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https://www.readbyqxmd.com/read/28531137/synthesis-and-excellent-duplex-stability-of-oligonucleotides-containing-2-amino-lna-functionalized-with-galactose-units
#1
Rajesh Kumar, Annika Ries, Jesper Wengel
A convenient method for the preparation of oligonucleotides containing internally-attached galactose and triantennary galactose units has been developed based on click chemistry between 2'-N-alkyne 2'-amino-LNA nucleosides and azido-functionalized galactosyl building blocks. The synthesized oligonucleotides show excellent binding affinity and selectivity towards complementary DNA/RNA strands with an increase in the melting temperature of up to +23.5 °C for triply-modified variants.
May 21, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28530651/surface-attached-molecules-control-staphylococcus-aureus-quorum-sensing-and-biofilm-development
#2
Minyoung Kevin Kim, Aishan Zhao, Ashley Wang, Zachary Z Brown, Tom W Muir, Howard A Stone, Bonnie L Bassler
Bacteria use a process called quorum sensing to communicate and orchestrate collective behaviours, including virulence factor secretion and biofilm formation. Quorum sensing relies on the production, release, accumulation and population-wide detection of signal molecules called autoinducers. Here, we develop concepts to coat surfaces with quorum-sensing-manipulation molecules as a method to control collective behaviours. We probe this strategy using Staphylococcus aureus. Pro- and anti-quorum-sensing molecules can be covalently attached to surfaces using click chemistry, where they retain their abilities to influence bacterial behaviours...
May 22, 2017: Nature Microbiology
https://www.readbyqxmd.com/read/28525770/-expand-and-click-a-new-method-for-labeling-hiv-1-envelope-glycoproteins
#3
Melissa V Fernandez, Eric O Freed
In this issue of Cell Chemical Biology, Sakin et al. (2017) investigate the nanoscale behavior of the HIV-1 envelope (Env) glycoprotein complex by using genetic code expansion, bioorthogonal amino acids, synthetic dyes, and click chemistry. This minimally invasive approach allows the measurement of native Env cellular distribution and dynamics.
May 18, 2017: Cell Chemical Biology
https://www.readbyqxmd.com/read/28524847/an-in-vivo-strategy-to-counteract-post-administration-anticoagulant-activity-of-azido-warfarin
#4
Sylvain Ursuegui, Marion Recher, Wojciech Krężel, Alain Wagner
Drugs, usually long acting and metabolically stable molecules, might be the source of adverse effects triggered by complex drug interactions, anaphylaxis and drug-induced coagulopathy. To circumvent this growing drug safety issue, we herein investigate the opportunity offered by bio-orthogonal chemistry for in vivo drug neutralization. We design a small-molecule anticoagulant drug (Warfarin) containing an azide group that acts as a safety pin. It allows drug deactivation and restoration of physiological coagulation via in vivo click reaction with a suitable cyclooctyne-based neutralizing agent...
May 19, 2017: Nature Communications
https://www.readbyqxmd.com/read/28521765/inhibition-of-o-glcnacase-leads-to-elevation-of-o-glcnac-tau-and-reduction-of-tauopathy-and-cerebrospinal-fluid-tau-in-rtg4510-mice
#5
Nicholas B Hastings, Xiaohai Wang, Lixin Song, Brent D Butts, Diane Grotz, Richard Hargreaves, J Fred Hess, Kwok-Lam Karen Hong, Cathy Ruey-Ruey Huang, Lynn Hyde, Maureen Laverty, Julie Lee, Diane Levitan, Sherry X Lu, Maureen Maguire, Veeravan Mahadomrongkul, Ernest J McEachern, Xuesong Ouyang, Thomas W Rosahl, Harold Selnick, Michaela Stanton, Giuseppe Terracina, David J Vocadlo, Ganfeng Wang, Joseph L Duffy, Eric M Parker, Lili Zhang
BACKGROUND: Hyperphosphorylation of microtubule-associated protein tau is a distinct feature of neurofibrillary tangles (NFTs) that are the hallmark of neurodegenerative tauopathies. O-GlcNAcylation is a lesser known post-translational modification of tau that involves the addition of N-acetylglucosamine onto serine and threonine residues. Inhibition of O-GlcNAcase (OGA), the enzyme responsible for the removal of O-GlcNAc modification, has been shown to reduce tau pathology in several transgenic models...
