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Heorhii V Humeniuk, Arnulf Rosspeintner, Giuseppe Licari, Vasyl Kilin, Luigi Bonacina, Eric Vauthey, Naomi Sakai, Stefan Matile
Bent N,N'-diphenyl-dihydrodibenzo[a,c]phenazine amphiphiles are introduced as mechanosensitive membrane probes that operate by an unprecedented mechanism, namely, unbending in the excited state as opposed to the previously reported untwisting in the ground and twisting in the excited state. Their dual emission from bent or "closed" and planarized or "open" excited states is shown to discriminate between micelles in water and monomers in solid-ordered (So ), liquid-disordered (Ld ) and bulk membranes...
June 20, 2018: Angewandte Chemie
Joykrishna Dey, Rita Ghosh, Rita Das Mahapatra
The design and synthesis of biocompatible surfactants are important for a wide range of applications in cosmetics, personal care products, and nanomedicines. This feature article summarizes our studies over the past 8 years on the design, synthesis, surface activity, and self-assembly of a series of unconventional low-molecular-mass amphiphiles containing poly(ethylene glycol) (PEG) tail or spacer and different ionic or zwitterionic head groups, including carboxylate, sulfonate, and quaternary ammonium salts...
June 20, 2018: Langmuir: the ACS Journal of Surfaces and Colloids
Haifa Shen, Chaofeng Mu, Xiaoyan Wu, Xinyu Zhou, Joy Wolfram, Jianliang Shen, Dechen Zhang, Junhua Mai, Xiaojun Xia, Ashley M Holder, Mauro Ferrari, Xuewu Liu
PURPOSE: Triple-negative breast cancer (TNBC) is a clinically aggressive disease with poor prognosis. Conventional chemotherapeutics are generally able to shrink the tumor mass, but often fail to completely eradicate cancer stem-like cells (CSCs) that are responsible for high risk of relapse and frequent metastases. In this study, we examined thermal sensibility of CSCs, developed an approach that enabled concurrent elimination of both the bulk of cancer cells and CSCs, and investigated the underlying mechanism...
June 19, 2018: Clinical Cancer Research: An Official Journal of the American Association for Cancer Research
Deepnath Bajani, Debmalya Gharai, Joykrishna Dey
Self-assembly of surfactants is influenced by various intermolecular interactions and molecular structure, which dictate packing of molecules in the aggregate and its microstructure. Hydrogen-bonding between amide groups plays a key role in the self-assembly process of N-acyl amino acid surfactants (NAAS). The self-assembly properties of two NAAS, sodium N-lauroyl sarcosinate (SLS) and sodium N-lauroyl glycinate (SLG) that differ only in the head-group structure were compared in aqueous and aqueo-organic media by using a number of methods, including surface tension fluorescence, dynamic light scattering, calorimetry, and microscopy...
June 16, 2018: Journal of Colloid and Interface Science
Jianhua Lü, Yu Yang, Junfang Gao, Haichao Duan, Changli Lü
A series of novel well-defined 8-hydroxyquinoline (HQ)-containing thermo-responsive amphiphilic diblock copolymers poly(styrene-co-5-(2-methacryloylethyloxy- methyl)-8-quinolinol)-b-poly(N-isopropylacrylamide) P(St-co-MQ)-b-PNIPAm (P1,2), P(NIPAm- co-MQ)-b-PSt (P3,4) and triblock copolymer poly(N-isopropylacrylamide)-b-poly(methyl- methacrylate-co-5-(2-methacryloylethyloxymethyl)-8-quinolinol)-b-polystyrene PNIPAm-b- P(MMA-co-MQ)-b-PSt (P5) were prepared by reversible addition fragmentation chain transfer (RAFT) polymerization, and their self-assembly behaviors were studied...
June 19, 2018: Langmuir: the ACS Journal of Surfaces and Colloids
Di Lu, Yang An, Simin Feng, Xiaodan Li, Aiping Fan, Zheng Wang, Yanjun Zhao
The complex design of multifunctional nanomedicine is beneficial to overcome the multiple biological barriers of drug delivery, but it also presents additional hurdles to clinical translation (e.g., scaling-up and quality control). To address this dilemma, we employed a simple imidazole-bearing polymer micelle for enhanced cellular uptake, facilitated endosomal escape, and on-demand release of a model drug, SN-38. The micelles were crosslinked by the reversible imidazole/Zn2+ coordination with a drug loading of ca...
June 18, 2018: AAPS PharmSciTech
Sangho Cho, Gyu Seong Heo, Sarosh Khan, Jessica Huang, David A Hunstad, Mahmoud Elsabahy, Karen L Wooley
A highly-reactive vinyl ether-functionalized aliphatic polycarbonate and its block copolymer were developed as templates for multiple post-polymerization conjugation chemistries. The vinyl ether-functional six-membered cyclic carbonate monomer was synthesized by a well-established two-step procedure starting from 2,2-bis(hydroxymethyl)propionic acid. An organobase-catalyzed ring-opening polymerization of the synthesized monomer afforded polycarbonates with pendant vinyl ether functionalities (PMVEC). The vinyl ether moieties on the resulting polymers were readily conjugated with hydroxyl- or thiol-containing compounds via three different post-polymerization modification chemistries - acetalization, thio-acetalization, and thiol-ene reaction...
