Aggregation Behavior of Non‐ionic Twinned Amphiphiles and Their Application as Biomedical Nanocarriers

Singh, Abhishek Kumar; Thota, Bala N. S.; Schade, Boris; Achazi, Katharina; Khan, Abdullah; Böttcher, Christoph; Sharma, Sunil K.; Haag, Rainer

doi:10.1002/asia.201700450

Cited by 17 publications

(25 citation statements)

References 46 publications

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“…14). 58 Depending on the amphiphile's molecular structure, globular, thread-like micelles and planar double-layer assemblies in accordance with Israelachvili's packing parameter model were observed by cryo-TEM measurements. Amphiphile 5a having relatively large hydrophobic part and short hydrophilic PEG chain resulted into planar bilayer ribbon-like aggregates.…”

Section: Twin or Dimeric Amphiphilesmentioning

confidence: 58%

Non-ionic small amphiphile based nanostructures for biomedical applications

et al. 2020

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Section: Twin or Dimeric Amphiphilesmentioning

confidence: 58%

Non-ionic small amphiphile based nanostructures for biomedical applications

et al. 2020

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“…In cell viability test, all of the amphiphiles were found to be safe for 24 h at each tested concentration. Similar types of amphiphiles were earlier measured for cytotoxic studies by our group, [49] but no significant difference was observed on cell viability on going from 24 to 72 h, thus we confined the study for 24 h at different concentrations.…”

Section: Resultsmentioning

confidence: 73%

Newer Non‐ionic A₂B₂‐Type Enzyme‐Responsive Amphiphiles for Drug Delivery

et al. 2021

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A new series of nonionic gemini amphiphiles have been synthesized in a multi‐step chemoenzymatic approach by using a novel A2B2‐type central core consisting of conjugating glycerol and propargyl bromide on 5‐hydroxy isophthalic acid. A pair of hydrophilic monomethoxy poly(ethylene glycol) (mPEG) and hydrophobic linear alkyl chains (C12/C15) were then added to the core to obtain amphiphilic architectures. The aggregation tendency in aqueous media was studied by dynamic light scattering, fluorescence spectroscopy and cryogenic transmission electron microscopy. The nanotransport potential of the amphiphiles was studied for model hydrophobic guests, that is, the dye Nile Red and the drug Nimodipine by using UV/Vis and fluorescence spectroscopy. Evaluation of the viability of amphiphile‐treated A549 cells showed them to be well tolerated up to the concentrations studied. Being ester based, these amphiphiles exhibit stimuli‐responsive sensitivity towards esterases, and a rupture of amphiphilic architecture was observed in the presence of immobilized Candida antarctica lipase (Novozym 435), thus facilitating release of the encapsulated guest from the aggregate.

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“…As a part of our ongoing research program to synthesize a wide variety of amphiphilic nanocarrier systems capable of forming different morphological aggregates because of varied hydrophilic and hydrophobic segments, herein, we have used triglycerol, an oligomer of glycerol, as a backbone.…”

Section: Introductionmentioning

confidence: 99%

Fabrication of oligo‐glycerol based hydrolase responsive amphiphilic nanocarriers

Mittal

Singh

Kumar

et al. 2020

Polymers for Advanced Techs

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Herein, we report on the synthesis of a new class of novel non-ionic amphiphiles using triglycerol as a core, which is further functionalized with hydrophilic units poly(ethylene glycol) monomethyl ether (M n : 350 and 550) and a pair of hydrophobic alkyl chains (C 18 or C 15 ) via chemo-enzymatic approach. Fluorescence measurements and dynamic light scattering studies showed that all of the synthesized amphiphilic systems spontaneously self-assemble in aqueous solution, which is further confirmed by the transmission electron microscopy. Encapsulation of hydrophobic moieties like Nile red and nimodipine was studied using ultraviolet-visible (UV-vis) and fluorescence spectrometer techniques. A cytotoxicity study of the amphiphiles using A549, HeLa, and MCF7 cell, which showed that all of the synthesized nanocarriers are well tolerated at the concentrations studied. The release profile of encapsulated Nile red in synthesized amphiphilic system was studied in the presence of the immobilized enzyme (Novozym 435).amphiphile, cytotoxicity, encapsulation, self-assembly 1 | INTRODUCTION Molecular self-assembly, the spontaneous process of forming ordered aggregates without external intervention is gaining attention by researchers from different disciplines because of its widespread applications. The phenomenon is derived mostly by various noncovalent interactions such as hydrophobic, ionic, π-π stacking, and electrostatic interaction adopting the minimal Gibbs free energy and thermodynamic stability. 1-4 The natural self-assembly phenomenon, for example, polypeptide chains folding into proteins or conformational changes of nucleic acids into their different functional forms etc, have inspired the scientific community to mimic the process using newly designed molecules. 5,6 Self-assembly of amphiphilic macromolecules provide a unique and newer opportunity for designing novel material for advanced applications in biomedicine and bionanotechnology. 7-11 Among the diverse and various promising applications of amphiphilic macromolecules, the area of drug delivery is challenging because of the limited aqueous-solubility and short circulation half-life of most clinically used drugs. [12][13][14] Carrier-mediated drug delivery not only can maximize the bioavailability but also allow targeting the active site in the body while minimizing the side effects.Amphiphiles can self-assemble into a variety of nano and microscale structures in the aqueous medium, where the majorly known 3-D structures include vesicles, micelles, and molecular gels. [15][16][17] Micelles vary in diameter in the range of 5 to 100 nm and may consist of spheres, discs, and wormlike assemblies, 18 whereas vesicles are found in hollow, spherical, and lamellar type morphologies within the diameter range of 20 nm to micrometer. 19 Since micelles formed by small molecules have simple synthesis, high loading capacity, and low toxicity, they may be able to target many cancer tissues and ensure the accumulation within the small vasculatures of tumors. 20,21 However, o...

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Aggregation Behavior of Non‐ionic Twinned Amphiphiles and Their Application as Biomedical Nanocarriers

Cited by 17 publications

References 46 publications

Non-ionic small amphiphile based nanostructures for biomedical applications

Non-ionic small amphiphile based nanostructures for biomedical applications

Newer Non‐ionic A₂B₂‐Type Enzyme‐Responsive Amphiphiles for Drug Delivery

Fabrication of oligo‐glycerol based hydrolase responsive amphiphilic nanocarriers

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Aggregation Behavior of Non‐ionic Twinned Amphiphiles and Their Application as Biomedical Nanocarriers

Cited by 17 publications

References 46 publications

Non-ionic small amphiphile based nanostructures for biomedical applications

Non-ionic small amphiphile based nanostructures for biomedical applications

Newer Non‐ionic A2B2‐Type Enzyme‐Responsive Amphiphiles for Drug Delivery

Fabrication of oligo‐glycerol based hydrolase responsive amphiphilic nanocarriers

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Product

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Newer Non‐ionic A₂B₂‐Type Enzyme‐Responsive Amphiphiles for Drug Delivery