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Phenylacetic acid

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https://www.readbyqxmd.com/read/28626572/optical-control-of-a-receptor-linked-guanylyl-cyclase-using-a-photoswitchable-peptidic-hormone
#1
Tom Podewin, Johannes Broichhagen, Christina Frost, Dieter Groneberg, Julia Ast, Helena Meyer-Berg, Nicholas H F Fine, Andreas Friebe, Martin Zacharias, David J Hodson, Dirk Trauner, Anja Hoffmann-Röder
The optical control over biological function with small photoswitchable molecules has gathered significant attention in the last decade. Herein, we describe the design and synthesis of a small library of photoswitchable peptidomimetics based upon human atrial natriuretic peptide (ANP), in which the photochromic amino acid [3-(3-aminomethyl)phenylazo]phenylacetic acid (AMPP) is incorporated into the peptide backbone. The endogeneous hormone ANP signals via the natriuretic peptide receptor A (NPR-A) through raising intracellular cGMP concentrations, and is involved in blood pressure regulation and sodium homeostasis, as well as lipid metabolism and pancreatic function...
June 1, 2017: Chemical Science
https://www.readbyqxmd.com/read/28591829/benzoate-transport-in-pseudomonas-putida-csv86
#2
Alpa Choudhary, Hemant Purohit, Prashant S Phale
Pseudomonas putida strain CSV86 metabolizes variety of aromatic compounds as the sole carbon source. Genome analysis revealed the presence of genes encoding putative transporters for benzoate, p-hydroxybenzoate, phenylacetate, p-hydroxyphenylacetate and vanillate. Bioinformatic analysis revealed that benzoate transport and metabolism genes are clustered at the ben locus as benK-catA-benE-benF. Protein topology prediction suggests that BenK (aromatic acid-H+ symporter of major facilitator superfamily) has 12 transmembrane α-helices with the conserved motif, LADRXGRKX in loop 2 while BenE (benzoate-H+ symporter protein) has 11 predicted transmembrane α-helices...
June 7, 2017: FEMS Microbiology Letters
https://www.readbyqxmd.com/read/28590915/cancer-sniffer-dogs-how-can-we-translate-this-peculiarity-in-laboratory-medicine-results-of-a-pilot-study-on-gastrointestinal-cancers
#3
Concetta Panebianco, Edgar Kelman, Kristel Vene, Domenica Gioffreda, Francesca Tavano, Raivo Vilu, Fulvia Terracciano, Illar Pata, Kaarel Adamberg, Angelo Andriulli, Valerio Pazienza
BACKGROUND: Identification of cancer biomarkers to allow early diagnosis is an urgent need for many types of tumors, whose prognosis strongly depends on the stage of the disease. Canine olfactory testing for detecting cancer is an emerging field of investigation. As an alternative, here we propose to use GC-Olfactometry (GC/O), which enables the speeding up of targeted biomarker identification and analysis. A pilot study was conducted in order to determine odor-active compounds in urine that discriminate patients with gastrointestinal cancers from control samples (healthy people)...
June 7, 2017: Clinical Chemistry and Laboratory Medicine: CCLM
https://www.readbyqxmd.com/read/28589054/a-patient-with-msud-acute-management-with-sodium-phenylacetate-sodium-benzoate-and-sodium-phenylbutyrate
#4
Melis Köse, Ebru Canda, Mehtap Kagnici, Sema Kalkan Uçar, Mahmut Çoker
In treatment of metabolic imbalances caused by maple syrup urine disease (MSUD), peritoneal dialysis, and hemofiltration, pharmacological treatments for elimination of toxic metabolites can be used in addition to basic dietary modifications. Therapy with sodium phenylacetate/benzoate or sodium phenylbutyrate (NaPB) in urea-cycle disorder cases has been associated with a reduction in branched-chain amino acid (BCAA) concentrations when the patients are on adequate dietary protein intake. Moreover, NaPB in treatment of MSUD patients is also associated with reduction of BCAA levels in a limited number of cases...
2017: Case Reports in Pediatrics
https://www.readbyqxmd.com/read/28574547/a-substituent-effect-of-phenylacetic-acid-coligand-perturbed-structures-and-magnetic-properties-observed-in-two-triple-bridged-azido-cu-ii-chain-compounds-with-ferromagnetic-ordering-and-slow-magnetic-relaxation
#5
Xiangyu Liu, Xiaohui Ma, Peipei Cen, Yuewei Wu, Chengcheng Zhang, Quan Shi, Weiming Song, Gang Xie, Sanping Chen
Based on two fluoro-substituted phenylacetate isomers, o-fluorophenylacetic acid (o-Hfpa) and p-fluorophenylacetic acid (p-Hfpa), two new Cu(ii)-azido compounds, [Cu(o-fpa)(N3)(C2H5OH)]n (1) and [Cu(p-fpa)(N3)(C2H5OH)]n (2), have been prepared, and structurally and magnetically characterized. Single-crystal structure analyses indicate that compounds 1 and 2 consist of 1D chain-like coordination networks in which adjacent copper cations are linked by the alternating triple-bridges of μ-1,1-azido, syn,syn-carboxylate and μ2-ethanol...
