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Biological Chemistry

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https://www.readbyqxmd.com/read/29782690/stable-carboxylate-terminated-gold-surfaces-produced-by-spontaneous-grafting-of-an-alkyl-tin-compound
#1
Mayreli Ortiz, Ahmed Mehdi, Christophe Methivier, Serge Thorimbert, Bernold Hasenknopf, Ciara K O'Sullivan
Self-assembled monolayers formed by chemisorption of thiolated molecules on gold surfaces are widely applied for biosensing. Moreover, and due to the low stability of thiol-gold chemistry, contributions to the functionalisation of gold substrates with linkers that provide a more stable platform for the immobilisation of electroactive or biological molecules are highly appreciated. In the work reported here, we demonstrate that a carboxylated organotin compound can be successfully grafted onto gold substrates to form a highly stable organic layer with reactivity for subsequent binding to an aminated molecule...
May 21, 2018: Chemistry: a European Journal
https://www.readbyqxmd.com/read/29781242/photo-controlled-reversible-microtubule-assembly-mediated-by-cyclodextrin-derivative
#2
Ying-Ming Zhang, Ni-Yuan Zhang, Kui Xiao, Yu Liu, Qilin Yu
The design and construction of multistimuli-responsive supramolecular nanoassemblies that can mimic and regulate the fundamental biological processes has become a focus of interest in supramolecular chemistry. In this work, a perfect combination has been achieved between naturally occurring microtubule and artificially macrocyclic receptor. The self-assembling morphology of microtubules can be photo-tuned by the host-guest interaction of paclitaxel-modified β-cyclodextrin (PTX-CD) and photochromic arylazopyrazole (PTX-AAP)...
May 20, 2018: Angewandte Chemie
https://www.readbyqxmd.com/read/29781014/cat-elcca-catalyzing-drug-discovery-through-click-chemistry
#3
Amanda L Garner
Click chemistry has emerged as a powerful tool in our arsenal for unlocking new biology. This includes its utility in both chemical biology and drug discovery. An emerging application of click chemistry is in the development of biochemical assays for high-throughput screening to identify new chemical probes and drug leads. This Feature Article will discuss the advancements in click chemistry that were necessary for the development of a new class of biochemical assay, catalytic enzyme-linked click chemistry assay or cat-ELCCA...
May 21, 2018: Chemical Communications: Chem Comm
https://www.readbyqxmd.com/read/29780547/protecting-group-free-radical-c-h-trifluoromethylation-of-peptides
#4
Naoko Ichiishi, John P Caldwell, Melissa Lin, Wendy Zhong, Xiaohong Zhu, Eric Streckfuss, Hai-Young Kim, Craig A Parish, Shane W Krska
Two radical-based approaches have been developed to effect the trifluoromethylation of aryl C-H bonds in native peptides either using stoichiometric oxidant or visible light photoredox catalysis. The reported methods are able to derivatize tyrosine and tryptophan sidechains under biocompatible conditions, and a number of examples are reported involving fully unprotected peptides with up to 51 amino acids. The development of this chemistry adds to the growing array of chemical methods for selectively modifying amino acid residues in the context of complex peptides...
May 7, 2018: Chemical Science
https://www.readbyqxmd.com/read/29780502/the-impact-of-o-glycan-chemistry-on-the-stability-of-intrinsically-disordered-proteins
#5
Erica T Prates, Xiaoyang Guan, Yaohao Li, Xinfeng Wang, Patrick K Chaffey, Munir S Skaf, Michael F Crowley, Zhongping Tan, Gregg T Beckham
Protein glycosylation is a diverse post-translational modification that serves myriad biological functions. O -linked glycans in particular vary widely in extent and chemistry in eukaryotes, with secreted proteins from fungi and yeast commonly exhibiting O -mannosylation in intrinsically disordered regions of proteins, likely for proteolysis protection, among other functions. However, it is not well understood why mannose is often the preferred glycan, and more generally, if the neighboring protein sequence and glycan have coevolved to protect against proteolysis in glycosylated intrinsically disordered proteins (IDPs)...
