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Hideto Terada, Hiroaki Imai, Yuya Oaki
Visualization and quantitative detection of external stimuli are significant challenges in materials science. Quantitative detection of friction force, a mechanical stress, is not easily achieved using conventional stimuli-responsive materials. Here, the quantitative detection of friction force is reported, such as the strength and accumulated ammount, from the visible color of organic layered composites consisting of polydiacetylene (PDA) and organic amines without an excitation light source. The composites of the layered diacetylene monomer crystal and interlayer organic amine are synthesized through self-organization from the precursor solution...
May 18, 2018: Advanced Materials
Chunzhi Cui, Na Yeon Hong, Dong June Ahn
The present study reports a quantified monitoring by means of in situ resonance Raman scattering that analyzes phase-shifting characteristics of π-systems upon interacting with target analytes. A chemo- and thermochromic polydiacetylene vesicular probe is evaluated with multiple-wavelength Raman scattering modes in resonance with its phases, respectively, and thus can trace the phase-shifts. This Raman scattering-based analytical quantification is also successful in monitoring host-guest recognition events by utilizing much narrower bands, compared to those in conventional absorption or photoluminescence (PL) methods...
May 14, 2018: Small
Yong Tae Kim, Donghee Ma, Jai Kyoung Sim, Se-Hwa Kim
Physiologically relevant phantoms with high reliability are essential for extending the therapeutic applications of high-intensity therapeutic ultrasound. Here we describe a tissue-mimicking phantom capable of quantifying temperature changes and observing non-thermal phenomena by high-intensity therapeutic ultrasound. Using polydiacetylene liposomes, we fabricated agar-based polydiacetylene hydrogel phantoms (PHPs) that not only respond to temperature, but also have acoustic properties similar to those of human liver tissue...
May 11, 2018: Ultrasound in Medicine & Biology
Anaëlle Doerflinger, Nam Nguyen Quang, Edmond Gravel, Guillaume Pinna, Marie Vandamme, Frédéric Ducongé, Eric Doris
Polydiacetylene micelles were functionalized with controlled amounts of biotin using bioorthogonal click chemistry. The biotinylated micelles were evaluated in the selective targeting of the MCF-7 cancerous cell line and were shown to be readily internalized. The efficiency of the cellular uptake was correlated to the density of grafted biotin.
March 26, 2018: Chemical Communications: Chem Comm
Estelle Lebègue, Carole Farre, Catherine Jose, Joelle Saulnier, Florence Lagarde, Yves Chevalier, Carole Chaix, Nicole Jaffrezic-Renault
Polydiacetylene (PDA) inserted in films or in vesicles has received increasing attention due to its property to undergo a blue-to-red colorimetric transition along with a change from non-fluorescent to fluorescent upon application of various stimuli. In this review paper, the principle for the detection of various microorganisms (bacteria, directly detected or detected through the emitted toxins or through their DNA, and viruses) and of antibacterial and antiviral peptides based on these responsive PDA vesicles are detailed...
February 15, 2018: Sensors
Dong-En Wang, Jiahang Yan, Jingjing Jiang, Xiang Liu, Chang Tian, Juan Xu, Mao-Sen Yuan, Xiang Han, Jinyi Wang
Sialic acid (SA) located at the terminal end of glycans on cell membranes has been shown to play an important yet distinctive role in various biological and pathological processes. Effective methods for the facile, sensitive and in situ analysis of SA on living cell surfaces are of great significance in terms of clinical diagnostics and therapeutics. Here, a new polydiacetylene (PDA) liposome-based sensor system bearing phenylboronic acid (PBA) and 1,8-naphthalimide derived fluorophore moieties was developed as a fluorescence turn-on sensor for the detection of free SA in aqueous solution and the in situ imaging of SA-terminated glycans on living cell surfaces...
March 1, 2018: Nanoscale
Dong-Hoon Park, Jung-Moo Heo, Woomin Jeong, Young Hyuk Yoo, Bum Jun Park, Jong-Man Kim
Owing to a unique colorimetric (typically blue-to-red) feature upon environmental stimulation, polydiacetylenes (PDAs) have been actively employed in chemosensor systems. We developed a highly accurate and simple volatile organic compound (VOC) sensor system that can be operated using a conventional smartphone. The procedure begins with forming an array of four different PDAs on conventional paper using inkjet printing of four corresponding diacetylenes followed by photopolymerization. A database of color changes (i...
