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S. L. Selektor O. A. Fedorova E. V. Lukovskaya N. A. Tarasova O. A. Raitman A. V. Anisimov Yu. V. Fedorov V. V. Arslanov 《Protection of Metals and Physical Chemistry of Surfaces》2014,50(5):557-569
The properties of ultrathin films of two geometric isomers of oligothiophene derivatives containing two crowned styryl fragments in 2- (I) or 3- (II) positions of thiophene rings (Fig. 1) are studied in this work. The ability of these compounds to form stable monolayers at the air/water interface is shown. The structural organization of crown-substituted oligothiophenes in monolayers is determined by the π-π-stacking interaction of hydrophobic styrylthiophene fragments and interaction of hydrophilic macrocycles with the water subphase. Analysis of ultrathin film physicochemical characteristics has shown that the difference in the structure of oligothiophene molecules leads to the formation of distinct monolayer architectures with various electrochemical and optical characteristics. Two types of aggregates (H and J) are generated in monolayers formed from different geometrical isomers at the air/water interface. The effect of barium cation presence in the subphase on the oligomer aggregation in monolayer is discussed. The phase diagrams characterizing the behavior from two-dimensional mixtures of studied crown-substituted oligothiophenes and amphiphilic spreader are plotted basing on compression isotherms accompanied by absorbance and fluorescence spectra of monolayers of different composition. The ability to fine tune the emitted radiation parameters is demonstrated. The obtained results show the efficiency of application of geometrical isomers for investigation of the fundamental “structure-property” ratio of planar supramolecular systems, which is important for organic optics and electronics. 相似文献
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Or Raifman Dr. Sofiya Kolusheva Dr. Said El Kazzouli Dr. Dina M. Sigano Dr. Noemi Kedei Dr. Nancy E. Lewin Ruben Lopez‐Nicolas Ana Ortiz‐Espin Juan C. Gomez‐Fernandez Dr. Peter M. Blumberg Dr. Victor E. Marquez Prof. Senena Corbalan‐Garcia Prof. Raz Jelinek 《Chembiochem : a European journal of chemical biology》2010,11(14):2003-2009
Synthetic diacylglycerol‐lactones (DAG‐lactones) are effective modulators of critical cellular signaling pathways, downstream of the lipophilic second messenger diacylglycerol, that activate a host of protein kinase C (PKC) isozymes and other nonkinase proteins that share similar C1 membrane‐targeting domains with PKC. A fundamental determinant of the biological activity of these amphiphilic molecules is the nature of their interactions with cellular membranes. This study examines the biological properties of charged DAG‐lactones exhibiting different alkyl groups attached to the heterocyclic nitrogen of an α‐pyridylalkylidene chain, and particularly the relationship between membrane interactions of the substituted DAG‐lactones and their respective biological activities. Our results suggest that bilayer interface localization of the N‐alkyl chain in the R2 position of the DAG‐lactones inhibits translocation of PKC isoenzymes onto the cellular membrane. However, the orientation of a branched alkyl chain at the bilayer surface facilitates PKC binding and translocation. This investigation emphasizes that bilayer localization of the aromatic side residues of positively charged DAG‐lactone derivatives play a central role in determining biological activity, and that this factor contributes to the diversity of biological actions of these synthetic biomimetic ligands. 相似文献
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Noga Gal Dr. Sofiya Kolusheva Dr. Noemi Kedei Dr. Andrea Telek Taiyabah A. Naeem Nancy E. Lewin Langston Lim Poonam Mannan Susan H. Garfield Dr. Saïd El Kazzouli Dr. Dina M. Sigano Dr. Victor E. Marquez Dr. Peter M. Blumberg Prof. Raz Jelinek 《Chembiochem : a European journal of chemical biology》2011,12(15):2331-2340
N‐methyl‐substituted diacylglycerol–indololactones (DAG–indololactones) are newly synthesized effectors of protein kinase C (PKC) isoforms and exhibit substantial selectivity between RasGRP3 and PKCα. We present a comprehensive analysis of membrane interactions and biological activities of several DAG–indololactones. Translocation and binding activity assays underline significant variations between the PKC translocation characteristics affected by the ligands as compared to their binding activities. In parallel, the fluorescent properties of the ligands were employed for analysis of their membrane association profiles. Specifically, we found that a slight change in the linkage to the indole ring resulted in significant differences in membrane binding and association of the DAG–indololactones with lipid bilayers. Our analysis shows that seemingly small structural modifications of the hydrophobic regions of these biomimetic PKC effectors contribute to pronounced modulation of membrane interactions of the ligands. 相似文献
4.
