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Marcus Cebula, Ilke Simsek Turan, Birgitta Sjödin, Madhuranayaki Thulasingam, Joseph Brock, Volodymyr Chmyrov, Jerker Widengren, Hiroshi Abe, Bengt Mannervik, Jesper Z Haeggström, Agnes Rinaldo-Matthis, Engin U Akkaya, Ralf Morgenstern
Both soluble and membrane-bound enzymes can catalyze the conversion of lipophilic substrates. The precise substrate access path, with regard to phase, has however, until now relied on conjecture from enzyme structural data only (certainly giving credible and valuable hypotheses). Alternative methods have been missing. To obtain the first experimental evidence directly determining the access paths (of lipophilic substrates) to phase constrained enzymes we here describe the application of a BODIPY-derived substrate (PS1)...
December 5, 2016: Scientific Reports
Deepika Chaturvedi, Sai A Balaji, Vinay Kumar Bn, Freek Ariese, Siva Umapathy, Annapoorni Rangarajan
Breast cancer is the most prevalent cause of cancer-associated death in women the world over, but if detected early it can be treated successfully. Therefore, it is important to diagnose this disease at an early stage and to understand the biochemical changes associated with cellular transformation and cancer progression. Deregulated lipid metabolism has been shown to contribute to cell transformation as well as cancer progression. In this study, we monitored the biomolecular changes associated with the transformation of a normal cell into an invasive cell associated with breast cancer using Raman microspectroscopy...
November 28, 2016: Biosensors
A G Tereshchenkov, A V Shishkina, V V Karpenko, V A Chertkov, A L Konevega, P S Kasatsky, A A Bogdanov, N V Sumbatyan
Novel fluorescent derivatives of macrolide antibiotics related to tylosin bearing rhodamine, fluorescein, Alexa Fluor 488, BODIPY FL, and nitrobenzoxadiazole (NBD) residues were synthesized. The formation of complexes of these compounds with 70S E. coli ribosomes was studied by measuring the fluorescence polarization depending on the ribosome amount at constant concentration of the fluorescent substance. With the synthesized fluorescent tylosin derivatives, the dissociation constants for ribosome complexes with several known antibiotics and macrolide analogs previously obtained were determined...
October 2016: Biochemistry. Biokhimii︠a︡
Kazuo Tanaka, Kenta Nishino, Shunichiro Ito, Honami Yamane, Kazumasa Suenaga, Kazushi Hashimoto, Yoshiki Chujo
This paper presents the aggregation-induced emission (AIE) properties of o-carborane derivatives and proposes a potential strategy for constructing AIE-active organoboron complexes via the enhancement of freedom of intramolecular mobility. Initially, the optical properties of o-carborane derivatives with or without the fused ring structure at the C-C bond in o-carborane in which elongation should be induced by photo-excitation according to theoretical calculations were compared. Accordingly, it was shown that large mobility at the C-C bond in o-carborane should be responsible for the annihilation of emission in solution, leading to the AIE property...
November 30, 2016: Faraday Discussions
Paola Infante, Romina Alfonsi, Cinzia Ingallina, Deborah Quaglio, Francesca Ghirga, Ilaria D'Acquarica, Flavia Bernardi, Laura Di Magno, Gianluca Canettieri, Isabella Screpanti, Alberto Gulino, Bruno Botta, Mattia Mori, Lucia Di Marcotullio
Hedgehog (Hh) inhibitors have emerged as valid tools in the treatment of a wide range of cancers. Indeed, aberrant activation of the Hh pathway occurring either by ligand-dependent or -independent mechanisms is a key driver in tumorigenesis. The smoothened (Smo) receptor is one of the main upstream transducers of the Hh signaling and is a validated target for the development of anticancer compounds, as underlined by the FDA-approved Smo antagonist Vismodegib (GDC-0449/Erivedge) for the treatment of basal cell carcinoma...
September 22, 2016: Cell Death & Disease
Antonio Prlj, Alberto Fabrizio, Clemence Corminboeuf
meso-Substituted boron-dipyrromethene (BODIPY) dyes are a puzzling class of molecules, which feature contrasting emissive behaviors. The full mechanistic picture for these distinctive properties is still missing. Using static and dynamic excited state computations we unravel the key reasons behind these divergences.
November 28, 2016: Physical Chemistry Chemical Physics: PCCP
Buntora Pasaribu, Chii-Shiarng Chen, Yue Ken Liao, Pei-Luen Jiang, Jason T C Tzen
Unique proteins including steroleosin, caleosin, oleosin-L, and oleosin-G have been identified in seed oil bodies of pine (Pinus massoniana). In this study, mature pollen grains with wing-like bladders were collected from pine (Pinus elliottii). Ultrastructural studies showed that oil bodies were present in pollen grains, but not the attached bladders, and the presence of oil bodies was further confirmed by fluorescent staining with BODIPY 493/503. Stable oil bodies were successfully purified from pine pollen grains, and analyzed to be mainly composed of triacylglycerols...
