Folded alkyl chains in water-soluble capsules and cavitands

2014 ◽  
Vol 12 (34) ◽  
pp. 6561-6563 ◽  
Author(s):  
Jesse V. Gavette ◽  
Kang-Da Zhang ◽  
Dariush Ajami ◽  
Julius Rebek
Keyword(s):  
Water Soluble ◽  
Alkyl Chains ◽  
Hydrophobic Compounds

A deep cavitand with ionic “feet” dimerizes around hydrophobic compounds in D2O.

Catalytic Oxidation of 2-Mercaptoethanol by Cationic Water-soluble Phthalocyaninatocobalt(II) Complexes

1997 ◽  
Vol 01 (04) ◽  
pp. 309-313 ◽  
Author(s):  
MUTSUMI KIMURA ◽  
YUJI YAMAGUCHI ◽  
TOSHIKI KOYAMA ◽  
KENJI HANABUSA ◽  
HIROFUSA SHIRAI
Keyword(s):  
Catalytic Activity ◽  
Catalytic Oxidation ◽  
Absorption Spectra ◽  
Positive Charge ◽  
Alkyl Chain ◽  
Solvent Polarity ◽  
Water Soluble ◽  
Uv Absorption Spectra ◽  
Alkyl Chains ◽  
The Stability

The cationic amphiphilic cobalt(II) phthalocyanines have been prepared, and are characterized by UV-absorption spectra in water and organic solvents and in their mixtures. The monomer–dimer transformation equilibrium was affected by solvent polarity and the length of the alkyl chains in the amphiphilic parts. All complexes are efficient catalysts for the oxidation of 2-mercaptoethanol in the presence of dioxygen. The positive charge around the complex increases the acceleration of the dissociation of 2-mercaptoethanol under neutral pH. The catalytic activity is affected by the length of the alkyl chain; consequently the stability of aggregation between cobalt(II) phthalocyanines, as catalysts for the oxidation of 2-mercaptoethanol, can be changed.

Amphiphilic Functionalized Montmorillonite as Possible Carriers for Hydrophobic Compounds

2019 ◽  
Vol 956 ◽  
pp. 260-269
Author(s):  
Ke Xuan Shen ◽  
Shi Yong Sun ◽  
Ke Wang ◽  
Biao Biao Ma ◽  
Fa Qin Dong ◽  
...  
Keyword(s):  
Water Soluble ◽  
X Ray Diffraction ◽  
Excellent Performance ◽  
Model Compounds ◽  
X Ray ◽  
Hydrophobic Compounds ◽  
Poorly Water Soluble ◽  
Contact Angle Analysis ◽  
Carrier Systems ◽  
Scanning Electron

Amphiphilic functionalized montmorillonite (MMT) has been employed in hydrophobic compounds delivery systems. In the present study, MMT intercalated by 3-aminopropyl trimethoxysilane (APS) was employed for the delivery of the model compounds of resveratrol (RSV). The structure and surface morphology of APS-MMT were characterized by X-ray diffraction, Fourier-transform infrared spectroscopy, thermogravimetry, scanning electron microscopy, and contact angle analysis. The loading and release efficiencies of RSV were also investigated. Our study showed that the aminosilane-modified MMT is promising for use in poorly water-soluble compounds carrier systems owing to their natural and excellent performance.

Synthesis and biological studies of amphiphilic carbazole pyridinium conjugates

2020 ◽  
Vol 24 (01n03) ◽  
pp. 440-447
Author(s):  
Vijayalakshmi Pandey ◽  
Hilal Rather ◽  
Sarla Yadav ◽  
Rajesh Vasita ◽  
Iti Gupta
Keyword(s):  
A549 Cells ◽  
Emission Spectra ◽  
Water Soluble ◽  
Absorption And Emission ◽  
Carbazole Derivatives ◽  
Alkyl Chains ◽  
Biological Studies ◽  
Stokes Shifts ◽  
Pyridinium Group ◽  
C Nmr