May 18, 2017: Molecular Neurodegeneration
https://www.readbyqxmd.com/read/28521100/single-step-synthesis-of-small-azide-functionalized-gold-nanoparticles-versatile-water-dispersible-reagents-for-click-chemistry
#6
Edward W Elliott, Aurora L Ginzburg, Zachary C Kennedy, Zhenshuo Feng, James E Hutchison
Nanoparticles possessing functional groups that can be readily conjugated (e.g. through click chemistry) are important precursors for the preparation of customized nanohybrid products. Such nanoparticles, if they are stable against agglomeration, are easily dispersible and have well-defined surface chemistry and size. As click-ready reagents, they can be stored until their time of use and then simply dispersed and reacted with an appropriate substrate. Gold nanoparticles (AuNPs) are excellent candidates for this purpose and some clickable gold nanoparticles have been developed; however, AuNPs for use in aqueous systems are often prepared through difficult multistep processes and/or can be poorly dispersible in water...
May 18, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
https://www.readbyqxmd.com/read/28516168/selective-surface-pegylation-of-uio-66-nanoparticles-for-enhanced-stability-cell-uptake-and-ph-responsive-drug-delivery
#7
Isabel Abánades Lázaro, Salame Haddad, Sabrina Sacca, Claudia Orellana-Tavra, David Fairen-Jimenez, Ross S Forgan
The high storage capacities and excellent biocompatibilities of metal-organic frameworks (MOFs) have made them emerging candidates as drug-delivery vectors. Incorporation of surface functionality is a route to enhanced properties, and here we report on a surface-modification procedure-click modulation-that controls their size and surface chemistry. The zirconium terephthalate MOF UiO-66 is (1) synthesized as ∼200 nm nanoparticles coated with functionalized modulators, (2) loaded with cargo, and (3) covalently surface modified with poly(ethylene glycol) (PEG) chains through mild bioconjugate reactions...
April 13, 2017: Chem
https://www.readbyqxmd.com/read/28514170/discovery-of-novel-11-triazole-substituted-benzofuro-3-2-b-quinolone-derivatives-as-c-myc-g-quadruplex-specific-stabilizers-via-click-chemistry
#8
De-Ying Zeng, Guo-Tao Kuang, Shi-Ke Wang, Wang Peng, Shu-Ling Lin, Qi Zhang, Xiao-Xuan Su, Ming-Hao Hu, Honggen Wang, Jia-Heng Tan, Zhi-Shu Huang, Lian-Quan Gu, Tian-Miao Ou
The specificity of nucleic acids' binders is crucial for developing this kind of drugs, especially for novel G-quadruplexes' binders. Quindoline derivatives have been developed as G-quadruplex stabilizers with good interactive activities. In order to improve the selectivity and binding affinity of quindoline derivatives as c-myc G-quadruplex binding ligands, novel triazole containing benzofuroquinoline derivatives (T-BFQs) were designed and synthesized by using the 1,3-dipolar cycloaddition of a series of alkyne and azide building blocks...
May 17, 2017: Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/28513898/synthesis-of-bodipy-labelled-cholesterylated-glycopeptides-by-tandem-click-chemistry-for-glycocalyxification-of-giant-unilamellar-vesicles-guvs
#9
Nicolai Stuhr-Hansen, Charikleia-Despoina Vagianou, Ola Blixt
The glycocalyx cover membrane surfaces of all living cells. These complex archtechtures render their interaction mechanisms on the membrane surface difficult to study. Artificial cell-sized membranes with selected and defined glycosylation patterns may serve as a minimalistic approach to systematically study cell surface glycan interactions. Here we developed a facile general synthetic procedure for the synthesis of BODIPY-labelled cholesterylated glycopeptides, which can coat cell-size giant unilamellar vesicles (GUVs)...
May 17, 2017: Chemistry: a European Journal
https://www.readbyqxmd.com/read/28507685/design-of-a-thermally-controlled-sequence-of-triazolinedione-based-click-and-transclick-reactions
#10
Hannes A Houck, Kevin De Bruycker, Stijn Billiet, Bastiaan Dhanis, Hannelore Goossens, Saron Catak, Veronique Van Speybroeck, Johan M Winne, Filip E Du Prez
The reaction of triazolinediones (TADs) and indoles is of particular interest for polymer chemistry applications, as it is a very fast and irreversible additive-free process at room temperature, but can be turned into a dynamic covalent bond forming process at elevated temperatures, giving a reliable bond exchange or 'transclick' reaction. In this paper, we report an in-depth study aimed at controlling the TAD-indole reversible click reactions through rational design of modified indole reaction partners. This has resulted in the identification of a novel class of easily accessible indole derivatives that give dynamic TAD-adduct formation at significantly lower temperatures...