Anton Muravev Ayrat Yakupov Tatiana Gerasimova Ramil Nugmanov Ekaterina Trushina Olga Babaeva Guliya Nizameeva Viktor Syakaev Sergey Katsyuba Sofiya Selektor Svetlana Solovieva Igor Antipin 《International journal of molecular sciences》2021,22(7)
Understanding the interaction of ions with organic receptors in confined space is of fundamental importance and could advance nanoelectronics and sensor design. In this work, metal ion complexation of conformationally varied thiacalix[4]monocrowns bearing lower-rim hydroxy (type I), dodecyloxy (type II), or methoxy (type III) fragments was evaluated. At the liquid–liquid interface, alkylated thiacalixcrowns-5(6) selectively extract alkali metal ions according to the induced-fit concept, whereas crown-4 receptors were ineffective due to distortion of the crown-ether cavity, as predicted by quantum-chemical calculations. In type-I ligands, alkali-metal ion extraction by the solvent-accessible crown-ether cavity was prevented, which resulted in competitive Ag+ extraction by sulfide bridges. Surprisingly, amphiphilic type-I/II conjugates moderately extracted other metal ions, which was attributed to calixarene aggregation in salt aqueous phase and supported by dynamic light scattering measurements. Cation–monolayer interactions at the air–water interface were monitored by surface pressure/potential measurements and UV/visible reflection–absorption spectroscopy. Topology-varied selectivity was evidenced, towards Sr2+ (crown-4), K+ (crown-5), and Ag+ (crown-6) in type-I receptors and Na+ (crown-4), Ca2+ (crown-5), and Cs+ (crown-6) in type-II receptors. Nuclear magnetic resonance and electronic absorption spectroscopy revealed exocyclic coordination in type-I ligands and cation–π interactions in type-II ligands. 相似文献
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Quality of software is one of the most critical concerns in software system development, and many products fail to meet the quality objectives when constructed initially. Software quality is highly affected by the development process's actual dynamics. This article proposes the use of the Markov decision process (MDP) for the assessment of software quality because MDP is a useful technique to abstract the model of dynamics of the development process and to test its impact on quality. Additionally, the MDP modeling of the dynamics leads to early prediction of the quality, from the design phases all the way through the different stages of development. The proposed approach is based on the stochastic nature of the software development process, including project architecture, construction strategy of Software Quality Assurance system, its qualification actions, and team assignment strategy. It accepts these factors as inputs, generating a relative quality degree as an output. The proposed approach has been demonstrated for the design phase with a case study taken from the literature. The results prove its robustness and capability to identify appropriate policies in terms of quality, cost, and time. © 2011 Wiley Periodicals, Inc. 相似文献
6.
Incorporation of Lamotrigine Drug in the PEO–PPO–PEO Triblock Copolymer (Pluronic F127) Micelles: Effect of Hydrophilic Polymers
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Sofiya Shaikh Debes Ray V. K. Aswal Rakesh K. Sharma 《Journal of surfactants and detergents》2017,20(3):695-706
The hydrophobic drug Lamotrigine (LTG) shows low bioavailability after oral administration. Work has been performed to improve the aqueous solubility of LTG using the micelles of amphiphilic block copolymers. Polyethylene oxide- polypropylene oxide- polyethylene oxide triblock copolymers (PEO–PPO–PEO), known as Pluronic®, have been the subject of current interest due to the versatile structural possibilities of varying PEO/PPO ratios. Incorporation of LTG in the aqueous micellar solutions of Pluronic® F127 was investigated using UV–visible spectroscopy. The shapes and size of the micelles with and without LTG have been ascertained using dynamic light scattering and small angle neutron scattering experiments. Results show increase in the Pluronic® micellar size with hard sphere radius with the incorporation of LTG. The effect of hydrophilic polymers (PEG1500 and F68) on the LTG-incorporated Pluronic® F127 micelles was also studied and found inefficient for enhancement of the solubility of LTG. Solid forms of LTG-incorporated Pluronic® F127 micelles with and without hydrophilic polymers, coded as LPMs, were successfully prepared through the thin-film hydration method. Fourier transform infrared spectroscopy, X-ray diffraction spectroscopy and thermogravimetric analysis have been used to ensure the compatibility of the LTG with Pluronic® F127 micelles in prepared LPMs. All the LPMs showed good incorporation efficiency, loading capacity and the sustained release profile of LTG. Results showed no specific improvement with the addition of hydrophilic polymers in the studied concentration range. 相似文献
7.