Amphiphilic carbazole pyridinium conjugates are synthesized and characterized by IR, 1H and [Formula: see text]C NMR and ESI-MS spectrometry. The pyridinium group is attached on the 3-position of the carbazole ring and long alkyl chains are linked to the central [Formula: see text] atom. The introduction of a pyridinium group afforded water-soluble carbazole derivatives with significant bathochromic shifts in their absorption and emission spectra. As compared to the parent [Formula: see text]-butylcarbazole compound, carbazole pyridinium conjugates exhibited 50 nm red-shifted absorption maxima. Similarly, the carbazole pyridinium conjugates displayed 143–147 nm red-shifted emission maxima in solution. In addition, large Stokes shifts (5747–7558 cm[Formula: see text] were observed for the conjugates in solution. The cell penetrable amphiphilic carbazole pyridinium conjugates exhibited cytoplasmic distribution in A549 cells.

scholarly journals A new class of organogelators based on triphenylmethyl derivatives of primary alcohols: hydrophobic interactions alone can mediate gelation

2017 ◽  
Vol 13 ◽  
pp. 138-149 ◽  
Author(s):  
Wangkhem P Singh ◽  
Rajkumar S Singh
Keyword(s):  
Hydrophobic Interactions ◽  
Water Soluble ◽  
Protecting Group ◽  
Primary Alcohols ◽  
Alkyl Chains ◽  
New Class ◽  
Group A ◽  
Gelation Concentration ◽  
Xrd Techniques ◽  
Derivatives Of

In the present work, we have explored the use of the triphenylmethyl group, a commonly used protecting group for primary alcohols as a gelling structural component in the design of molecular gelators. We synthesized a small library of triphenylmethyl derivatives of simple primary alcohols and studied their gelation properties in different solvents. Gelation efficiency for some of the derivatives was moderate to excellent with a minimum gelation concentration ranging between 0.5–4.0% w/v and a gel–sol transition temperature range of 31–75 °C. 1,8-Bis(trityloxy)octane, the ditrityl derivative of 1,8-octanediol was the most efficient organogelator. Detailed characterizations of the gel were carried out using scanning electron microscopy, FTIR spectroscopy, rheology and powder XRD techniques. This gel also showed a good absorption profile for a water soluble dye. Given the non-polar nature of this molecule, gel formation is likely to be mediated by hydrophobic interactions between the triphenylmethyl moieties and alkyl chains. Possible self-assembled packing arrangements in the gel state for 1,8-bis(trityloxy)octane and (hexadecyloxymethanetriyl)tribenzene are presented. Results from this study strongly indicate that triphenylmethyl group is a promising gelling structural unit which may be further exploited in the design of small molecule based gelators.

scholarly journals Self-Assembly Properties of Amphiphilic Iron(III) Spin Crossover Complexes in Water and at the Air–Water Interface

2018 ◽  
Vol 4 (4) ◽  
pp. 49 ◽  
Author(s):  
Paulo N. Martinho ◽  
Irina A. Kühne ◽  
Brendan Gildea ◽  
George McKerr ◽  
Barry O’Hagan ◽  
...  
Keyword(s):  
Electron Microscopy ◽  
Self Assembly ◽  
Spin Crossover ◽  
Water Soluble ◽  
Water Interface ◽  
Nanoparticle Formation ◽  
Alkyl Chains ◽  
Transmission Electron ◽  
Air Water Interface ◽  
Magnetic Profile

The assembly properties of three known spin crossover iron(III) complexes 1–3, at the air–water interface, are reported. All three complexes are amphiphiles, each bearing a pair of Cn alkyl chains on the polyamino Schiff base sal2trien ligand (n = 6, 12, or 18). Complex 1 is water-soluble but complexes 2 and 3 form Langmuir films, and attempts were made to transfer the film of the C18 complex 3 to a glass surface. The nature of the assembly of more concentrated solutions of 3 in water was investigated by light scattering, cryo-SEM (scanning electron microscopy), and TEM (transmission electron microscopy), all of which indicated nanoparticle formation. Lyophilization of the assembly of complex 3 in water yielded a powder with a markedly different magnetic profile from the powder recovered from the initial synthesis, notably, the spin crossover was almost completely quenched, and the thermal behavior was predominantly low spin, suggesting that nanoparticle formation traps the system in one spin state.

