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Carbamate

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https://www.readbyqxmd.com/read/29150502/hyperthermophilic-carbamate-kinase-stability-and-anabolic-in-vitro-activity-at-alkaline-ph
#1
James E Hennessy, Melissa J Latter, Somayeh Fazelinejad, Amy Philbrook, Daniel M Bartkus, Hye-Kyung Kim, Hideki Onagi, John G Oakeshott, Colin Scott, Apostolos Alissandratos, Christopher J Easton
Carbamate kinases catalyze the conversion of carbamate to carbamoyl phosphate, which is readily transformed into other compounds. Carbamate forms spontaneously from ammonia and carbon dioxide in aqueous solutions, so the kinases have potential for sequestrative utilization of the latter compounds. Here, we compare seven carbamate kinases from mesophilic, thermophilic and hyperthermophilic sources. In addition to the known enzymes from Enterococcus faecalis and Pyrococcus furiosus, the previously unreported enzymes from the hyperthermophiles Thermococcus sibiricus and Thermococcus barophilus, the thermophiles Fervidobacterium nodosum and Thermosipho melanesiensis, and the mesophile Clostridium tetani, were all expressed recombinantly, each in high yield...
November 17, 2017: Applied and Environmental Microbiology
https://www.readbyqxmd.com/read/29148769/azetidine-and-piperidine-carbamates-as-efficient-covalent-inhibitors-of-monoacylglycerol-lipase
#2
Christopher R Butler, Elizabeth M Beck, Anthony R Harris, Zhen Huang, Laura A McAllister, Christopher W Am Ende, Kimberly F Fennell, Timothy L Foley, Kari R Fonseca, Steven J Hawrylik, Douglas S Johnson, John D Knafels, Scot Mente, Stephen Noell, Jayvardhan Pandit, Tracy B Phillips, Justin R Piro, Bruce N Rogers, Tarek A Samad, Jane Wang, Shuangyi Wan, Michael A Brodney
Monoacylglycerol lipase (MAGL) is the main enzyme responsible for degradation of the endocannabinoid 2-arachidonoylglycerol (2-AG) in the CNS. MAGL catalyzes the conversion of 2-AG to arachidonic acid (AA), a precursor to the pro-inflammatory eicosannoids such as prostaglandins. Herein we describe highly efficient MAGL inhibitors, identified through a parallel medicinal chemistry approach that highlighted the improved efficiency of azetidine and piperidine-derived carbamates. The discovery and optimization of 3-substituted azetidine carbamate irreversible inhibitors of MAGL was aided by the generation of inhibitor-bound MAGL crystal structures...
November 17, 2017: Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/29146975/disturbance-in-plasma-metabolic-profile-in-different-types-of-human-cytomegalovirus-induced-liver-injury-in-infants
#3
Wei-Wei Li, Jin-Jun Shan, Li-Li Lin, Tong Xie, Li-Li He, Yan Yang, Shou-Chuan Wang
Human cytomegalovirus (HCMV) infection in infants is a global problem and the liver is a target organ of HCMV invasion. However, the mechanism by which HCMV causes different types of liver injury is unclear, and there are many difficulties in the differential diagnosis of HCMV infantile cholestatic hepatopathy (ICH) and extrahepatic biliary atresia (EHBA). We established a non-targeted gas chromatography-mass spectrometry metabolomics method in conjunction with orthogonal partial least squares-discriminate analysis based on 127 plasma samples from healthy controls, and patients with HCMV infantile hepatitis, HCMV ICH, and HCMV EHBA to explore the metabolite profile of different types of HCMV-induced liver injury...
November 16, 2017: Scientific Reports
https://www.readbyqxmd.com/read/29146371/comparison-of-the-protective-effect-of-black-and-white-mulberry-against-ethyl-carbamate-induced-cytotoxicity-and-oxidative-damage
#4
Yuting Li, Tao Bao, Wei Chen
Increasing evidence indicates that crude extracts derived from mulberry confer protection against oxidative stress. However, the antioxidant capacity of mulberry extract among different cultivars remains elusive. The main objective of the present study was therefore to investigate the effect of black mulberry extract (BMB) and white mulberry extract (WMB) on ethyl carbamate (EC)-induced cytotoxicity and oxidative stress. This study showed that the contents of total phenolics, total flavonoids, total procyanidins, cyanidin-3-O-glucoside, cyanidin-3-O-rutinoside and pelargonidin-3-O-glucoside of BMB were higher than that of WMB...
