontoxicity [68,79,80], biocompatibility [64,81], non-fouling [82][83][84], low (or no) cytotoxicity [68,72,80,85], electroneutrality [86] is considered as promising alternative to PEG [10,87].…”

Section: Introductionmentioning

confidence: 99%

A transient initiator for polypeptoids post-polymerization α-functionalization via activation of thioester group

Borova

Schlutt

Nickel

et al. 2021

Preprint

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Here we introduce a post-polymerization modification method of an α-terminal functionalized poly-(N-methyl-glycine), also known as polysarcosine. We utilized 4-(methylthio)phenyl piperidine-4-carboxylate as an initiator for the ring-opening polymerization of N-methyl-glycine-N-carboxyanhydride followed by oxidation of the thioester group to yield an α-terminal reactive 4-(methylsulfonyl)phenyl piperidine-4-carboxylate polymer. This represents an activated carboxylic acid terminus, allowing straightforward modification with nucleophiles under mild reaction conditions and provides the possibility to introduce a wide variety of nucleophiles as exemplified using small molecules, fluorescent dyes and model proteins. The new initiator yielded polymers with well-defined molar mass, low dispersity and high end-group fidelity, as observed by gel permeation chromatography (GPC), nuclear magnetic resonance (NMR) spectroscopy and matrix-assisted laser desorption/ionization time-of-flight (MALDI-ToF) mass spectroscopy. The introduced method could be of great interest for bioconjugation, but requires optimization, especially for protein conjugation.

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Amphiphilic star-shaped poly(sarcosine)-block-poly(ε-caprolactone) diblock copolymers: one-pot synthesis, characterization, and solution properties

Abstract: We firstly synthesized amphiphilic three-armed star-shaped poly(sarcosine)-block-poly(ε-caprolactone) diblock copolymers (s-PSar-b-PCLs), and investigated the solution properties and biocompatibility of the copolymers.

Cited by 28 publications

References 63 publications

Nano‐Star‐Shaped Polymers for Drug Delivery Applications

Nano‐Star‐Shaped Polymers for Drug Delivery Applications

Thermoresponsive polysarcosine-based nanoparticles

A transient initiator for polypeptoids post-polymerization α-functionalization via activation of thioester group

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