April 1, 2017: Chemical Science
https://www.readbyqxmd.com/read/28505596/engineered-hydrogels-increase-the-post-transplantation-survival-of-encapsulated-hesc-derived-midbrain-dopaminergic-neurons
#11
Maroof M Adil, Tandis Vazin, Badriprasad Ananthanarayanan, Gonçalo M C Rodrigues, Antara T Rao, Rishikesh U Kulkarni, Evan W Miller, Sanjay Kumar, David V Schaffer
Cell replacement therapies have broad biomedical potential; however, low cell survival and poor functional integration post-transplantation are major hurdles that hamper clinical benefit. For example, following striatal transplantation of midbrain dopaminergic (mDA) neurons for the treatment of Parkinson's disease (PD), only 1-5% of the neurons typically survive in preclinical models and in clinical trials. In general, resource-intensive generation and implantation of larger numbers of cells are used to compensate for the low post-transplantation cell-survival...
May 5, 2017: Biomaterials
https://www.readbyqxmd.com/read/28503857/recent-developments-in-structural-studies-on-acetylcholinesterase
#12
REVIEW
Israel Silman, Joel L Sussman
This review focuses on several recent developments concerning structure-function relationships in vertebrate acetylcholinesterase. These include studies on high-resolution structures of human acetylcholinesterase and its complexes; the first crystal structure of a snake venom acetylcholinesterase, in which open and closed states of the 'back door' are visualized; a powerful algorithm for redesigning proteins for enhanced expression in prokaryotic systems, as applied to human acetylcholinesterase, which has hitherto been an intractable target; in situ implementation of 'click chemistry' in crystalline acetylcholinesterase, which yields novel insights into the steric and dynamic changes involved in the reaction within the active-site gorge; and a study that demonstrates the effect of crystallization conditions on ligand alignment within a protein complex, in this case the methylene blue-Torpedo californica acetylcholinesterase complex, which highlights the relevance of the precipitant employed to structure-based drug design...
May 15, 2017: Journal of Neurochemistry
https://www.readbyqxmd.com/read/28494152/low-temperature-synthesis-of-carbon-rich-nanoparticles-with-clickable-surface-for-functionalization
#13
Audrey Picard-Lafond, Jean-Francois Morin
Carbon nanoparticles (CNPs) are promising materials for optoelectronic and biomedical applications thanks to their optical properties, low production cost, and superior biocompatibility compared to traditional semi-conductor quantum dots. The countless synthetic methods reported allow a library of diverse CNPs structures and optical properties, guiding their subsequent applications. However, the current drawbacks lie mainly within these synthetic processes, as many of them require harsh conditions preventing control over morphology and often generating chemically inert nanoparticles...
May 11, 2017: Langmuir: the ACS Journal of Surfaces and Colloids
https://www.readbyqxmd.com/read/28493677/the-n6-position-of-adenine-is-a-blind-spot-for-tal-effectors-that-enables-effective-binding-of-methylated-and-fluorophore-labeled-dna
#14
Sarah Flade, Julia Jasper, Mario Giess, Matyas Juhasz, Andreas Dankers, Grzegorz Kubik, Oliver Koch, Elmar Weinhold, Daniel Summerer
Transcription-activator-like effectors (TALEs) are programmable DNA binding proteins widely used for genome targeting. TALEs consist of multiple concatenated repeats, each selectively recognizing one nucleobase via a defined repeat variable diresidue (RVD). Effective use of TALEs requires knowledge about their binding ability to epigenetic and other modified nucleobases occurring in target DNA. However, aside from epigenetic cytosine-5 modifications, the binding ability of TALEs to modified DNA is unknown. We here study the binding of TALEs to the epigenetic nucleobase N6-methyladenine (6mA) found in prokaryotic and eukaryotic genomes...
May 11, 2017: ACS Chemical Biology
https://www.readbyqxmd.com/read/28489578/inhibiting-translesion-dna-synthesis-as-an-approach-to-combat-drug-resistance-to-dna-damaging-agents
#15
Jung-Suk Choi, Seol Kim, Edward Motea, Anthony Berdis
Anti-cancer agents exert therapeutic effects by damaging DNA. Unfortunately, DNA polymerases can effectively replicate the formed DNA lesions to cause drug resistance and create more aggressive cancers. To understand this process at the cellular level, we developed an artificial nucleoside that visualizes the replication of damaged DNA to identify cells that acquire drug resistance through this mechanism. Visualization is achieved using "click" chemistry to covalently attach azide-containing fluorophores to the ethynyl group present on the nucleoside analog after its incorporation opposite damaged DNA...