November 18, 2016: Plant Physiology and Biochemistry: PPB
Michael Helmut Reynolds Beh, Katherine Isabelle Biehn Douglas, Kelsey Taylor Elver House, Alexandra Celeste Murphy, Jackson Scott Testemale Sinclair, Alison Thompson
A protocol is established for the high-yielding synthesis of F-BODIPYs involving non-anhydrous reagents and not requiring precautions to exclude moisture. This simple and robust strategy simply requires a second addition of NEt3 and BF3·OEt2, midway through the reaction period. The ratio and amounts of NEt3 and BF3·OEt2 used in each aliquot are critical to success (6 : 9 for each aliquot). The protocol can be completed using bench-dry apparatus, without need to achieve and maintain anhydrous conditions or solvents...
November 24, 2016: Organic & Biomolecular Chemistry
Lei Wang, Zhigang Xie
Polymer-modified metal-organic frameworks combine advantages of both soft polymers and crystalline metal-organic frameworks (MOFs). It is a big challenge to develop simple method for surface modification of MOFs. In this work, a MOFs@microporous organic polymers (MOPs) hybrids nanoparticle (UNP) has been synthesized by epitaxial growth of luminescent BODIPYs-imine MOPs on the surface of UiO-MOFs seeds, which exhibits low cytotoxicity, smaller size distribution, well-retained pore integrity and available functional sites...
November 22, 2016: Chemistry: a European Journal
Robert M Hughes, Christina M Marvin, Zachary L Rodgers, Song Ding, Nathan P Oien, Weston J Smith, David S Lawrence
A strategy for the light-activated release of bioactive compounds (BODIPY, colchicine, paclitaxel, and methotrexate) from membrane-enclosed depots is described. We have found that membrane-permeable bioagents can be rendered membrane impermeable by covalent attachment to cobalamin (Cbl) through a photocleavable linker. These Cbl-bioagent conjugates are imprisoned within lipid-enclosed compartments in the dark, as exemplified by their retention in the interior of erythrocytes. Subsequent illumination drives the secretion of the bioactive species from red blood cells...
November 22, 2016: Angewandte Chemie
George Sakoulas, Warren Rose, Andrew Berti, Joshua Olson, Jason Mungia, Poochit Nonejuie, Eleanna Sakoulas, Michael J Rybak, Joseph Pogliano, Victor Nizet
We asked whether beta-lactamase inhibitors (BLIs) increased the activity of daptomycin (DAP) against methicillin-resistant Staphylococcus aureus (MRSA), peptide antibiotic colistin (COL) against emerging Gram-negative nosocomial pathogen Acinetobacter baumannii, and human host defense peptide cathelicidin LL37 against either pathogen. DAP and LL37 kill curves were performed with or without BLIs against MRSA, vancomycin-intermediate S. aureus (VISA) and heterogeneous-VISA (hVISA). COL and LL37 kill curves were performed against A...
November 21, 2016: Antimicrobial Agents and Chemotherapy
Gizem Bor, Muhammed Üçüncü, Mustafa Emrullahoğlu, Aysel Tomak, Gülşah Şanlı-Mohamed
Recently, development of fluorescent nanoparticle-based probes for various bioimaging applications has attracted great attention. This work aims to develop a new type fluorescent nanoparticle conjugate and evaluate its cytotoxic effects on A549 and BEAS 2B cell lines. Throughout the study, ionically crosslinked chitosan nanoparticles (CNs) were conjugated with carboxylated 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY-COOH). The results of conjugates (BODIPY-CNs) were investigated with regard to their physic-chemical, optical, cytotoxic properties and cellular internalization...
November 21, 2016: Drug and Chemical Toxicology
Chao Wang, Xinbo Song, Lingcheng Chen, Yi Xiao
Viscosity, as one of the major factors of intracellular microenvironment, influences the function of proteins. To detect local micro-viscosity of a protein, it is a precondition to apply a viscosity sensor for specifically target to proteins. However, all the reported small-molecule probes are just suitable for sensing/imaging of macro-viscosity in biological fluids of entire cells or organelles. To this end, we developed a hybrid sensor BDP-V BG by connecting a viscosity-sensitive boron-dipyrromethene (BODIPY) molecular rotor (BDP-V) to O(6)-benzylguanine (BG) for specific detection of local micro-viscosity of SNAP-tag fused proteins...
November 10, 2016: Biosensors & Bioelectronics
Anjula M Kosswattaarachchi, Alan E Friedman, Timothy R Cook
An all-organic redox flow battery (RFB) employing a fluorescent boron-dipyrromethene (BODIPY) dye (PM567) was investigated. In a RFB, the stability of the electrolyte in all charged states is critically linked to coulombic efficiency. To evaluate stability, bulk electrolysis and cyclic voltammetry (CV) experiments were performed. Oxidized and reduced, PM567 does not remain intact; however, the products of bulk electrolysis evolve over time to show stable redox behavior, making the dye a precursor for the active species of an RFB...
