Closed polymer containers based on phenylboronic esters of resorcinarenes

Sergeeva, T. Yu.; Nizameev, Irek R.; Kadirov, Marsil K.; Klypina, Polina D; Ziganshinа, Albina Y.; Коновалов, А. И.

doi:10.3762/bjnano.9.151

Cited by 10 publications

(13 citation statements)

References 52 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…1 H NMR spectrum of p(6SRA‐5B) exhibits the broad peaks of aromatic and aliphatic protons corresponded to SRA, BA and a negligible amount of triolein (Figure S3 in the Supporting Information). As it was noted in the previous work, p(SRA‐B) is stable at neutral pH, and the boronate bond dissociates with p K diss 4.9.…”

Section: Resultssupporting

confidence: 63%

“…All materials were used as received without any further purification. Resorcinarenes RA and SRA were synthesized as described in the references and, respectively.…”

Section: Methodsmentioning

confidence: 99%

“…Recently we developed a pH‐driven molecular nanocarrier based on sulfonated resorcinarene and phenylboronic acid . The nanocarrier is stable in water and releases substrates at low pH and in the presence of glucose.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

A Glucose‐Responsive Polymer Nanocarrier Based on Sulfonated Resorcinarene for Controlled Insulin Delivery

et al. 2019

Self Cite

View full text Add to dashboard Cite

A nanocarrier (p(6SRA‐5B)) for glucose‐controlled insulin delivery consists of sulfonated resorcinarenes (SRA) that are assembled into a spherical shell and are attached to each other with phenylboronate linkers. p(6SRA‐5B) is stable in water and blood plasma at normal glucose concentrations. At high glucose levels (>5 mM), p(6SRA‐5B) dissociates into SRA and phenylboronates through competitive interaction with excess glucose. Insulin was successfully encapsulated into the cavity of p(6SRA‐5B) and its release was investigated in water and blood plasma by NMR, UV, CD, and fluorescence spectroscopy. The results show that the dissociation of the nanocarrier and the insulin release occurs with an increase in glucose concentration. At 5 mM glucose, the nanocarrier is stable, and the insulin release does not exceed 10 %. Increasing the glucose concentration to 7.5–10 mM results in a 40–100 % insulin release. p(6SRA‐5B) is thus a promising insulin nanocarrier for the treatment of type 1 diabetes.

show abstract

Section: Resultssupporting

confidence: 63%

“…All materials were used as received without any further purification. Resorcinarenes RA and SRA were synthesized as described in the references and, respectively.…”

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

A Glucose‐Responsive Polymer Nanocarrier Based on Sulfonated Resorcinarene for Controlled Insulin Delivery

et al. 2019

Self Cite

View full text Add to dashboard Cite

show abstract

“…Sergeeva et al. developed polymer nanospheres as nanocontainers formed using PBA and sulfonated resorcinarene . Cross‐linked resorcinarene molecules formed nanospheres with a PBA core that showed good stability in water and a nanocontainer in which fluorescent dyes could be encapsulated and released upon pH change or the addition of competitive glucose.…”

Section: Stimuli‐responsive Release Systemsmentioning

confidence: 99%

“…Zhou et al developed an ATP-responsive siRNA release system consisting of poly(ethylenimine) modified with PBA and hyaluronic acid modified with ATP. [59] Interactions of two polymers formed cross-linked micelles via boronate-ATP interactions with siRNA loaded inside. The entrapped siRNA could be released upon interaction with the free ATP inside the cells.…”

Section: Nanomaterials For Ddsmentioning

confidence: 99%

Cross‐Linking Building Blocks Using a “Boronate Bridge” to Build Functional Hybrid Materials

Nakahata

Sakai

2018

ChemNanoMat

View full text Add to dashboard Cite

Boronic acids are not only a substrate for metal‐catalyzed cross‐coupling but also a molecular recognition tool. Especially, boronic acid‐diol or boronate‐diol interactions have been used to construct molecular‐scale self‐assemblies. This focus review summarizes recent researches using boronic acids as a bridge between similar or dissimilar (macro)molecules to build functional hybrid materials. Functional properties of boronic acid moieties such as molecular selectivity and stimuli‐responsiveness impart the materials with characteristic functions suitable for applications such as release systems, dynamic materials, and bioactive surfaces and scaffolds.

show abstract

Insulin Delivery Using Dynamic Covalent Boronic Acid/Ester‐Controlled Release

Banach

Williams

Fossey

2021

Advanced Therapeutics

View full text Add to dashboard Cite

The number of people affected by diabetes mellitus increases globally year on year. Elevated blood glucose levels may result from a lack of insulin to manage these levels and can, over a prolonged period, lead to serious repercussions. Diabetes mellitus patients must monitor and control their blood‐glucose levels with invasive testing and often alongside administration of intravenous doses of insulin, which can often lead to suboptimal compliance. To mitigate these issues, “closed‐loop” insulin delivery systems are deemed to be among superior options for rapid relief from the demanding and troublesome necessity of self‐directed care. The reversible dynamic covalent chemistry of boronic acid derivatives and their competitive affinity to 1,2‐ and 1,3‐diols (such as those present in saccharides) allows for the design and preparation of responsive self‐regulated insulin delivery materials which respond to elevated and changing glucose levels. A range of meritorious and noteworthy contributions in the domain of boron‐mediated insulin delivery materials is surveyed, and providing a multidisciplinary context in the realisation of the ambitious goal of ultimately addressing the desire to furnish glucose‐responsive insulin delivery materials through innovative synthesis and rigorous testing is targetted.

show abstract

Closed polymer containers based on phenylboronic esters of resorcinarenes

Cited by 10 publications

References 52 publications

A Glucose‐Responsive Polymer Nanocarrier Based on Sulfonated Resorcinarene for Controlled Insulin Delivery

A Glucose‐Responsive Polymer Nanocarrier Based on Sulfonated Resorcinarene for Controlled Insulin Delivery

Cross‐Linking Building Blocks Using a “Boronate Bridge” to Build Functional Hybrid Materials

Insulin Delivery Using Dynamic Covalent Boronic Acid/Ester‐Controlled Release

Contact Info

Product

Resources

About