April 19, 2017: Oncotarget
https://www.readbyqxmd.com/read/28487820/recombinant-dna-technology-and-click-chemistry-a-powerful-combination-for-generating-a-hybrid-elastin-like-statherin-hydrogel-to-control-calcium-phosphate-mineralization
#16
Mohamed Hamed Misbah, Mercedes Santos, Luis Quintanilla, Christina Günter, Matilde Alonso, Andreas Taubert, José Carlos Rodríguez-Cabello
Understanding the mechanisms responsible for generating different phases and morphologies of calcium phosphate by elastin-like recombinamers is supreme for bioengineering of advanced multifunctional materials. The generation of such multifunctional hybrid materials depends on the properties of their counterparts and the way in which they are assembled. The success of this assembly depends on the different approaches used, such as recombinant DNA technology and click chemistry. In the present work, an elastin-like recombinamer bearing lysine amino acids distributed along the recombinamer chain has been cross-linked via Huisgen [2 + 3] cycloaddition...
2017: Beilstein Journal of Nanotechnology
https://www.readbyqxmd.com/read/28487120/surface-anchored-counterions-on-weak-chiral-anion-exchangers-accelerate-separations-and-improve-their-compatibility-for-mass-spectrometry-hyphenation
#17
Ulrich Woiwode, Adrian Sievers-Engler, Aleksandra Zimmermann, Wolfgang Lindner, Orlando L Sánchez-Muñoz, Michael Lämmerhofer
In the present work we propose new variants of chiral stationary phases (CSP) with tert-butylcarbamoylquinine (tBuCQN) as chiral selector molecule. Four tBuCQN-CSPs with distinct bonding chemistries are compared in terms of their pH-dependent surface charge by ζ-potential determinations, by achiral and chiral liquid chromatographic tests and LC-ESI-MS hyphenation. In one embodiment tBuCQN was immobilized on 3-mercaptopropylmethylsilyl-modified silica by thiol-ene click reaction (brush type CSP with selector coverage of 0...
April 28, 2017: Journal of Chromatography. A
https://www.readbyqxmd.com/read/28481537/designing-peptide-and-protein-modified-hydrogels-selecting-the-optimal-conjugation-strategy
#18
Stephanie A Fisher, Alexander E G Baker, Molly S Shoichet
Hydrogels are used in a wide variety of biomedical applications including tissue engineering, biomolecule delivery, cell delivery, and cell culture. These hydrogels are often designed with a specific biological function in mind, requiring the chemical incorporation of bioactive factors to either mimic extracellular matrix or to deliver a payload to diseased tissue. Appropriate synthetic techniques to ligate bioactive factors, such as peptides and proteins, onto hydrogels are critical in designing materials with biological function...
May 8, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28474886/multivalent-soluble-antigen-arrays-exhibit-high-avidity-binding-and-modulation-of-b-cell-receptor-mediated-signaling-to-drive-efficacy-against-experimental-autoimmune-encephalomyelitis
#19
Brittany L Hartwell, Chad J Pickens, Martin Leon, Cory Berkland
A pressing need exists for antigen-specific immunotherapies (ASIT) that induce selective tolerance in autoimmune disease while avoiding deleterious global immunosuppression. Multivalent soluble antigen arrays (SAgAPLP:LABL), consisting of a hyaluronic acid (HA) linear polymer backbone cografted with multiple copies of autoantigen (PLP) and cell adhesion inhibitor (LABL) peptides, are designed to induce tolerance to a specific multiple sclerosis (MS) autoantigen. Previous studies established that hydrolyzable SAgAPLP:LABL, employing a degradable linker to codeliver PLP and LABL, was therapeutic in experimental autoimmune encephalomyelitis (EAE) in vivo and exhibited antigen-specific binding with B cells, targeted the B cell receptor (BCR), and dampened BCR-mediated signaling in vitro...
May 17, 2017: Biomacromolecules
https://www.readbyqxmd.com/read/28474855/chromatin-regulates-genome-targeting-with-cisplatin
#20
Emmanouil Zacharioudakis, Poonam Agarwal, Alexandra Bartoli, Nathan Abell, Lavaniya Kunalingam, Valérie Bergoglio, Blerta Xhemalce, Kyle M Miller, Raphaël Rodriguez
Cisplatin derivatives can form various types of DNA lesions (DNA-Pt) and trigger pleiotropic DNA damage responses. Here, we report a strategy to visualize DNA-Pt with high resolution, taking advantage of a novel azide-containing derivative of cisplatin we named APPA, a cellular pre-extraction protocol and the labeling of DNA-Pt by means of click chemistry in cells. Our investigation revealed that pretreating cells with the histone deacetylase (HDAC) inhibitor SAHA led to detectable clusters of DNA-Pt that colocalized with the ubiquitin ligase RAD18 and the replication protein PCNA...
May 5, 2017: Angewandte Chemie
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