April 21, 2018: Chemical Science
https://www.readbyqxmd.com/read/29780454/phosphate-phosphate-oligomerization-drives-higher-order-co-assemblies-with-stacks-of-cyanostar-macrocycles
#6
Elisabeth M Fatila, Maren Pink, Eric B Twum, Jonathan A Karty, Amar H Flood
The importance of phosphate in biology and chemistry has long motivated investigation of its recognition. Despite this interest, phosphate's facile oligomerization is only now being examined following the discovery of complexes of anion-anion dimers of hydroxyanions. Here we address how oligomerization dictates phosphate's recognition properties when engaged with planar cyanostar macrocycles that can also oligomerize by stacking. The crystal structure of cyanostar with phosphate shows an unprecedented tetrameric stack of cyanostar macrocycles threaded by a phosphate trimer, [H2 PO4 ···H2 PO4 ···H2 PO4 ]3- ...
March 21, 2018: Chemical Science
https://www.readbyqxmd.com/read/29779667/terminal-alkyne-biosynthesis-in-marine-microbes
#7
Xuejun Zhu, Wenjun Zhang
The terminal alkyne is a readily derivatized functionality valued for its diverse applications in material synthesis, pharmaceutical science, and chemical biology. The synthetic biology routes to terminal alkynes are highly desired and yet underexplored. Some marine natural products contain a terminal alkyne functionality, and the discovery of the biosynthetic gene clusters for jamaicamide B and carmabin A marked the beginning of a new era in the understanding and engineering of terminal alkyne biosynthesis...
2018: Methods in Enzymology
https://www.readbyqxmd.com/read/29775937/design-synthesis-and-biological-evaluation-of-a-series-of-novel-2-benzamide-4-6-oxy-n-methyl-1-naphthamide-pyridine-derivatives-as-potent-fibroblast-growth-factor-receptor-fgfr-inhibitors
#8
Manman Wei, Xia Peng, Li Xing, Yang Dai, Ruimin Huang, Meiyu Geng, Ao Zhang, Jing Ai, Zilan Song
Starting from the phase II clinical FGFR inhibitor lucitanib (2), we conducted a medicinal chemistry approach by opening the central quinoline skeleton coupled with a scaffold hopping process thus leading to a series of novel 2-benzamide-4-(6-oxy-N-methyl-1-naphthamide)-pyridine derivatives. Compound 25a was identified to show selective and equally high potency against FGFR1/2 and VEGFR2 with IC50 values less than 5.0 nM. Significant antiproliferative effects on both FGFR1/2 and VEGFR2 aberrant cancer cells were observed...
May 15, 2018: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/29775058/multiple-click-selective-trna-synthetases-expand-mammalian-cell-specific-proteomics
#9
Andrew C Yang, Haley du Bois, Niclas Olsson, David Gate, Benoit Lehallier, Daniela Berdnik, Kyle D Brewer, Carolyn R Bertozzi, Joshua E Elias, Tony Wyss-Coray
Bio-orthogonal tools enable cell-type-specific proteomics, a prerequisite to understanding biological processes in multicellular organisms. Here we report two engineered aminoacyl-tRNA synthetases for mammalian bio-orthogonal labeling: a tyrosyl ( ScTyrY34G ) and a phenylalanyl ( MmPheT412G ) tRNA synthetase that incorporate azide-bearing noncanonical amino acids specifically into the nascent proteomes of host cells. Azide-labeled proteins are chemoselectively tagged via azide-alkyne cycloadditions with fluorophores for imaging or affinity resins for mass spectrometric characterization...
May 18, 2018: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/29774338/trace-metals-in-oysters-molecular-and-cellular-mechanisms-and-ecotoxicological-impacts
#10
REVIEW
Wen-Xiong Wang, Jie Meng, Nanyan Weng
Oysters are important benthic bivalves in coastal and estuarine environments. They are widely farmed due to their rapid growth and taste; they are also widely applied in environmental monitoring of coastal pollution due to their accumulation of contaminants. Most importantly, oysters are among the few marine organisms that are considered to be hyper-accumulators of many toxic metals, such as cadmium, copper and zinc. As such, there is a tremendous call to study the interactions between metals and oysters, especially due to the increasing metal pollution in many coastal and estuarine waters...