Bioactive Nanoparticles The Complexation of Odorant Compounds with a-and b-Cyclodextrin

2008 ◽  
Vol 59 (2) ◽  
pp. 149-153 ◽  
Author(s):  
Adrian Rivis ◽  
Nicoleta Gabriela Hadaruga ◽  
Daniel Ioan Hadaruga ◽  
Teodor Trasca ◽  
Marioara Druga ◽  
...  
Keyword(s):  
Thermogravimetric Analysis ◽  
Environmental Factors ◽  
Water Solution ◽  
Point Of View ◽  
Water Soluble ◽  
Linalyl Acetate ◽  
Molecular Encapsulation ◽  
Hydrophobic Compounds ◽  
Bioactive Properties ◽  
Long Life

This paper presents the molecular encapsulation of some odorant compounds in a- or b-cyclodextrin. The molecular encapsulation of hydrophobic compounds in these natural cyclic oligosaccharides provides powders at nano scale with very good protection against degradative environmental factors (temperature, light, moisture, air/oxygen), controlled release of the bioactive compounds (long life bio-action), easy handling of powdery complexes (containing bioactive liquid compounds), higher water soluble bioactive specialties (containing hydrophobic biocompounds). From this point of view, some odorant bionanoparticles with enhanced bioactive properties (protection against oxidation, enhanced olfactive and long life smelling properties) and possible applications in cosmetic and toiletries were obtained and characterized. Both limonene and linalool enantiomers (d and l), dl-linalyl acetate, b-caryophyllene, benzaldehyde, g-decalactone, a-ionone, menthol, vanillin, and hydroxycitronellal were used as guest compounds. The encapsulation was achieved by crystallization from the ethanol-water solution. The GC-MS was used for odorant compound analysis and TG for nanoparticle analysis. a- Cyclodextrin release the odorant compounds earlier then the b-cyclodextrin, as indicated by thermogravimetric analysis. The benzaldehyde, menthol and vanillin were decomplexed at lower temperatures then 70�C and the majority of compounds were complexed at 1:1 stoichiometry ratio.

scholarly journals Mechanism of Uptake of a Cationic Water-Soluble Pyridinium Zinc Phthalocyanine across the Outer Membrane ofEscherichia coli

2000 ◽  
Vol 44 (3) ◽  
pp. 522-527 ◽  
Author(s):  
Andrew Minnock ◽  
David I. Vernon ◽  
Jack Schofield ◽  
John Griffiths ◽  
J. Howard Parish ◽  
...  
Keyword(s):  
Membrane Permeability ◽  
Outer Membrane ◽  
Water Soluble ◽  
Zinc Phthalocyanine ◽  
Permeability Barrier ◽  
E Coli ◽  
Uptake Pathway ◽  
Hydrophobic Compounds ◽  
Cationic Compounds ◽  
Outer Membrane Permeability

ABSTRACT Previous studies have shown that a cationic water-soluble pyridinium zinc phthalocyanine (PPC) is a powerful photosensitizer that is able to inactivate Escherichia coli. In the current work incubation of E. coli cells with PPC in the dark caused alterations in the outer membrane permeability barrier of the cells, rendering the bacteria much more sensitive to hydrophobic compounds, with little effect seen with hydrophilic compounds. Addition of Mg2+ to the medium prior to incubation of the cells with PPC prevented these alterations in the outer membrane permeability barrier. The presence of Mg2+ in the medium also prevented the photoinactivation of E. coli cells with PPC. These results are consistent with the hypothesis that PPC gains access across the outer membrane of E. coli cells via the self-promoted uptake pathway, a mechanism of uptake postulated for the uptake of other cationic compounds across the outer membranes of gram-negative bacteria.

scholarly journals Sequestration of pyridinium herbicides in plants by carboxylated pillararenes possessing different alkyl chains

RSC Advances ◽  
2020 ◽  
Vol 10 (58) ◽  
pp. 35136-35140
Author(s):  
Mian Tang ◽  
Qiang Bian ◽  
Ying-Ming Zhang ◽  
Muhammad Arif ◽  
Qiong Luo ◽  
...  
Keyword(s):  
Water Soluble ◽  
Alkyl Chains ◽  
Plant Foliage ◽  
Supramolecular Complexation

We report that the sequestration of pyridinium-containing herbicides can be achieved on plant foliage through the strong supramolecular complexation with water-soluble pillararenes.

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