February 7, 2018: ACS Applied Materials & Interfaces
Jiseok Lee, Sungbaek Seo, Jinsang Kim
We developed new photoresponsive polydiacetylene (PR-PDA) molecules by incorporating a photocleavable moiety, 6-nitropiperonyl alcohol (NP) or 4,5-dimethoxy-2-nitrobenzyl alcohol (DMN), into a self-assembling diacetylene molecule. Inducing steric disordering of the assembled PDA molecules by the cleavage of the photoresponsive moiety under 365 nm UV irradiation results in color transition from blue to red and development of red fluorescence, allowing convenient photo patterning. Further writing and erasing of fluorescence patterns are demonstrated toward novel secure information communication and anticounterfeiting applications...
January 31, 2018: ACS Applied Materials & Interfaces
P Neuberg, I Hamaidi, S Danilin, M Ripoll, V Lindner, M Nothisen, A Wagner, A Kichler, T Massfelder, J-S Remy
Polydiacetylenic nanofibers (PDA-Nfs) obtained by photopolymerization of surfactant 1 were optimized for intracellular delivery of small interfering RNAs (siRNAs). PDA-Nfs/siRNA complexes efficiently silenced the oncogene Lim-1 in the renal cancer cells 786-O in vitro. Intraperitoneal injection of PDA-Nfs/siLim1 downregulated Lim-1 in subcutaneous tumor xenografts obtained with 786-O cells in nude mice. Thus, PDA-Nfs represent an innovative system for in vivo delivery of siRNAs.
January 25, 2018: Nanoscale
Eunae Cho, Seunho Jung
Polydiacetylene (PDA) has attracted interest for use as a sensing platform in biomedical, environmental, and chemical engineering applications owing to its capacity for colorimetric and fluorescent transition in response to external stimuli. Many researchers have attempted to develop a tailor-made PDA sensor via conjugation of chemical or biological substances to PDA. Here, we review smart bio-conjugates of PDA with various biomolecules such as carbohydrates, lipids, nucleic acids, and proteins. In addition, materialization and signal amplification strategies to improve handling and sensitivity are described...
January 4, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
Anothai Kamphan, Changjun Gong, Krishnagopal Maiti, Souvik Sur, Rakchart Traiphol, Dev P Arya
Recognition of nucleic acids remains an important endeavor in biology. Nucleic acids adopt shapes ranging from A-form (RNA and GC rich DNA) to B-form (AT rich DNA). We show, in this contribution, shape-specific recognition of A-U rich RNA duplex by a neomycin (Neo)-polydiacetylene (PDA) complex. PDA assemblies are fabricated by using a well-known diacetylene (DA) monomer, 10,12-pentacosadiynoic acid (PCDA). The response of poly(PCDA) assemblies is generated by mixing with a modified neomycin-PCDA monomer (Neo-PCDA)...
2017: RSC Advances
Yi-Jun Shi, Ren-Tsung Wang, Yu-Hui Chu, Ying-Jung Chen, Ching-Chia Tang, Yaw-Syan Fu, Yuan-Chin Lee, Liang-Jun Wang, Chia-Hui Huang, Long-Sen Chang
Mannosylated ovalbumin (Man-OVA) prepared by modification of carboxyl groups with p-aminophenyl α-d-mannopyranoside shows an increase of net positive charge, which may enhance its binding to bacterial membrane. Thus, we aimed to investigate whether Man-OVA exerts antibacterial activity on Escherichia coli and Staphylococcus aureus via membrane-perturbing effect. Man-OVA inhibited the growth of E. coli and S. aureus, whereas ovalbumin (OVA) did not show any antibacterial activity. Moreover, Man-OVA induced an increase in the membrane permeability of E...
February 1, 2018: Archives of Biochemistry and Biophysics
Nicole M Thielens, Agathe Belime, Edmond Gravel, Sarah Ancelet, Charlotte Caneiro, Eric Doris, Wai Li Ling
Polydiacetylene (pDA) micelles have been demonstrated to be effective drug carriers for cancer therapy in mouse model. However, little is known about their interaction with the human complement system, which constitutes an important part of the innate immune system and can cause severe hypersensitivity reactions. Herein, we investigate the influence of micelle surface charge on the binding of complement protein C1q, the target recognition unit that activates the classical complement pathway and performs a range of other important physiological functions...
January 30, 2018: International Journal of Pharmaceutics
Anastasiia L Dubas, Alexey R Tameev, Alexandra I Zvyagina, Alexander A Ezhov, Vladimir K Ivanov, Burkhard König, Vladimir V Arslanov, Oxana L Gribkova, Maria A Kalinina
Fabricating plasmon-enhanced organic nanomaterials with technologically relevant supporting architectures on planar solids remains a challenging task in the chemistry of thin films and interfaces. In this work, we report a bottom-up assembly of ultrathin layered composites of conductive polymers with photophysical properties enhanced by gold nanoparticles. The polydiacetylene component was formed by photopolymerization of a catanionic mixture of pentacosadiynoic surfactants on a surface of citrate-stabilized gold hydrosol monitored by a fiber optic spectrometer...