May 18, 2018: Environmental Science. Processes & Impacts
https://www.readbyqxmd.com/read/29773062/backbone-cyclized-peptides-a-critical-review
#11
Samuel J S Rubin, Nir Qvit
Backbone-cyclized peptides and peptidomimetics integrate the biological activity and pharmacological features necessary for successful research tools and therapeutics. In general, these structures demonstrate improved maintenance of bioactive conformation, stability and cell permeability compared to their linear counterparts, while maintaining support for a variety of side chain chemistries. We explain how backbone cyclization and cycloscan techniques allow scientists to cyclize linear peptides with retained or enhanced biological activity and improved drug-like features...
May 17, 2018: Current Topics in Medicinal Chemistry
https://www.readbyqxmd.com/read/29772170/supramolecularly-engineered-circular-bivalent-aptamer-for-enhanced-functional-protein-delivery
#12
Ying Jiang, Xiaoshu Pan, Jin Chang, Weijia Niu, Weijia Hou, Hailan Kuai, Zilong Zhao, Ji Liu, Ming Wang, Weihong Tan
Circular bivalent aptamers (cb-apt) comprise an emerging class of chemically engineered aptamers with substantially improved stability and molecular recognition ability. Its therapeutic application, however, is challenged by the lack of functional modules to control the interactions of cb-apt with therapeutics. We present the design of a β-cyclodextrin-modified cb-apt (cb-apt-βCD) and its supramolecular interaction with molecular therapeutics via host-guest chemistry for targeted intracellular delivery. The supramolecular ensemble exhibits high serum stability and enhanced intracellular delivery efficiency compared to a monomeric aptamer...
May 17, 2018: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/29771342/recent-progress-in-structural-biology-lessons-from-our-research-history
#13
Ryo Nitta, Tsuyoshi Imasaki, Eriko Nitta
The recent 'resolution revolution' in structural analyses of cryo-electron microscopy (cryo-EM) has drastically changed the research strategy for structural biology. In addition to X-ray crystallography and nuclear magnetic resonance spectroscopy, cryo-EM has achieved the structural analysis of biological molecules at near-atomic resolution, resulting in the Nobel Prize in Chemistry 2017. The effect of this revolution has spread within the biology and medical science fields affecting everything from basic research to pharmaceutical development by visualizing atomic structure...
May 16, 2018: Microscopy
https://www.readbyqxmd.com/read/29769005/adenosine-synthetic-methods-of-its-derivatives-and-antitumor-activity
#14
Margarita Gutierrez, Francisco Valdes, Victor Luna, Barbara Arevalo, Nelson Brown
Since 1929, several researchers have conducted studies in relation the nucleoside of adenosine (1) mainly distribution identifying, characterizing their biological importance and synthetic chemistry to which this type of molecule has been subjected to obtain multiple of its derivatives. The receptors that interact with adenosine and its derivatives, called purinergic receptors, are classified as A1, A2A, A2B and A3. In the presence of agonists and antagonists, these receptors are involved in various physiological processes and diseases...
May 16, 2018: Mini Reviews in Medicinal Chemistry
https://www.readbyqxmd.com/read/29767973/discovery-of-orally-bioavailable-quinoline-based-aldehyde-dehydrogenase-1a1-aldh1a1-inhibitors-with-potent-cellular-activity
#15
Shyh-Ming Yang, Natalia J Martinez, Adam Yasgar, Carina Danchik, Catrine Johansson, Yuhong Wang, Bolormaa Baljinnyam, Amy Q Wang, Xin Xu, Pranav Shah, Dorian Cheff, Xinran S Wang, Jacob Roth, Madhu Lal-Nag, James Edward Dunford, Udo C T Oppermann, Vasilis Vasiliou, Anton Simeonov, Ajit Jadhav, David J Maloney
Aldehyde dehydrogenases (ALDHs) are responsible for the metabolism of aldehydes (exogenous and endogenous) and possess vital physiological and toxicological functions in areas such as CNS, inflammation, metabolic disorders, and cancers. Overexpression of certain ALDHs (e.g. ALDH1A1) are important biomarkers in cancers and cancer stem cells (CSCs) indicating the potential need for the identification and development of small molecule ALDH inhibitors. Herein, a newly designed series of quinoline-based analogs of ALDH1A1 inhibitors is described...
