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Phenylacetic acid

Min Wang, Dandan Chen, Qunfei Zhao, Wen Liu
The species Streptomyces lincolnensis is known as a producer of lincomycin A, a clinically important lincosamide antibiotic with activity against Gram-positive bacteria. Here, we report that S. lincolnensis produces a new cysteate-containing lactone product, cysteoamide (1), which arises from non-ribosomal peptide synthetase-programmed sequential assembly of the monomers phenylacetic acid, valine, cysteate, threonine, β-hydroxyleucine and β-alanine and subsequent intramolecular cyclization to form a lactone ring...
March 20, 2018: Journal of Organic Chemistry
Li Xie, Liqin Chen, Pan Gu, Lanlan Wei, Xuejun Kang
The extraction and analysis of catecholamine neurotransmitters in biological fluids is of great importance in assessing nervous system function and related diseases, but their precise measurement is still a challenge. Many protocols have been described for neurotransmitter measurement by a variety of instruments, including high-pressure liquid chromatography (HPLC). However, there are shortcomings, such as complicated operation or hard-to-detect multiple targets, which cannot be avoided, and presently, the dominant analysis technique is still HPLC coupled with sensitive electrochemical or fluorimetric detection, due to its high sensitivity and good selectivity...
March 1, 2018: Journal of Visualized Experiments: JoVE
Yan Wu, Yun Kang, Liqiu Zhang, Dan Qu, Xiang Cheng, Li Feng
In this study, direct contact membrane distillation (DCMD) was used for treating fermentation wastewater with high organic concentrations. DCMD performance characteristics including permeate flux, permeate water quality as well as membrane fouling were investigated systematically. Experimental results showed that, after 12hr DCMD, the feed wastewater was concentrated by about a factor of 3.7 on a volumetric basis, with the permeate flux decreasing from the initial 8.7L/m2 /hr to the final 4.3L/m2 /hr due to membrane fouling; the protein concentration in the feed wastewater was increased by about 3...
March 2018: Journal of Environmental Sciences (China)
Qianqian Shi, Wei Zhang, Yang Wang, Lingbo Qu, Donghui Wei
A density functional theory (DFT) study was performed to explore the possible reaction mechanisms and the origin of stereoselectivity for the isothiourea-catalyzed [4 + 2] annulation reaction of in situ activated phenylacetic acid with alkylidene pyrazolone. The computed results reveal that the reaction contains several steps, including complexation of isothiourea with substrate, dissociation of the t-BuCO2 - group, α-C-H deprotonation of the acyl ammonium intermediate, stepwise [4 + 2] cycloaddition processes, and the dissociation of isothiourea...
March 14, 2018: Organic & Biomolecular Chemistry
Lidan Cheng, Xiaoping Ge, Longjiang Huang
This paper describes an eco-friendly and efficient direct amidation of benzylamine and phenylacetic acid derivatives in the presence of 10 mol% NiCl2 as catalyst without any drying agent. For the different phenylacetic acid and benzylamine derivatives, the direct catalysed amidation gave moderate-to-excellent yields in toluene. The steric and electronic effects of substituent groups on the phenyl ring of acid were crucial to the yields of the direct amidation. The catalyst NiCl2 can be recycled three times without loss of activity...
February 2018: Royal Society Open Science
Thomas Heine, Juliane Zimmerling, Anne Ballmann, Sebastian Bruno Kleeberg, Christian Rückert, Tobias Busche, Anika Winkler, Jörn Kalinowski, Ansgar Poetsch, Anika Scholtissek, Michel Oelschlägel, Gert Schmidt, Dirk Tischler
Among bacteria, only a single styrene specific degradation pathway has been reported so far. It comprises the activity of styrene monooxygenase, styrene oxide isomerase and phenylacetaldehyde dehydrogenase yielding phenylacetic acid as central metabolite. The alternative route comprises ring-hydroxylating enzymes and yields vinyl catechol as central metabolite, which undergoes meta -cleavage. This was reported to be unspecific and also allows the degradation of benzene derivatives. However, some bacteria had been described to degrade styrene but do not employ one of those routes or only parts of them...
February 23, 2018: Applied and Environmental Microbiology
Leiling Deng, Bin Huang, Yunyun Liu
The unprecedented synthesis of N-aryl substituted benzamides via the assembly of primary amines and phenylacetic acids has been developed in the presence of copper(ii) acetate. This tandem transformation involving carbon-carbon bond cleavage provides a complementary tool with particular application in the synthesis of secondary benzamides.