December 20, 2017: ACS Applied Materials & Interfaces
Do Hyun Kang, Ho-Sup Jung, Keesung Kim, Jinsang Kim
Most solid-state biosensor platforms require a specific immobilization chemistry and a bioconjugation strategy separately to tether sensory molecules to a substrate and attach specific receptors to the sensory unit, respectively. We developed a mussel-inspired universal conjugation method that enables both surface immobilization and bioconjugation at the same time. By incorporating dopamine or catechol moiety into self-signaling polydiacetylene (PDA) liposomes, we demonstrated efficient immobilization of the PDA liposomes to a wide range of substrates, without any substrate modification...
December 6, 2017: ACS Applied Materials & Interfaces
Robert S Jordan, Yolanda L Li, Cheng-Wei Lin, Ryan D McCurdy, Janice B Lin, Jonathan L Brosmer, Kristofer L Marsh, Saeed I Khan, K N Houk, Richard B Kaner, Yves Rubin
We demonstrate a highly efficient thermal conversion of four differently substituted polydiacetylenes (PDAs 1 and 2a-c) into virtually indistinguishable N = 8 armchair graphene nanoribbons ([8]A GNR). PDAs 1 and 2a-c are themselves easily accessed through photochemically initiated topochemical polymerization of diynes 3 and 4a-c in the crystal. The clean, quantitative transformation of PDAs 1 and 2a-c into [8]A GNR occurs via a series of Hopf pericyclic reactions, followed by aromatization reactions of the annulated polycyclic aromatic intermediates, as well as homolytic bond fragmentation of the edge functional groups upon heating up to 600 °C under an inert atmosphere...
November 8, 2017: Journal of the American Chemical Society
Najmeh Moazeni, Masoud Latifi, Ali Akbar Merati, Shohre Rouhani
In this study, polydiacetylene (PDA) is embedded in electrospun polyvinylidene fluoride (PVDF) nanofibers for the preparation of mats with dual colorimetric and piezoelectric responses. The diacetylene monomers are self-assembled during the electrospinning process. The PDA-embedded PVDF nanofibers in the blue phase are obtained via photo-polymerization upon UV-light irradiation. The colorimetric transition of the nanofibers is studied as a function of temperature using a spectrophotometer. The morphology and crystal polymorphism of the nanofibers are investigated...
November 15, 2017: Soft Matter
Shuai Li, Li Zhang, Jian Jiang, Yan Meng, Minghua Liu
An l-glutamic acid terminated amphiphilic diacetylene was designed and found to self-assemble into vesicles in water and supramolecular gel with helical structures in mixed methanol/water solvent. Both the vesicles and the helices underwent topochemical photopolymerization under UV irradiation and changed to a blue color. During the self-assembly and photopolymerization, the chirality of localized l-glutamic acid was successfully transferred to polydiacetylene (PDA), which resulted in obvious CD signals in the PDA blue phase...
October 12, 2017: ACS Applied Materials & Interfaces
Gabriel Max Dias Ferreira, Guilherme Max Dias Ferreira, Maria do Carmo Hespanhol, Jaqueline de Paula Rezende, Ana Clarissa Dos Santos Pires, Paulo Fernando Ribeiro Ortega, Luis Henrique Mendes da Silva
Polydiacetylene (PDA) vesicles have been applied as optical sensors in different areas, although there are difficulties in controlling their responses. In this study, we prepared nanoblends of PDA with triblock copolymers (TC) as a better sensor system for detecting temperature change. The influences of diacetylene (DA) monomer, and the TC chemical structure and concentration on the colorimetric response (CR) were examined. The TC/PDA nanoblend was remarkably more sensitive to temperature change, than classical vesicles...
February 15, 2018: Food Chemistry
Gonzalo García-Espejo, Marta Pérez-Morales, Michel Goldmann, María T Martín-Romero, Juan J Giner-Casares, Luis Camacho
Mixed Langmuir monolayers of 10,12-Pentacosadiynoic acid (DA) monomer and an amphiphilic Hemicyanine dye derivative have been formed at the air/water interface. Two derivatives of docosylpyridinium have been used, with either one included in the monolayer in 1:1molar ratio. The DA monomers within the mixed monolayers have been polymerized in situ at the air/water interface. The crystalline structure of the monolayer and the kinetics of polymerization have been probed by grazing incidence X-ray diffraction (GIXD)...
August 22, 2017: Journal of Colloid and Interface Science
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