May 8, 2018: Macromolecules
Wenjing Qi, Yufei Zhang, Jue Wang, Guoqing Tao, Libin Wu, Zdravko Kochovski, Hongjian Gao, Guosong Chen, Ming Jiang
We proposed the deprotection-induced block copolymer self-assembly (DISA), that is, the deprotection of hydroxyl groups resulted in in situ self-assembly of glycopolymers. In the previous studies, block copolymers soluble in common organic solvents were employed as the starting material. In this paper, by using the protected glyco-block containing pre-assembled glyco-vesicles in water as the starting material, we moved forward and made two exceeding achievements. Firstly, we have observed a deprotection-induced morphology transition trigged by alkali in water...
June 18, 2018: Journal of the American Chemical Society
Datong Wu, Yin Yu, Jie Zhang, Lili Guo, Yong Kong
Here a novel fluorescent chiral poly(ionic liquid) (S)-PCIL-4 with non-conjugated backbone is designed and synthesized in the control of micelle through free radical polymerization, whose fluorescence emission maximum is at λem,max = 430 nm. It is observed that polymers with spatially proximate units (phenyl group and pyridinium cation) have photoluminescence through spatial π-π and ion-π interaction. Then (S)-PCIL-4 can be served as a fluorescent turn-off/on sensor for chiral recognition of phenylalaninol and tryptophan in the presence of Cu(II)...
June 18, 2018: ACS Applied Materials & Interfaces
G Singh, M Kaur, B A Shiekh, T S Kang
Luminescent benzimidazolium based surface active ionic liquid (SAIL) is found to form micelles in aqueous medium, which act as nano-interfaces for the selective recognition of ADP in the nanomolar range. A significant enhancement in fluorescence emission demonstrating the conversion and amplification of molecular information using micellar nano-interfaces is observed for the first time.
June 18, 2018: Chemical Communications: Chem Comm
Goki Hattori, Mikihito Takenaka, Mitsuo Sawamoto, Takaya Terashima
Versatile self-assembly systems to nanostructured materials in both solid and solution were developed with common amphiphilic random copolymers bearing hydrophilic poly(ethylene glycol) (PEG) and hydrophobic crystalline octadecyl pendants. The copolymers efficiently induced precision self-assembly of the pendants to provide not only core-crystalline, thermoresponsive micelles and vesicles in water and reverse micelles in hexane but also sub-10 nm lamellar or spherical microphase separation in solid. Typically, the solid random copolymers with 50 - 80 mol% octadecyl units formed lamellar structure of a hydrophilic PEG layer and a hydrophobic, crystalline octadecyl layer...
June 18, 2018: Journal of the American Chemical Society
Lesan Yan, Ahmad Amirshaghaghi, Dennis Huang, Joann Miller, Joel M Stein, Theresa M Busch, Zhiliang Cheng, Andrew Tsourkas
The ability to produce nanotherapeutics at large-scale with high drug loading efficiency, high drug loading capacity, high stability, and high potency is critical for clinical translation. However, many nanoparticle-based therapeutics under investigation suffer from complicated synthesis, poor reproducibility, low stability, and high cost. In this work, a simple method for preparing multifunctional nanoparticles is utilized that act as both a contrast agent for magnetic resonance imaging and a photosensitizer for photodynamic therapy for the treatment of cancer...
April 17, 2018: Advanced Functional Materials
Yun Liu, I Sophie T Bos, Tjitske A Oenema, Herman Meurs, Harm Maarsingh, Anna K H Hirsch
Budesonide is a hydrophobic glucocorticoid with high anti-inflammatory activity for the treatment of asthma, inflammatory bowel disease and rheumatoid arthritis. A micellar drug-delivery system based on lipid-DNA may provide a strategy to maximize its drug efficacy and reduce adverse effects. In this work, we report the use of lipid-DNA (UU11mer), featuring two hydrophobic alkyl chains and forming micelles at a comparatively low critical micelle concentration, to render budesonide water-soluble with a high loading capacity (LC)...
June 14, 2018: European Journal of Pharmaceutics and Biopharmaceutics
Zirong Lei, Luqiong Chen, Kan Hu, Shengchun Yang, Xiaodong Wen
Cold vapor generation (CVG) of cadmium was firstly accomplished in non-aqueous media by using solid reductant of potassium borohydride (KBH4 ) as a derivation reagent. The mixture of surfactant Triton X-114 micelle and octanol was innovatively used as the non-aqueous media for the CVG and atomic fluorescence spectrometry (AFS) was used for the elemental determination. The analyte ions were firstly extracted into the non-aqueous media from the bulk aqueous phase of analyte/sample solution via a novelly established ultrasound-assisted rapidly synergistic cloud point extraction (UARS-CPE) process and then directly mixed with the solid redcutant KBH4 to generate volatile elemental state cadmium in a specially designed reactor, which was then rapidly transported to a commercial atomic fluorescence spectrometer for detection...