June 13, 2017: Dalton Transactions: An International Journal of Inorganic Chemistry
https://www.readbyqxmd.com/read/28549374/metabolic-engineering-of-escherichia-coli-to-high-efficient-synthesis-phenylacetic-acid-from-phenylalanine
#6
Lihua Zhang, Qian Liu, Hong Pan, Xun Li, Daoyi Guo
Phenylacetic acid (PAA) is a fine chemical with a high industrial demand for its widespread uses. Whereas, microorganic synthesis of PAA is impeded by the formation of by-product phenethyl alcohol due to quick, endogenous, and superfluous conversion of aldehydes to their corresponding alcohols, which resulted in less conversation of PAA from aldehydes. In this study, an Escherichia coli K-12 MG1655 strain with reduced aromatic aldehyde reduction (RARE) that does duty for a platform for aromatic aldehyde biosynthesis was used to prompt more PAA biosynthesis...
December 2017: AMB Express
https://www.readbyqxmd.com/read/28533791/jasmonoyl-l-tryptophan-disrupts-iaa-activity-through-the-aux1-auxin-permease
#7
Paul Staswick, Martha Rowe, Edgar P Spalding, Bessie L Splitt
Amide-linked conjugates between tryptophan (Trp) and jasmonic (JA) or indole-3-acetic (IAA) acids interfered with gravitropism and other auxin-dependent activities in Arabidopsis, but the mechanism was unclear. To identify structural features necessary for activity several additional Trp conjugates were synthesized. The phenylacetic acid (PAA) conjugate was active, while several others were not. Common features of active conjugates is that they have ring structures that are linked to Trp through an acetic acid side chain, while longer or shorter linkages are inactive or less active...
2017: Frontiers in Plant Science
https://www.readbyqxmd.com/read/28513572/synthesis-and-antiradical-activity-of-isoquercitrin-esters-with-aromatic-acids-and-their-homologues
#8
Eva Heřmánková-Vavříková, Alena Křenková, Lucie Petrásková, Christopher Steven Chambers, Jakub Zápal, Marek Kuzma, Kateřina Valentová, Vladimír Křen
Isoquercitrin, (IQ, quercetin-3-O-β-d-glucopyranoside) is known for strong chemoprotectant activities. Acylation of flavonoid glucosides with carboxylic acids containing an aromatic ring brings entirely new properties to these compounds. Here, we describe the chemical and enzymatic synthesis of a series of IQ derivatives at the C-6″. IQ benzoate, phenylacetate, phenylpropanoate and cinnamate were prepared from respective vinyl esters using Novozym 435 (Lipase B from Candida antarctica immobilized on acrylic resin)...
May 17, 2017: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/28505407/n-phenylacetylation-and-nonribosomal-peptide-synthetases-with-substrate-promiscuity-for-biosynthesis-of-heptapeptide-variants-jbir-78-and-jbir-95
#9
Kunpei Takeda, Kohei Kemmoku, Yasuharu Satoh, Yasushi Ogasawara, Kazuo Shin-Ya, Tohru Dairi
JBIR-78 (1) and JBIR-95 (2), both of which are heptapeptide derivatives isolated from Kibdelosporangium sp. AK-AA56, have the same amino acid sequences except for the second amino acid: phenylacetic acid (Paa)-l-Val-d-Asp (1)/d-cysteic acid (2)-l-Ala-(3S)-3-hydroxy-d-Leu-Gly-d-Ala-l-Phe. Heterologous expression of the biosynthetic gene cluster including genes encoding nonribosomal peptide synthetases (NRPS) and in vitro assays with recombinant Orf3, an l-cysteic acid synthase homologue, suggested the single A domain in module 2 activates both l-Asp and l-cysteic acid to yield 1 and 2, respectively, although the substrate specificities of the A domains of NRPSs are usually strict...