November 16, 2016: ChemSusChem
Sandip V Mulay, Tesla Yudhistira, Minsuk Choi, Youngsam Kim, Jinjoo Kim, Yoon Jeong Jang, Sangyong Jon, David G Churchill
Small molecule organoselenium-based fluorescent probes possess great capacity in understanding biological processes through detection of various analytes such as reactive oxygen/nitrogen species (ROS/RNS), biothiols (cysteine, homocysteine, and glutathione), and lipid droplets etc. Herein, we present how substituents in the BODIPY system play a significant part in the detection of biological important analytes for in vitro conditions and live cell imaging studies. The fluorescence of the probe was quenched by 2-chloro and 6-phenyl selenium groups; the probe shows high selectivity with NaOCl among other ROS/RNS, and gives a turn-on response...
November 11, 2016: Chemistry, An Asian Journal
Gareth H Summers, Grace Lowe, Jean-Francois Lefebvre, Simbarashe Ngwerume, Maximilian Bräutigam, Benjamin Dietzek, Jason E Camp, Elizabeth Anne Gibson
Three dyes for p-type dye-sensitised solar cells containing a novel doubly anchored pyrrole donor group were synthesised and their solar cell performances were evaluated. Dye 1 was comprised of a phenyl-thiophene linker and a maleonitrile acceptor, which has been established as an effective motif in other push-pull dyes. Two boron dipyrromethane analogues, dyes 2 and 3, were made with different linker groups to compare their effect on the behaviour of these dyes adsorbed onto nickel oxide (dye|NiO) under illumination...
November 11, 2016: Chemphyschem: a European Journal of Chemical Physics and Physical Chemistry
Herbert Plenio, Oliver Halter, Israel Fernandez
Complexes of the general formula [IrCl(cod)(bdp-NHC-bdp')] and [IrCl(cod)(bdp-NHC)] (bdp= Bodipy= 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene, cod= 1,5-cyclooctadiene) were synthesized. The substitution reaction of cod with two molecules of CO converts weakly fluorescent into strongly fluorescent complexes [IrCl(CO)2(bdp-NHC-bdp')] and [IrCl(CO)2(bdp-NHC)]. Bdp and bdp' form a FRET pair and the excitation of bdp leads to a strong emission from bdp' with a virtual Stokes shift of 98 nm. The fluorescence gain (IFl[Ir(CO)2]]/IFl[Ir(cod)] = 1...
November 8, 2016: Chemistry: a European Journal
Qitian Lin, Jessica J Gruskos, Daniela Buccella
Fluorescent sensors with low-energy excitation are in great demand for the study of cellular Mg(2+) by fluorescence miscroscopy, but to date they remain scarce. Addressing this gap, we report herein a new set of molecular fluorescent sensors for the detection of Mg(2+) based on an o-aminophenol-N,N,O-triacetic acid (APTRA) metal-recognition moiety combined with two different BODIPY fluorophores. The new sensors, MagB1 and MagB2, display absorption and emission maxima in the visible range and respond to Mg(2+) in aqueous buffer with large fluorescence enhancements...
November 18, 2016: Organic & Biomolecular Chemistry
Elif Şenkuytu, Zeynep Cebesoy, Gönül Yenilmez Çiftçi, Esra Tanrıverdi Eçik
A new series of bodipy-functionalized cyclotriphosphazene derivatives were designed and synthesized. The identities of all newly synthesized compounds were confirmed by using (1)H, (13)C, (31)P NMR spectroscopies. The photophysical properties of bodipy-functionalized cyclotriphosphazenes were investigated via absorption and fluorescense spectroscopies in dichloromethane. Singlet oxygen generation capacities of new compounds were also examined using the trap molecule 1,3-diphenylisobenzofuran. The targeted compounds showed high molar extinction coefficients in the NIR region and respectable singlet oxygen quantum yields when compared to that of methylene blue...
November 16, 2016: Journal of Fluorescence
Chin Siang Kue, Anyanee Kamkaew, Siew Hui Voon, Lik Voon Kiew, Lip Yong Chung, Kevin Burgess, Hong Boon Lee
Tropomyosin receptor kinase C (TrkC) targeted ligand-photosensitizer construct, IYIY-diiodo-boron-dipyrromethene (IYIY-I2-BODIPY) and its scrambled counterpart YIYI-I2-BODIPY have been prepared. IYIY-I2-BODIPY binds TrkC similar to neurotrophin-3 (NT-3), and NT-3 has been reported to modulate immune responses. Moreover, it could be shown that photodynamic therapy (PDT) elevates antitumor immune responses. This prompted us to investigate the immunological impacts mediated by IYIY-I2-BODIPY in pre- and post-PDT conditions...
November 17, 2016: Scientific Reports
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