Glucose Responsive Rheological Change and Drug Release from a Novel Worm-like Micelle Gel Formed in Cetyltrimethylammonium Bromide/Phenylboronic Acid/Water System

Miki, Ryotaro; Takei, Chihiro; Ohtani, Yasushi; Kawashima, Kosuke; Yoshida, Ayaka; Kojima, Yu; Egawa, Yuya; Seki, Toshinobu; Iohara, Daisuke; Anraku, Makoto; Hirayama, Fumitoshi; Uekama, Kaneto

doi:10.1021/acs.molpharmaceut.7b00988

Cited by 18 publications

(18 citation statements)

References 29 publications

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“…In addition, this also proved that insulin-loaded p(AAPBA-b-NVCL) nanoparticles successfully induced glucose sensitivity when compared to insulin injection products that are currently used in the market 42. Moreover, compared to our previous research,20 p(AAPBA-b-NVCL) was longer than p(AAPBA-co-NVCL), and it also was significantly higher than most others reported in the effective hypoglycemic time 43,44. The reasons for these warrant further study.…”

Section: Resultssupporting

confidence: 71%

<p>Glucose-Sensitive Nanoparticles Based On Poly(3-Acrylamidophenylboronic Acid-Block-N-Vinylcaprolactam) For Insulin Delivery</p>

Wu¹,

Yang²,

Li³

et al. 2019

IJN

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BackgroundCompared with random copolymers, block copolymerization is easier to prepare for nanoparticles with core-shell structure, and they will have better glucose sensitivity and higher insulin loading.PurposeIn our study, insulin-loaded poly (3-acrylamidophenylboronic acid-block-N-vinyl caprolactam) p(AAPBA-b-NVCL) nanoparticles were successfully prepared and were glucose-sensitive, which could effectively lower the blood sugar levels within 72 hrs.MethodsThe polymer of p(AAPBA-b-NVCL) was produced by reversible addition-fragmentation chain transfer polymerization based on different ratios of 3-acrylamidophenylboronic acid (AAPBA) and N-vinylcaprolactam (NVCL), and its structure was discussed by Fourier transform infrared spectroscopy and 1H-nuclear magnetic resonance . Next, the polymer was manufactured into the nanoparticles, and the characteristics of nanoparticles were detected by dynamic light scattering, lower critical solution temperature, and transmission electron microscopy. After that, the cell and animal toxicity of nanoparticles were also investigated.ResultsThe results demonstrated that p(AAPBA-b-NVCL) was successfully synthesized, and can be easily self-assembled to form nanoparticles. The new nanoparticles included monodisperse submicron particles, with the size of the nanoparticle ranged between 150 and 300nm and are glucose- and temperature-sensitive. Meanwhile, insulin can be easily loaded by p(AAPBA-b-NVCL) nanoparticles and an effective sustained release of insulin was observed when the nanoparticles were placed in physiological saline. Besides, MTT assay revealed that cell viability was more than 80%, and mice demonstrated no negative impact on blood biochemistry and heart, liver, spleen, lung, and kidney after intraperitoneal injection of 10 mg/kg/d of nanoparticles. This suggested that the nanoparticles were low-toxic to both cells and animals. Moreover, they could lower the blood sugar level within 72h.ConclusionOur research suggested that these p(AAPBA-b-NVCL) nanoparticles might have the potential to be applied in a delivery system for insulin or other hypoglycemic proteins.

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Section: Resultssupporting

confidence: 71%

<p>Glucose-Sensitive Nanoparticles Based On Poly(3-Acrylamidophenylboronic Acid-Block-N-Vinylcaprolactam) For Insulin Delivery</p>

Wu¹,

Yang²,

Li³

et al. 2019

IJN

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“…Such gels arise from physical entanglement (as opposed to chemical crosslinking) of wormlike micelles, making them readily deformable. Wormlike micelles aspect have useful for applications such as drug delivery 64,65 , as their cylindrical shape allows for high cellular uptake 66,67 .…”