May 19, 2017: ACS Chemical Biology
https://www.readbyqxmd.com/read/28485900/ligand-enabled-auxiliary-free-meta-c-h-arylation-of-phenylacetic-acids
#10
Gen-Cheng Li, Peng Wang, Marcus E Farmer, Jin-Quan Yu
The meta-C-H arylation of free phenylacetic acid was realized using 2-carbomethoxynorbornene (NBE-CO2 Me) as a transient mediator. Both the modified norbornene and the mono-protected 3-amino-2-hydroxypyridine type ligand are crucial for this auxiliary-free meta-C-H arylation reaction. A series of phenylacetic acids, including mandelic acid and phenylglycine, react smoothly with various aryl iodides to provide the meta-arylated products in high yields.
May 9, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28450070/synthesis-of-androstene-oxime-nitrogen-mustard-bioconjugates-as-potent-antineoplastic-agents
#11
Pratap Chandra Acharya, Ranju Bansal
In the present study, synthesis and antineoplastic activity of phenylacetic acid and benzoic acid nitrogen mustard conjugates of various steroidal oximes are reported for the first time. The conjugation was achieved through a more stable oxime-ester linkage and the resulting newly synthesized conjugates were evaluated in vitro on various human cancer cell lines for cytotoxicity. The extent of their alkylating activity was investigated by the in vitro colorimetric 4-(p-nitrobenzyl)pyridine (NBP) assay. The 17E-steroidal oxime-benzoic acid mustard ester 3β-acetoxy-17E-[p-(N,N-bis(2-chloroethyl)amino)]benzoyloxyimino-androst-5-ene (8) emerged as the most potent conjugate having significant cytotoxicity on most of the NCI 60-cell lines...
April 25, 2017: Steroids
https://www.readbyqxmd.com/read/28433873/ph-dependent-synthesis-of-two-isomeric-dinuclear-cerium-ii-complexes-structures-dna-interactions-cytotoxic-activity-and-apoptotic-study
#12
En-Jun Gao, Jun-Qi Su, Hai-Tao Jin, Si-Jia Liu, Fu-Chen Zhao, Yang Meng, Xiao-Yu Ma, Jing Ge, Ya-Guang Sun, Wanzhong Zhang, Ming-Chang Zhu
Two isomeric dinuclear Cerium(II) complexes 1 and 2, formulated as Ce2(phen)2(NO3)2(L)4 [L=phenylacetic acid, phen=1,10-phenanthroline] was synthesized under solvothermal conditions at different pH values. The two complexes were characterized by elemental analysis, IR and single crystal X-ray diffraction. Complexes 1 and 2 were studied the binding with DNA and against cytotoxic activity. Fluorescence analysis indicated that the two complexes can bind to DNA. The changes with different gradient concentration of DNA added into the complexes in absorption spectra show a strongπ-stacking interaction between the complexes and DNA base pairs...
May 2017: Journal of Photochemistry and Photobiology. B, Biology
https://www.readbyqxmd.com/read/28372215/key-volatile-aroma-compounds-of-lactic-acid-fermented-malt-based-beverages-impact-of-lactic-acid-bacteria-strains
#13
Sorelle Nsogning Dongmo, Bertram Sacher, Hubert Kollmannsberger, Thomas Becker
This study aims to define the aroma composition and key aroma compounds of barley malt wort beverages produced from fermentation using six lactic acid bacteria (LAB) strains. Gas chromatography mass spectrometry-olfactometry and flame ionization detection was employed; key aroma compounds were determined by means of aroma extract dilution analysis. Fifty-six detected volatile compounds were similar among beverages. However, significant differences were observed in the concentration of individual compounds. Key aroma compounds (flavor dilution (FD) factors ≥16) were β-damascenone, furaneol, phenylacetic acid, 2-phenylethanol, 4-vinylguaiacol, sotolon, methional, vanillin, acetic acid, nor-furaneol, guaiacol and ethyl 2-methylbutanoate...
August 15, 2017: Food Chemistry
https://www.readbyqxmd.com/read/28345352/metal-free-photoinduced-electron-transfer-atom-transfer-radical-polymerization-integrated-with-bioinspired-polydopamine-chemistry-as-a-green-strategy-for-surface-engineering-of-magnetic-nanoparticles
#14
Yang Yang, Xuegang Liu, Gang Ye, Shan Zhu, Zhe Wang, Xiaomei Huo, Krzysztof Matyjaszewski, Yuexiang Lu, Jing Chen
Developing green and efficient technologies for surface modification of magnetic nanoparticles (MNPs) is of crucial importance for their biomedical and environmental applications. This study reports, for the first time, a novel strategy by integrating metal-free photoinduced electron transfer-atom transfer radical polymerization (PET-ATRP) with the bioinspired polydopamine (PDA) chemistry for controlled architecture of functional polymer brushes from MNPs. Conformal PDA encapsulation layers were initially generated on the surfaces of MNPs, which served as the protective shells while providing an ideal platform for tethering 2-bromo-2-phenylacetic acid (BPA), a highly efficient initiator...