Kedei N Lubart E Lewin NE Telek A Lim L Mannan P Garfield SH Kraft MB Keck GE Kolusheva S Jelinek R Blumberg PM 《Chembiochem : a European journal of chemical biology》2011,12(8):1242-1251
Phorbol 12‐myristate 13‐acetate (PMA) and bryostatin 1 are both potent protein kinase C (PKC) activators. In LNCaP human prostate cancer cells, PMA induces tumor necrosis factor alpha (TNFα) secretion and inhibits proliferation; bryostatin 1 does not, and indeed blocks the response to PMA. This difference has been attributed to bryostatin 1 not localizing PKCδ to the plasma membrane. Since phorbol ester lipophilicity influences PKCδ localization, we have examined in LNCaP cells a series of phorbol esters and related derivatives spanning some eight logs in lipophilicity (logP) to see if any behave like bryostatin 1. The compounds showed marked differences in their effects on proliferation and TNFα secretion. For example, maximal responses for TNFα secretion relative to PMA ranged from 97 % for octyl‐indolactam V to 24 % for phorbol 12,13‐dibenzoate. Dose–response curves ranged from monophasic for indolactam V to markedly biphasic for sapintoxin D. The divergent patterns of response, however, correlated neither to lipophilicity, to plasma membrane translocation of PKCδ, nor to the ability to interact with model membranes. In U937 human leukemia cells, a second system in which PMA and bryostatin 1 have divergent effects, viz. PMA but not bryostatin 1 inhibits proliferation and induces attachment, all the compounds acted like PMA for proliferation, but several induced a reduced level or a biphasic dose–response curve for attachment. We conclude that active phorbol esters are not all equivalent. Depending on the system, some might partially resemble bryostatin 1 in their behavior; this encourages the concept that bryostatin‐like behavior may be obtained from other structural templates. 相似文献
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S. L. Selektor O. A. Raitman D. A. Silant’eva N. V. Ivanova G. Yonusauskas E. V. Lukovskaya P. Batat V. V. Arslanov 《Protection of Metals and Physical Chemistry of Surfaces》2011,47(4):484-493
Control of the structure of ultrathin films that determine the steric conditions of the passing of intermolecular interactions
is one of the most promising methods of implementing the advantages of planar supramolecular systems as basic elements of
nanosize information devices. This work studies the behavior of Langmuir monolayers of a new amphiphilic crown-substituted
chromoionophore I on a water subphase. It is found that dithiaazacrown ether in molecule I selectively binds Hg2+ cations both in organic solvents and from aqueous subphase. The electronic absorption spectra of the monolayer showed that
H-aggregation occurs actively in the course of two-dimensional compression on deionized water, which hinders the complexation
process, while the presence of Na+ and Ba2+ cations in the subphase results in the effective inhibition of this aggregation. This conclusion is confirmed by spectral
fluorimetric studies of monolayers of a dye with a similar structure that contains a chromophoric group with a much higher
fluorescence quantum yield. Monolayer aggregation on deionized water at the surface pressure values of just 4–6 mN/m leads
to the three- to fourfold fluorescence quenching, while in the case of subphases containing inert (noncomplementary to the
dye ionophoric fragment) cations, the compression of the monolayer to pressures of 25–30 mN/m reduces the fluorescence intensity
by no more than 25–35%. It was thus found that variations in the subphase composition allows one to monitor the degree of
aggregation of the monolayer and the efficiency of cation recognition. 相似文献