March 15, 2018: Food Chemistry
https://www.readbyqxmd.com/read/29143992/teaching-old-compounds-new-tricks-ddq-photocatalyzed-c-h-amination-of-arenes-with-carbamates-urea-and-n-heterocycles
#5
Somnath Das, Palani Natarajan, Burkhard König
The C-H amination of benzene derivatives was achieved using DDQ as photocatalyst and BocNH₂ as the amine source under aerobic conditions and visible light irradiation. Electron-deficient and electron-rich benzenes react as substrates with moderate to good product yields. The amine scope of the reaction comprises Boc-amine, carbamates, pyrazoles, sulfonimide and urea. Preliminary mechanistic investigations indicate a charge transfer complex between the amine and DDQ as essential intermediate of the reaction...
November 16, 2017: Chemistry: a European Journal
https://www.readbyqxmd.com/read/29143424/restoration-of-ribozyme-tertiary-contact-and-function-using-a-molecular-glue-for-rna
#6
Chikara Dohno, Maki Kimura, Kazuhiko Nakatani
Some RNA classes require folding into the proper higher-order structures to exert their functions. Hammerhead ribozyme (HHR) requires a folding conformation stabilized by tertiary interaction for full activity. Here, we developed a rationally engineered HHR that was inactive, but could be activated by a synthetic RNA-binding ligand, naphthyridine carbamate tetramer with Z-stilbene linker (Z-NCTS). Binding of Z-NCTS could induce the formation of an active folding structure and thereby restore ribozyme activity, where Z-NCTS acts as a molecular glue to bring two isolated RNA loops into contact with each other...
November 16, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/29143022/high-co2-absorption-capacity-by-chemisorption-at-cations-and-anions-in-choline-based-ionic-liquids
#7
Shubhankar Bhattacharyya, Andrei Filippov, Faiz Ullah Shah
The effect of CO2 absorption on the aromaticity and hydrogen bonding in ionic liquids is investigated. Five different ionic liquids with choline based cations and aprotic N-heterocyclic anions were synthesized. Purity and structures of the synthesized ionic liquids were characterized by (1)H and (13)C NMR spectroscopy. CO2 capture performance was studied at 20 °C and 40 °C under three different pressures (1, 3, 6 bar). The IL [N1,1,6,2OH][4-Triz] showed the highest CO2 capture capacity (28.6 wt%, 1.57 mol of CO2 per mol of the IL, 6...
November 16, 2017: Physical Chemistry Chemical Physics: PCCP
https://www.readbyqxmd.com/read/29142339/direct-air-capture-of-co2-with-an-amine-resin-a-molecular-modeling-study-of-the-co2-capturing-process
#8
Wim Buijs, Stijn de Flart
Several reactions, known from other amine systems for CO2 capture, have been proposed for Lewatit R VP OC 1065. The aim of this molecular modeling study is to elucidate the CO2 capture process: the physisorption process prior to the CO2-capture and the reactions. Molecular modeling yields that the resin has a structure with benzyl amine groups on alternating positions in close vicinity of each other. Based on this structure, the preferred adsorption mode of CO2 and H2O was established. Next, using standard Density Functional Theory two catalytic reactions responsible for the actual CO2 capture were identified: direct amine and amine-H2O catalyzed formation of carbamic acid...
November 1, 2017: Industrial & Engineering Chemistry Research
https://www.readbyqxmd.com/read/29139516/dissociative-reactions-of-benzonorbornadienes-with-tetrazines-scope-of-leaving-groups-and-mechanistic-insights
#9
M Xu, R Galindo-Murillo, T E Cheatham, R M Franzini
Bioorthogonal dissociative reactions boast diverse potential applications in chemical biology and drug delivery. The reaction of benzonorbornadienes with tetrazines to release amines from carbamate leaving groups was recently introduced as a bioorthogonal bond-cleavage reaction. The present study aimed at investigating the scope of leaving groups that are compatible with benzonorbornadienes. Synthesis of several benzonorbornadienes with different releasable groups is reported, and the reaction of these molecules with tetrazine was found to be rapid and afforded high release yields...
