Aqueous solubilization of hydrophobic supramolecular metal–organic nanocapsules

Kumari, Harshita; Kline, S. J.; Atwood, Jerry L.

doi:10.1039/c4sc00035h

Cited by 23 publications

(25 citation statements)

References 38 publications

(62 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As expected, the nanocapsules are less soluble in water as the alkyl chain length increases (Figure ). Under the conditions employed, 1 is almost dissolved completely, which is consistent with our previous studies . 2 is partially dissolved, 3 and 4 are slightly soluble, whereas 5 and 6 are insoluble.…”

Section: Resultssupporting

confidence: 92%

“…In our previous studies, we have prepared MONCs with metal ions such as Cu 2+ , Ni 2+ , Co 2+ , and Ga 3+ with various C ‐alkylpyrogallol[4]arenes (PgC n ) . Different chain lengths of the alkyl groups at the surface of the MONCs may affect their packing arrangements in solid state and therefore their solubility in water, which is critical for practical applications in biology and medicine. Furthermore, novel ellipsoidal and core–shell geometries of copper‐seamed MONCs have been observed with C n chain lengths with n greater than ten in solution phase .…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Preparation of Magnesium‐Seamed C‐Alkylpyrogallol[4]arene Nanocapsules with Varying Chain Lengths

Zhang

Patil

et al. 2017

Chemistry A European J

View full text Add to dashboard Cite

Novel supramolecular nanocapsules based on metal-directed assembly have captured tremendous interest due to their applications in fields such as catalysis, selective gas adsorption, and biomedicine. Functionalization of metal-organic nanocapsules (MONCs) by using organic ligands with different pendant groups affords more complexity to the structure and may lead to novel properties. In this work, we report the solvothermal synthesis of a group of magnesium-based MONCs using C-alkylpyrogallol[4]arenes with varying alkyl chain lengths. The structures of these nanocapsules are characterized by single-crystal X-ray diffraction analysis. As expected, a progression in size of the nanocapsules is observed as the alkyl chain length increases. The effect of the chain length on the solubility of MONCs in water has been determined. This work shows the generality of the solvothermal approach for the synthesis of MONCs with different organic ligands and demonstrates that surface functionalization of MONCs may serve as an effective way to tailor their properties. The unique biocompatible nature and inherent large cavity of these magnesium-based MONCs make these nanocapsules promising for potential applications in biomedicine.

show abstract

Section: Resultssupporting

confidence: 92%

Section: Introductionmentioning

confidence: 99%

Preparation of Magnesium‐Seamed C‐Alkylpyrogallol[4]arene Nanocapsules with Varying Chain Lengths

Zhang

Patil

et al. 2017

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…We also conducted SLS measurements to measure the radius of gyration ( R g ) and molecular weight ( M w ) of the micelles formed at the three different concentrations (Figure S4, Supporting Information, Table ). The radii of gyration of the micelles measured at these concentrations range from 15 to 22 nm (Table ), which is slightly smaller than R h , as expected for spherical particles . The ratio of R g to R h for different concentrations ranges from 0.72 to 0.79, which also suggests the existence of “hard spheres” in solution .…”

Section: Resultsmentioning

confidence: 51%

Bioinspired Reversibly Cross‐linked Hydrogels Comprising Polypeptide Micelles Exhibit Enhanced Mechanical Properties

Ghoorchian

Simon

Bharti

et al. 2015

Adv Funct Materials

View full text Add to dashboard Cite

Noncovalently cross-linked networks are attractive hydrogel platforms because of their facile fabrication, dynamic behavior, and biocompatibility. The majority of noncovalently cross-linked hydrogels, however, exhibits poor mechanical properties, which signifi cantly limit their utility in load bearing applications. To address this limitation, hydrogels are presented composed of micelles created from genetically engineered, amphiphilic, elastin-like polypeptides that contain a relatively large hydrophobic block and a hydrophilic terminus that can be cross-linked through metal ion coordination. To create the hydrogels, heat is fi rstly used to trigger the self-assembly of the polypeptides into monodisperse micelles that display transition metal coordination motifs on their coronae, and subsequently cross-link the micelles by adding zinc ions. These hydrogels exhibit hierarchical structure, are stable over a large temperature range, and exhibit tunable stiffness, self-healing, and fatigue resistance. Gels with polypeptide concentration of 10%, w/v, and higher show storage moduli of ≈1 MPa from frequency sweep tests and exhibit self-healing within minutes. These reversibly cross-linked, hierarchical hydrogels with enhanced mechanical properties have potential utility in a variety of biomedical applications.

show abstract

“…Table 1 shows the radius and radial polydispersity for the two systems during and after processing at each rotational speed in the VFD. The Tween 20-only samples were not substantially affected by increasing shear in terms of either micelle radius or radial polydispersity, with the micelle radius remaining close to 2.59 nm 21 . Only during the 9000 rpm treatment was there a slight effect on the Tween 20 system, where the micelle radius dropped to 2.57 nm while the micelles became somewhat less polydisperse.…”

Section: Resultsmentioning

confidence: 87%

Vortex fluidic mediated encapsulation of functional fish oil featuring in situ probed small angle neutron scattering

Joseph

Mirzamani

et al. 2020

npj Sci Food

View full text Add to dashboard Cite

Major challenges for optimizing the benefits of fish oil on human health are improved bioavailability while overcoming the strong odor and avoiding significant oxidation of the omega-3 polyunsaturated fatty acids (PUFAs). The scalable continuous flow thin film vortex fluidic device (VFD) improves the Tween 20 encapsulation of fish oil relative to conventional homogenization processing, with the fish oil particles significantly smaller and the content of the valuable omega-3 fatty acids higher. In addition, after 14 days storage the remaining omega-3 fatty acids content was higher, from ca 31.0% for raw fish oil to ca 62.0% of freeze-dried encapsulated fish oil. The VFD mediated encapsulated fish oil was used to enrich the omega-3 fatty acid content of apple juice, as a model water-based food product, without changing its sensory values. The versatility of the VFD was further demonstrated in forming homogenous suspensions of fish oil containing water-insoluble bioactive molecules, curcumin and quercetin. We have also captured, for the first time, real-time structural changes in nanoencapsulation by installing a VFD with in in situ small angle neutron scattering. Real-time measurements afford valuable insights about self-assembly in solution.

show abstract

Aqueous solubilization of hydrophobic supramolecular metal–organic nanocapsules

Abstract: Micelles of surfactant solubilized metal-seamed pyrogallol[4]arene based organic nanocapsules are synthesized and characterized using in situ neutron scattering and dynamic light scattering techniques, which show trends in sizes as a function of alkyl tails of pyrogallols and surfactants.

Cited by 23 publications

References 38 publications

Preparation of Magnesium‐Seamed C‐Alkylpyrogallol[4]arene Nanocapsules with Varying Chain Lengths

Preparation of Magnesium‐Seamed C‐Alkylpyrogallol[4]arene Nanocapsules with Varying Chain Lengths

Bioinspired Reversibly Cross‐linked Hydrogels Comprising Polypeptide Micelles Exhibit Enhanced Mechanical Properties

Vortex fluidic mediated encapsulation of functional fish oil featuring in situ probed small angle neutron scattering

Contact Info

Product

Resources

About