Section: Microscopic Structure Of Gel-like Surfactant Mesophasementioning

confidence: 99%

The curious case of SDS self-assembly in glycerol: Formation of a lamellar gel

Matthews

Przybyłowicz

Rogers

et al. 2020

Journal of Colloid and Interface Science

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Hypothesis -Hydrogen-bonding capacities of polar nonaqueous media significantly affect selfassembly behaviours of surfactants in these media.Introduction -Glycerol, a nonaqueous hydrogen-bonding solvent, is widely used in industrial formulations due to its desirable physical properties. Surfactants are ubiquitous in such applications; however, surfactant self-assembly in glycerol is not well understood.Methods -The microscopic structure of the gel phase was studied using a series of imaging techniques: polarised light microscopy (PLM), confocal laser scanning microscopy (CLSM), and environmental scanning electron microscopy (ESEM). The rheological properties of the gel were studied using viscometry and oscillation rheology measurements. Further nanostructural characterisation was carried out using small-angle neutron scattering (SANS).Results -We have observed the unexpected formation of a microfibrillar gel in SDS and glycerol mixtures at a critical gelation concentration (CGC) as low as ~ 2 wt%; such SDS gelation has not been observed in aqueous systems. The microscopic structure of the gel consisted of microfibres some mm in length and with an average diameter of D ~ 0.5 μm. The fibres in the gel phase exhibited shear-induced alignment in the viscometry measurements, and oscillation tests showed that the gel was viscoelastic, with an elastic-dominated behaviour. Fitting to SANS profiles showed lamellar nano-structures in the gel microfibres at room temperature, transforming into cylindrical-micellar solutions above a critical gelation temperature, T CG ~ 45 o C.Conclusions -These unprecedented observations highlight the markedly different selfassembly behaviours in aqueous and nonaqueous H-bonding solvents, which is not currently well understood. Deciphering such self-assembly behaviour is key to furthering our understanding of self-assembly on a fundamental level.

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“…The self‐assembly of amphiphilic block copolymers (BCPs) in selective solvents is increasingly attracting the attention of researchers in the past decades due to their potential applications in biological drug delivery, microreactor chemistry, and in novel nanostructural templating . In selective solvents, neutral BCPs can form various morphologies such as spheres, cylinders, vesicles, and lamellae, which can be regulated by many factors, such as block length, solvent composition, pH, and inorganic salt . Self‐assembly behaviors of these BCPs are well documented …”

Section: Introductionmentioning

confidence: 99%

Interplay of Solvation and Size Effects Induced by the Counterions in Ionic Block Copolymers on the Basis of Hofmeister Series

Luo

Tang

Zhong

et al. 2019

Macro Chemistry & Physics

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Two ionic block copolymers with different lengths of hydrophilic segments, polystyrene‐b‐poly(quaternized 4‐vinylpyridine)/ethyl bromide, are prepared by sequential reactions. They are originally self‐assembled into so‐called “large compound micelles” in aqueous solution. After ion exchange of Iˉ, SCN,ˉ and PF6ˉ for Brˉ, morphological transitions are controlled by a competition of solvation and size effects of the newly introduced counterions. The solvation effect is dominated in a relatively short corona‐forming block. Thus, sphere‐to‐wormlike particles, sphere‐to‐vesicle, and sphere‐to‐precipitate transitions are observed. In contrast, due to a long corona‐forming block, size effects become more profound after adding SCNˉ, thereby no morphological transition occurs. A morphological transition is characterized after partial exchange of Iˉ for Brˉ for both diblocks. A sphere‐to‐wormlike particles transition is observed only after most Brˉ is replaced by Iˉ. This work extends the understanding of morphological regulation through simple ion exchange and encourages rational design of nano‐assemblies.

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Glucose Responsive Rheological Change and Drug Release from a Novel Worm-like Micelle Gel Formed in Cetyltrimethylammonium Bromide/Phenylboronic Acid/Water System

Cited by 18 publications

References 29 publications

<p>Glucose-Sensitive Nanoparticles Based On Poly(3-Acrylamidophenylboronic Acid-Block-N-Vinylcaprolactam) For Insulin Delivery</p>

<p>Glucose-Sensitive Nanoparticles Based On Poly(3-Acrylamidophenylboronic Acid-Block-N-Vinylcaprolactam) For Insulin Delivery</p>

The curious case of SDS self-assembly in glycerol: Formation of a lamellar gel

Interplay of Solvation and Size Effects Induced by the Counterions in Ionic Block Copolymers on the Basis of Hofmeister Series

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