June 5, 2018: Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy
Yukiko Nagai, Yusuke Tsutsumi, Naotoshi Nakashima, Tsuyohiko Fujigaya
Single-walled carbon nanotubes (SWNTs) have unique near-infrared absorption and photoemission properties that are attractive for in vivo biological applications such as photothermal cancer treatment and bioimaging. Therefore, a smart functionalization strategy for SWNTs to create biocompatible surfaces and introduce various ligands to target active cancer cells without losing the unique optical properties of the SWNTs is strongly desired. This paper reports the de-sign and synthesis of a SWNT/gel hybrid containing maleimide groups, which react with various thiol compounds through Michael addition reactions...
June 15, 2018: Journal of the American Chemical Society
Shasha He, Chan Li, Qingfei Zhang, Jianxun Ding, Xing-Jie Liang, Xuesi Chen, Haihua Xiao, Xiaoyuan Chen, Dongfang Zhou, Yubin Huang
Drug, targeting ligand and imaging agent are the three essential components in a nanoparticle-based drug delivery system. However, tremendous batch-to-batch variation of composition and drug content typically accompany the current approaches of building these components together. Herein, we report the design of photo-activatable platinum(IV) (Pt(IV)) amphiphiles containing one or two hydrophilic lactose targeting ligands per hydrophobic Pt(IV) prodrug for an all-in-one precise nanomedicine. Self-assembly of these Pt(IV) amphiphiles results in either micelle or vesicle formation with a fixed Pt/targeting moiety ratio and a constantly high content of platinum...
June 15, 2018: ACS Nano
Alfredo De Biasio, Alain Ibáñez de Opakua, Mark J Bostock, Daniel Nietlispach, Tammo Diercks, Francisco J Blanco
Sparse lipid fluorination enhances the lipids' 1H signal dispersion, enables clean molecular distinction by 19F NMR, and evinces micelle insertion of proteins via fluorine-induced signal shifts. We present a minimal fluorination scheme, and illustrate the concept on di-(4-fluoro)-heptanoylphosphatidylcholine micelles and solubilised seven-helix transmembrane pSRII protein.
June 15, 2018: Chemical Communications: Chem Comm
Jing Xin, Sijia Wang, Jing Wang, Jiazhuang Wang, Lei Fu, Lijian Shen, Zhenxi Zhang, Cuiping Yao
The poor cell membrane penetration ability of photosensitizers resulted in the limited antitumor effect, thereby hampered their potential in clinical translation. The high toxic side effect and multidrug resistance of chemotherapeutic agents during in clinical chemical therapy should be resolved. Nanosystem integrated with photosensitizer and novel targeting chemotherapy agent may be an effective strategy for overcoming clinical or preclinical drawbacks of monotherapy and enhancing therapeutic effect. Therefore, a nanosized micelle F127 integrated with Apogossypolone (ApoG2) and Al(III) phthalocyanine chloride tetrasulfonic acid (AlPcS4) (referred as F127-ApoG2@AlPcS4) was synthesized to induce the cell death quickly for reducing the risk of resistance and enhancing gastric cancer therapeutic efficiency by combining AlPcS4/photodynamic therapy and ApoG2/chemotherapy...
August 1, 2018: Journal of Biomedical Nanotechnology
Lutao Jiang, Yan Liang, Qingqing Huo, Yuji Pu, Wei Lu, Shangcong Han, Jie Cao, Bin He, Yong Sun
Bio-inspired supramolecular self-assembly have been widely explored in biomedical engineering, especially in the field of drug delivery. Here, viral capsid analogue pH-Sensitive polymeric micelles HA-Hyd-DOX were reported, where natural polysacarrides hyaluronic acid (HA) and anticancer drug doxorubicin (DOX), were linked through a hydrazone bond with a high drug loading content of 33.09 wt%. The polymeric micelles look like artificial virus capsids from "core-shell" structures. In addition, the polymeric backbone HA and hydrazone bonds were destroyed in the presence of hyaluronidase in cancer cells and under the acidic conditions of pH = 5 respectively, thereby prodrug-based polymeric micelles could penetrate into the tumor and DOX could be released in lysosomes to enhance anticancer efficacy...
August 1, 2018: Journal of Biomedical Nanotechnology
Mona S Minkara, Rebecca Kristine Lindsey, Robert H Hembree, Connor L Venteicher, Sumanth Narahari Jamadagni, David Michael Eike, Ahmad F Ghobadi, Peter H Koenig, J Ilja Siepmann
Understanding solute uptake into soft micro-structured materials, such as bilayers and worm-like and spherical micelles, is of interest in the pharmaceutical, agricultural, and personal care industries. To obtain molecular-level insight on the effects of solutes loading into a lamellar phase, we utilize the Shinoda-Devane-Klein (SDK) coarse-grain force field in conjunction with configurational-bias Monte Carlo (CBMC) simulations in the osmotic Gibbs ensemble. The lamellar phase is comprised of a bilayer formed by triethylene glycol mono- n-decyl ether (C10E3) surfactants surrounded by water with a 50/50 surfactant/water weight ratio...
June 14, 2018: Langmuir: the ACS Journal of Surfaces and Colloids
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