February 13, 2018: Organic & Biomolecular Chemistry
Jina Rajkumari, L Paikhomba Singha, Piyush Pandey
This research employs draft genome sequence data of Klebsiella pneumoniae AWD5 to explore genes that contribute to the degradation of polyaromatic hydrocarbon (PAH) and stimulate plant growth, for rhizosphere-mediated bioremediation. Annotation analysis suggests that the strain AWD5 not only possess gene clusters for PAH utilization, but also for utilization of benzoate, fluorobenzoate, phenylacetate ( paa ), hydroxyphenylacetic acid ( hpa ), 3-hydroxyphenyl propionate ( mhp ). A comparative genome analysis revealed that the genome of AWD5 was highly similar with genomes of environmental as well as clinical K...
February 2018: 3 Biotech
Wenjin Hu, Xinli Pan, Fengfeng Li, Wubei Dong
To explore the pathogenesis of Rhizoctonia solani and its phytotoxin phenylacetic acid (PAA) on maize leaves and sheaths, treated leaf and sheath tissues were analyzed and interpreted by ultra-performance liquid chromatography-mass spectrometry combined with chemometrics. The PAA treatment had similar effects to those of R. solani on maize leaves regarding the metabolism of traumatin, phytosphingosine, vitexin 2'' O-beta-D-glucoside, rutin and DIBOA-glucoside, which were up-regulated, while the synthesis of OPC-8:0 and 12-OPDA, precursors for the synthesis of jasmonic acid, a plant defense signaling molecule, was down-regulated under both treatments...
2018: PloS One
Aimin Xue, Junyi Lin, Chunxing Que, Yijing Yu, Chunyan Tu, Han Chen, Baonian Liu, Xin Zhao, Tianhao Wang, Kaijun Ma, Liliang Li
Coronary artery spasm (CAS) is a pathophysiological phenomenon that may cause myocardial infarction and lead to circulatory collapse and death. Aberrant endoplasmic reticulum (ER) stress causes accumulation of misfolding proteins and has been reported to be involved in a variety of vascular diseases. The present study investigated the role of ER stress in the development of CAS and explored the possible molecular mechanisms. Initially, it was found that ER stress markers were elevated in response to drug-induced vascular smooth muscle cells (VSMCs) contraction...
January 26, 2018: Experimental Cell Research
Sanne Kiekens, Andrea Sass, Filip Van Nieuwerburgh, Dieter Deforce, Tom Coenye
Burkholderia cenocepacia J2315 is a member of the B. cepacia complex. It has a large genome with three replicons and one plasmid; 7,261 genes code for annotated proteins, while 113 code for functional RNAs. Small regulatory RNAs of B. cenocepacia have not yet been functionally characterized. We investigated a small regulatory RNA, designated ncS35, that was discovered by differential RNA sequencing. Its expression under various conditions was quantified, and a deletion mutant, ΔncS35, was constructed. Compared to planktonic growth in a rich medium, the expression of ncS35 was elevated when B...
January 2018: MSphere
Hyeong Sup Yu, Jae Min Lee, Yu Seok Youn, Kyung Taek Oh, Kun Na, Eun Seong Lee
In this study, we developed a nanoporous biodegradable mesh, bioinspired by the spider web, which is prepared via electrospinning using γ-cyclodextrin (γ-CD) conjugated with phenylacetic acid (PA), named γ-CDP. The resulting γ-CDP has a microfibrous or microspherical shape and contains drug trap meshlike γ-CD pores. These γ-CDP micromeshes (microspheres or microfibers) enable efficient drug capture and drug transport into deep γ-CDP nanocompartments or out of the γ-CDP web, resulting in a driving domain for a 4-week drug release...
March 15, 2018: Carbohydrate Polymers
Roberto Pellicciari, Paride Liscio, Nicola Giacchè, Francesca De Franco, Andrea Carotti, Janet Robertson, Lucia Cialabrini, Elena Katsyuba, Nadia Raffaelli, Johan Auwerx
NAD+ has a central function in linking cellular metabolism to major cell-signaling and gene-regulation pathways. Defects in NAD+ homeostasis underpin a wide range of diseases, including cancer, metabolic disorders, and aging. Although the beneficial effects of boosting NAD+ on mitochondrial fitness, metabolism, and lifespan are well established, to date, no therapeutic enhancers of de novo NAD+ biosynthesis have been reported. Herein we report the discovery of 3-[[[5-cyano-1,6-dihydro-6-oxo-4-(2-thienyl)-2-pyrimidinyl]thio]methyl]phenylacetic acid (TES-1025, 22), the first potent and selective inhibitor of human ACMSD (IC50 = 0...
January 26, 2018: Journal of Medicinal Chemistry
Parthasarathi Dastidar, Rajdip Roy, Tapas Kumar Adalder
A well-studied supramolecular synthon namely secondary ammonium monocarboxylate (SAM) was exploited to generate a new series of organic salts derived from variously substituted phenylacetic acid (PA) and dicyclohexyl amine (DCA) as potential low molecular weight gelators (LMWGs). As much as 25% of the SAM salts under study were gelators. The gels were characterized by rheology and the morphology of the gel networks was studied by high resolution electron microscopy. Single crystal and powder X-ray diffraction data were employed to study structure-property (gelation) correlation...
