Polymeric micelles based on photocleavable linkers tethered with a model drug

Lee, Ji Eun; Ahn, Eungjin; Bak, Jae Min; Jung, Seo Hyun; Park, Jong Mok; Kim, Byeong Su; Lee, Hyungyil

doi:10.1016/j.polymer.2014.01.026

Cited by 21 publications

(17 citation statements)

References 35 publications

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“…Because of the o ‐NB ester group, this amphiphilic block copolymer can be turned into a double hydrophilic block copolymer upon irradiation . Thereafter, different strategies for the construction of photo‐responsive polymers with o ‐NB esters in the main chain as well as in the side chain are developed . However, there have been limited reports on the synthesis of biocompatible and biodegradable polymers with pendent o ‐NB esters group.…”

Section: Introductionmentioning

confidence: 99%

Photo‐responsive amphiphilic poly(α‐hydroxy acids) with pendent o‐nitrobenzyl ester constructed via copper‐catalyzed azide‐alkyne cycloaddition reaction

Liu

Niu

et al. 2015

Polymers for Advanced Techs

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Photo-responsive block copolymer mPEG-b-poly(Tyr)-g-NB was prepared by introduction of o-nitrobenzyl ester group into the side chain of amphiphilic poly(ethylene glycol)-b-poly(α-hydroxy acids) (mPEG-b-poly(Tyr)) containing pendent alkynyl group via copper-catalyzed azide-alkyne cycloaddition reaction. The amphiphilic mPEG-bpoly(Tyr) was synthesized via the ring-opening polymerization of O-carboxyanhydrides, with monomethoxy poly (ethylene glycol) (mPEG) as macroinitiator. The molecular structure, self-assembly, and photo-controlled release of the obtained mPEG-b-poly(Tyr)-g-NB were thoroughly investigated. mPEG-b-poly(Tyr)-g-NB could self-assemble into spherical micelles in water and showed disassembly under UV light irradiation, which was demonstrated by means of UV-vis spectroscopy, scan electron microscopes, and dynamic light scattering measurement. Fluorescence emission measurements demonstrated that Nile red, encapsulated by micelles, can be released upon UV irradiation. This study provides a convenient way to construct smart poly(α-hydroxy acids)-based nanocarriers for controlled release of hydrophobic drugs.

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Section: Introductionmentioning

confidence: 99%

Photo‐responsive amphiphilic poly(α‐hydroxy acids) with pendent o‐nitrobenzyl ester constructed via copper‐catalyzed azide‐alkyne cycloaddition reaction

Liu

Niu

et al. 2015

Polymers for Advanced Techs

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“…2,3 As a rigid rotor solute, it is suitable to probe the local friction via measuring the decay of fluorescence anisotropy. 4 It is used as a model drug for studying drug-protein interactions 5,6 and for testing drug delivery systems (micelles, [7][8][9] liposomes, 10 microcapsules, 11 polymeric core-shell assemblies 12 ). Inserting C102 in DNA-s, the internal dynamics of DNA chains can be studied.…”

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confidence: 99%

Solvation and Protonation of Coumarin 102 in Aqueous Media: A Fluorescence Spectroscopic and Theoretical Study

et al. 2014

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“…5‐Propargylether‐2‐nitrobenzyl bromoisobutyrate was prepared according to published literature (Scheme ). The details were as follows:…”

Section: Methodsmentioning

confidence: 99%

A novel strategy to synthesize dual‐responsive polymeric nanocarriers for investigating the activity and stability of immobilized pectinase

Lei

Liu

et al. 2019

Biotech and App Biochem

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A dual-stimuli-responsive support material for pectinase immobilization through ionic bonding was prepared. Specifically, polystyrene-b-polymethylacrylic (PS-b-PMAA), light-and pH-sensitive polystyrene-(5-propargylether-2-nitrobenzyl bromoisobutyrate)-b-poly(diethylamino)ethyl methacrylate-b-poly(polyethylene glycol methacrylate) (PS-ONB-PDEAEMA-b-PPEGMA) were synthesized through atom transfer radical polymerization, click chemistry, and hydrolysis. The two parts could self-assemble into the micelles in an aqueous solution. The micelles shrunk at a higher pH, and their size reduced under UV irradiation. The stimuli-responsive properties of micelles were characterized by dynamic light scattering and transmission electron microscopy. It has been found that this support was able to adsorb 10 U/mL of immobilized pectinase (approximately 223 mg/g) at pH 5.0 and 60 • C for 60 Min. Meanwhile, the highest relative activity of immobilized pectinase was up to approximately 95% at pH 5.0 and 60 • C. The immobilized pectinase retained more than 50% of the initial activity after eight cycles. The relative activity of the pectinase immobilized on the supports without UV irradiation was approximately 3% lower than that after UV irradiation at 60 • C, indicating that tailoring of enzyme activity was achieved by changing environmental conditions. Apparently, the original enzymatic support material had a great application prospect on enzyme immobilization.

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Polymeric micelles based on photocleavable linkers tethered with a model drug

Cited by 21 publications

References 35 publications

Photo‐responsive amphiphilic poly(α‐hydroxy acids) with pendent o‐nitrobenzyl ester constructed via copper‐catalyzed azide‐alkyne cycloaddition reaction

Photo‐responsive amphiphilic poly(α‐hydroxy acids) with pendent o‐nitrobenzyl ester constructed via copper‐catalyzed azide‐alkyne cycloaddition reaction

Solvation and Protonation of Coumarin 102 in Aqueous Media: A Fluorescence Spectroscopic and Theoretical Study

A novel strategy to synthesize dual‐responsive polymeric nanocarriers for investigating the activity and stability of immobilized pectinase

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