November 15, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/29136798/corrigendum-to-magnetic-graphene-solid-phase-extraction-for-the-determination-of-carbamate-pesticides-in-tomatoes-coupled-with-high-performance-liquid-chromatography-talanta-141-2015-212-219
#10
https://www.readbyqxmd.com/read/29135926/proline-based-carbamates-as-cholinesterase-inhibitors
#11
Hana Pizova, Marketa Havelkova, Sarka Stepankova, Andrzej Bak, Tereza Kauerova, Violetta Kozik, Michal Oravec, Ales Imramovsky, Peter Kollar, Pavel Bobal, Josef Jampilek
Series of twenty-five benzyl (2S)-2-(arylcarbamoyl)pyrrolidine-1-carboxylates was prepared and completely characterized. All the compounds were tested for their in vitro ability to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), and the selectivity of compounds to individual cholinesterases was determined. Screening of the cytotoxicity of all the compounds was performed using a human monocytic leukaemia THP-1 cell line, and the compounds demonstrated insignificant toxicity. All the compounds showed rather moderate inhibitory effect against AChE; benzyl (2S)-2-[(2-chlorophenyl)carbamoyl]pyrrolidine-1-carboxylate (IC50 = 46...
November 14, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/29133061/design-synthesis-and-cytotoxic-activity-of-n-modified-oleanolic-saponins-bearing-a-glucosamine
#12
You-Yu Lin, She-Hung Chan, Yu-Pu Juang, Hsin-Min Hsiao, Jih-Hwa Guh, Pi-Hui Liang
A series of N-acyl, N-alkoxycarbonyl, and N-alkylcarbamoyl derivatives of 2'-deoxy-glucosyl bearing oleanolic saponins were synthesized and evaluated against HL-60, PC-3, and HT29 tumor cancer cells. The SAR studies revealed that the activity increased in order of conjugation of 2' -amino group with carbamate > amide > urea derivatives. Lengthening the alkyl chain increased the cytotoxicity, the peak activity was found to around heptyl to nonyl substitutions. 2'-N-heptoxycarbonyl derivative 56 was found to be the most cytotoxic (IC50 = 0...
November 6, 2017: European Journal of Medicinal Chemistry
https://www.readbyqxmd.com/read/29128639/degradation-of-pesticides-with-rsdl-%C3%A2-reactive-skin-decontamination-lotion-kit-lotion-lc-ms-investigation
#13
Messele Fentabil, Mulu Gebremedhin, J Garfield Purdon, Laura Cochrane, Virginia Streusand Goldman
This study examined the degradation of organophosphate (OP) and carbamate pesticides using RSDL(®) (Reactive Skin Decontamination Lotion Kit) lotion. Degradation occurs from a nucleophilic substitution (SN) reaction between an ingredient in the RSDL lotion, potassium 2,3-butanedione monoximate (KBDO), with susceptible sites in the pesticides. Evaluation at several molar ratios of KBDO:test articles using liquid chromatography-mass spectrometry (LC-MS) techniques was performed. The OP test articles, parathion, paraoxon, parathion-methyl, paraoxon-methyl and chlorpyrifos were effectively degraded at molar ratios of four and above in less than 6minutes contact time...
November 8, 2017: Toxicology Letters
https://www.readbyqxmd.com/read/29123139/direct-catalytic-hydrogenation-of-co2-to-formate-over-a-schiff-base-mediated-gold-nanocatalyst
#14
Qinggang Liu, Xiaofeng Yang, Lin Li, Shu Miao, Yong Li, Yanqin Li, Xinkui Wang, Yanqiang Huang, Tao Zhang
Catalytic transformation of CO2 to formate is generally realized through bicarbonate hydrogenation in an alkaline environment, while it suffers from a thermodynamic sink due to the considerable thermodynamic stability of the bicarbonate intermediate. Here, we devise a route for the direct catalytic conversion of CO2 over a Schiff-base-modified gold nanocatalyst that is comparable to the fastest known nanocatalysts, with a turnover number (TON) of up to 14,470 over 12 h at 90 °C. Theoretical calculations and spectral analysis results demonstrate that the activation of CO2 can be achieved through a weakly bonded carbamate zwitterion intermediate derived from a simple Lewis base adduct of CO2...
November 10, 2017: Nature Communications
https://www.readbyqxmd.com/read/29121537/permethrin-drastically-affects-the-developmental-cycle-of-the-non-target-slime-mould-dictyostelium-discoideum
#15
Andrea Amaroli, Lorenzo Gallus, Sara Ferrando
The use of pyrethroids has increased throughout the world over the past few decades, as organophosphate, carbamate and organochlorine insecticides are being phased out. Permethrin is widely used in the USA for crops treatment, at concentrations around 750 × 10(3) μg/L. In our study 3.6 μg/L permethrin decreases the fission-rate and the fruiting bodies formation of slime mould Dictyostelium discoideum. Whereas 3.6 × 10(4) μg/L kills the 100% of amoebae, showing a 24 h-LC50 = 96.6 μg/L. This concentration induces an increase in the pseudocholinesterase activity as well as in both butyrylcholinesterase and heat-shock-protein 70 presence...