January 18, 2018: Chemistry, An Asian Journal
Xiao-Ming Wang, Wen-Jie Xu, Liang-Kui Xu, Shuai Song, Xue-Feng Xing, Jia-Bo Luo
OBJECTIVE: To investigate the antipyretic mechanism of Herba Ephedrae (Eph)-Ramulus Cinnamomi (RC) herb pair on yeast-induced pyrexia in rats. METHODS: Totally 30 qualifified male SD rats were randomly assigned to the normal control (NC) group, the pyrexia model (model) group, the Eph, RC and Eph-RC treatment groups by a random digital table, 6 rats in each group. Each rat received a 20% aqueous suspension of yeast (10 mL/kg) except the NC group. The 3 treatment groups were administered 8...
January 9, 2018: Chinese Journal of Integrative Medicine
Zhong Jin, Ling Chu, Yan-Qiao Chen, Jin-Quan Yu
An effective pyridine based U-shaped template has been developed to enable a diverse range of meta-C-H functionalizations of phenylacetic acid scaffolds. This new template has extended the reaction scope to cross-coupling with ArBF3K as well as iodination using 1,3-diiodo-5,5-dimethylhydantoin as the iodination reagent.
January 5, 2018: Organic Letters
Sandra Arias, Rafael Rodríguez, Emilio Quiñoá, Ricardo Riguera, Felix Freire
Both the role of the absolute configuration and the tendency of a chiral monomer to promote a certain helical scaffold in a polyphenylacetylene (PPA) have been evaluated to study the communication between two chiral monomers within a copolymer chain. 19 different PPA copolymer series -47 helical copolymers altogether- were prepared to explore the existence of a chiral to chiral communication mechanism. From the data obtained, we found that communication between two different chiral monomers emerge when both exhibit two special features: (a) a different conformational composition -one must exist in a single low energy conformation ("chiral Sergeant") and the other must present two conformers ("chiral Soldier")-, and (b) the induction of a similar scaffold in the PPA, either cis-cisoidal or cis-transoidal...
December 14, 2017: Journal of the American Chemical Society
Maren Vollmer, Selma Esders, Freda M Farquharson, Susanne Neugart, Sylvia Duncan, Monika Schreiner, Petra Louis, Ronald Maul, Sascha Rohn
Human colonic bacteria have an important impact on the biotransformation of flavonoid glycosides and their conversion can result in the formation of bioactive compounds. However, information about the microbial conversion of complex glycosylated flavonoids and the impact on the gut microbiota are still limited. In this study, the ability of different donors' human intestinal microbiota to convert selected flavonoid O- and C-glycosides was evaluated by performing in vitro fermentations. The results show that all flavonoid glycosides were metabolized via their aglycones yielding smaller substances...
December 13, 2017: Journal of Agricultural and Food Chemistry
Olayinka O Ajani, Olayinka O Tolu-Bolaji, Shade J Olorunshola, Yuxia Zhao, Damilola V Aderohunmu
The aim of this present study was to synthesize 2-substituted and 1,2-disubstituted benzimidazole derivatives to investigate their antibacterial diversity for possible future drug design. The structure-based design of precursors 2-(1H-benzimidazol-2-yl)aniline 1 , 2-(3,5-dinitro phenyl)-1H-benzimidazole 3 and 2-benzyl-1H-benzimidazole 5 were achieved by the condensation reaction of o -phenylenediamine with anthranilic acid, 3,5-dinitrophenylbenzoic acid, and phenylacetic acid, respectively. The precursors 1 , 3 and 5 , upon reaction with six different electrophile-releasing agents, furnished the corresponding 2-substituted benzimidazole, 2a-f and 1,2-disubstituted benzimidazole derivatives 4a-f and 6a-f , respectively...
November 2017: Journal of Advanced Research
Jung-Kyun Woo, Thi Kim Quy Ha, Dong-Chan Oh, Won-Keun Oh, Ki-Bong Oh, Jongheon Shin
Six new polyoxygenated steroids (1-6) along with clathriol (7) were isolated from the Korean marine sponge Clathria gombawuiensis. Based upon the results of combined spectroscopic analyses, the structures of gombasterols A-F (1-6) were elucidated to be those of highly oxygenated steroids possessing a 3β,4α,6α,7β-tetrahydroxy or equivalent (7β-sodium O-sulfonato for 3) substitution pattern and a C-15 keto group as common structural motifs. The relative and absolute configurations of these steroids, including the rare 14β configuration of 1-4, were determined by a combination of NOESY, J-based analyses, the 2-methoxy-2-(trifluoromethyl)phenylacetic acid (MTPA) method, and X-ray crystallographic analysis...
December 22, 2017: Journal of Natural Products
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