May 16, 2018: Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/29767796/specificity-in-nitric-oxide-signalling
#16
Saima Umbreen, Jibril Lubega, Beimi Cui, Qiaona Pan, Jihong Jiang, Gary J Loake
Reactive nitrogen species (RNS) and their cognate redox signalling networks pervade almost all facets of plant growth, development, immunity and environmental interactions. The emerging evidence implies that specificity in redox signalling is achieved by a multi-layered molecular framework. This encompasses the production of redox cues in the locale of the given protein target and protein tertiary structures that convey the appropriate local chemical environment to support redox-based, post-translational modifications (PTMs)...
May 15, 2018: Journal of Experimental Botany
https://www.readbyqxmd.com/read/29767480/n-heterocyclic-carbene-catalyzed-annulation-of-ylides-with-ynals-direct-access-to-%C3%AE-pyrones
#17
Jian Wang, Ming Lang, Qianfa Jia
-Pyones are frequently observed as the core in numerous natural products and biologically important molecules. They have exhibited promising biological activities, such as anti-HIV, antimicrobial, antifungal, telomerase inhibition, pheromonal, androgen, cardiotonic, neurotoxic and phytotoxic effects. In medicinal chemistry, α-pyones often serve as convenient precursors for the assembly of other medicinal important structures. Therefore, the development of an efficient synthetic protocol for the construction of diversified -pyrone derivatives tends to be interesting and highly demanded...
May 16, 2018: Chemistry, An Asian Journal
https://www.readbyqxmd.com/read/29766803/chemistry-and-pharmacology-of-thioflavones
#18
Jinyun Dong, Qijing Zhang, Qingqing Meng, Zengtao Wang, Shaoshun Li, Jiahua Cui
Thioflavone derivatives are the thio analogs of the core constituent of the natural product class of flavones. Based on the position and oxidation level of sulfur, they can be divided into three major categories: 4-thioflavones, 1-thioflavones and 1-thioflavones 1,1-dioxide. In recent years, great efforts have been made to develop an approach to thioflavones, especially 1-thioflavones with high functional group compatibility, high yields, low toxicity as well as proceeding under a mild condition, and a variety of synthetic protocols have been developed, the method of choice being dependent on the nature of substrates...
May 15, 2018: Mini Reviews in Medicinal Chemistry
https://www.readbyqxmd.com/read/29766198/aquaporins-in-cancer-development-opportunities-for-bioinorganic-chemistry-to-contribute-novel-chemical-probes-and-therapeutic-agents
#19
REVIEW
Brech Aikman, Andreia de Almeida, Samuel M Meier-Menches, Angela Casini
Aquaporins (AQPs) are membrane proteins allowing permeation of water, glycerol & hydrogen peroxide across biomembranes, and playing an important role in water homeostasis in different organs, exocrine gland secretion, urine concentration, skin moisturization, fat metabolism and neural signal transduction. Notably, a large number of studies showed that AQPs are closely associated with cancer biological functions and expressed in more than 20 human cancer cell types. Furthermore, AQP expression is positively correlated with tumour types, grades, proliferation, migration, angiogenesis, as well as tumour-associated oedema, rendering these membrane channels attractive as both diagnostic and therapeutic targets in cancer...
May 16, 2018: Metallomics: Integrated Biometal Science
https://www.readbyqxmd.com/read/29766153/a-bioorthogonal-turn-on-fluorescent-strategy-for-the-detection-of-lysine-acetyltransferase-activity
#20
Maomao He, Zhen Han, Jing Qiao, Liza Ngo, May P Xiong, Y George Zheng
Lysine acetylation plays vital roles in the regulation of fundamental cellular processes, which is mediated by lysine acetyltransferases (KATs). Developing chemical biology probes for KAT activity detection is of important value in providing improved understanding of their biological functions. We reported a panel of "turn-on" fluorescent probes for sensitive and selective detection of KAT enzymatic activity through a simple mix-and-read format. Combined with bioorthogonal substrate labelling and click chemistry, these probes produced strong "turn-on" fluorescent signals in response to KAT-mediated acylation process...
May 16, 2018: Chemical Communications: Chem Comm
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