October 26, 2017: Chemosphere
https://www.readbyqxmd.com/read/29119617/computer-aided-design-of-human-sialyltransferase-inhibitors-of-hst8sia-iii
#16
Christopher Dobie, Andrew P Montgomery, Rémi Szabo, Danielle Skropeta, Haibo Yu
Sialyltransferase (ST) upregulation and the resultant hypersialylation of tumour cell surfaces is an established hallmark of many cancers including lung, breast, ovarian, pancreatic and prostate cancer. The role of ST enzymes in tumour cell growth and metastasis, as well as links to multi-drug resistance, has seen ST inhibition emerge as a target for potential antimetastatic cancer treatments. The most potent of these reported inhibitors are transition-state analogues. Although there are several examples of these in the literature, many have suspected poor pharmacokinetic properties and are not readily synthetically accessible...
November 9, 2017: Journal of Molecular Recognition: JMR
https://www.readbyqxmd.com/read/29116685/isocyanate-free-approach-to-water-borne-polyurea-dispersions-and-coatings
#17
Shuang Ma, Ellen van Heeswijk, Bart Noordover, Rafael Sablong, Rolf van Benthem, Cor Koning
In this work, an isocyanate-free approach to produce polyureas from diamines and dicarbamates as monomers is reported. A side reaction limiting molecular weight during the diamine/dicarbamate polymerization, viz. N-alkylation of amine end-groups, is investigated. Mitigation of the N-alkylation, either by enhancing the carbamate aminolysis rate or by substitution of dimethylcarbamates with more sterically hindered diethylcarbamates, affords polyureas with sufficiently high molecular weights to assure satisfactory mechanical properties...
November 8, 2017: ChemSusChem
https://www.readbyqxmd.com/read/29115090/urine-methyl-hippuric-acid-levels-in-acute-pesticide-poisoning-estimation-of-ingested-xylene-volume-and-association-with-clinical-outcome-parameters
#18
Chi Young Choi, NamJun Cho, Su Yeon Park, Samel Park, Hyo Wook Gil, Sae Yong Hong
To determine the relationship between the oral ingestion volume of xylene and methyl hippuric acid (MHA) in urine, we measured MHA in 11 patients whose ingested xylene volume was identified. The best-fit equation between urine MHA and ingested amount of xylene was as follows: y (ingested amount of xylene, mL/kg) = -0.052x² + 0.756x (x = MHA in urine in g/g creatinine). From this equation, we estimated the ingested xylene volume in 194 patients who had ingested pesticide of which the formulation was not available...
December 2017: Journal of Korean Medical Science
https://www.readbyqxmd.com/read/29114691/dendrimeric-amide-and-carbamate-linked-lysine-based-efficient-molecular-transporters
#19
Amit Kumar Yadav, Namit Dey, Sabyasachi Chattopadhyay, Munia Ganguli, Moneesha Fernandes
Amide- and carbamate-linked dendrimeric oligomers are reported as molecular transporters. They effectively complex with pDNA and transport it into cells at an efficiency superior to Lipofectamine, when complexation is carried out by incubation overnight. The carbamate-linked K2C is superior to amide-linked K2A; their pDNA complexes have very low associated cytotoxicity.
November 8, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/29111194/synergists-action-of-piperonyl-butoxide-and-s-s-s-tributyl-phosphorotrithioate-on-toxicity-of-carbamate-insecticides-against-blattella-germanica
#20
Alireza Sanei Dehkordi, Yaser Salim Abadi, Hasan Nasirian, Teymour Hazratian, Mohammad Amin Gorouhi, Saideh Yousefi, Azim Paksa
OBJECTIVE: To determine the synergists action of piperonyl butoxide (PBO) and S,S,S-tributyl phosphorotrithioate (DEF) on toxicity of carbamate insecticides against Blattella germanica in Tehran city. METHODS: In the current study, German cockroach strains were collected from several hospitals and dormitories in Tehran. At the beginning, different concentrations of bendiocarb and carbaryl (insecticides belong to carbamate group) were determined by surface contact on a susceptible strain...
October 2017: Asian Pacific Journal of Tropical Medicine
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