April 5, 2017: ACS Applied Materials & Interfaces
https://www.readbyqxmd.com/read/28289081/light-modulates-metabolic-pathways-and-other-novel-physiological-traits-in-the-human-pathogen-acinetobacter-baumannii
#15
Gabriela L Müller, Marisel Tuttobene, Matías Altilio, Maitena Martínez Amezaga, Meaghan Nguyen, Pamela Cribb, Larisa E Cybulski, María Soledad Ramírez, Silvia Altabe, María Alejandra Mussi
Light sensing in chemotrophic bacteria has been relatively recently ascertained. In the human pathogen Acinetobacter baumannii, light modulates motility, biofilm formation, and virulence through the blue-light-sensing-using flavin (BLUF) photoreceptor BlsA. In addition, light can induce a reduction in susceptibility to certain antibiotics, such as minocycline and tigecycline, in a photoreceptor-independent manner. In this work, we identified new traits whose expression levels are modulated by light in this pathogen, which comprise not only important determinants related to pathogenicity and antibiotic resistance but also metabolic pathways, which represents a novel concept for chemotrophic bacteria...
May 15, 2017: Journal of Bacteriology
https://www.readbyqxmd.com/read/28287476/absorption-metabolism-and-excretion-of-cranberry-poly-phenols-in-humans-a-dose-response-study-and-assessment-of-inter-individual-variability
#16
Rodrigo P Feliciano, Charlotte E Mills, Geoffrey Istas, Christian Heiss, Ana Rodriguez-Mateos
The beneficial health effects of cranberries have been attributed to their (poly)phenol content. Recent studies have investigated the absorption, metabolism and excretion of cranberry (poly)phenols; however, little is known about whether they follow a dose response in vivo at different levels of intake. An acute double-blind randomized controlled trial in 10 healthy men with cranberry juices containing 409, 787, 1238, 1534 and 1910 mg total (poly)phenols was performed. Blood and urine were analyzed by UPLC-Q-TOF-MS...
March 11, 2017: Nutrients
https://www.readbyqxmd.com/read/28283530/identification-of-enzymes-involved-in-oxidation-of-phenylbutyrate
#17
Neža Palir, Jos P N Ruiter, Ronald J A Wanders, Riekelt H Houtkooper
In recent years the short-chain fatty acid, 4-phenylbutyrate (PB), has emerged as a promising drug for various clinical conditions. In fact, PB has been Food and Drug Administration-approved for urea cycle disorders since 1996. PB is more potent and less toxic than its metabolite, phenylacetate (PA), and is not just a pro-drug for PA, as was initially assumed. The metabolic pathway of PB, however, has remained unclear. Therefore, we set out to identify the enzymes involved in the β-oxidation of PB. We used cells deficient in specific steps of fatty acid β-oxidation and ultra-HPLC to measure which enzymes were able to convert PB or its downstream products...
May 2017: Journal of Lipid Research
https://www.readbyqxmd.com/read/28276654/a-family-13-thioesterase-isolated-from-an-activated-sludge-metagenome-insights-into-aromatic-compounds-metabolism
#18
Ayixon Sánchez-Reyez, Ramón Alberto Batista-García, Gilberto Valdés-García, Ernesto Ortiz, Lucía Perezgasga, Andrés Zárate-Romero, Nina Pastor, Jorge Luis Folch-Mallol
Activated sludge is produced during the treatment of sewage and industrial wastewaters. Its diverse chemical composition allows growth of a large collection of microbial phylotypes with very different physiologic and metabolic profiles. Thus, activated sludge is considered as an excellent environment to discover novel enzymes through functional metagenomics, especially activities related with degradation of environmental pollutants. Metagenomic DNA was isolated and purified from an activated sludge sample. Metagenomic libraries were subsequently constructed in Escherichia coli...
March 9, 2017: Proteins
https://www.readbyqxmd.com/read/28239416/biodegradation-of-alkaline-lignin-by-bacillus-ligniniphilus-l1
#19
Daochen Zhu, Peipei Zhang, Changxiao Xie, Weimin Zhang, Jianzhong Sun, Wei-Jun Qian, Bin Yang
BACKGROUND: Lignin is the most abundant aromatic biopolymer in the biosphere and it comprises up to 30% of plant biomass. Although lignin is the most recalcitrant component of the plant cell wall, still there are microorganisms able to decompose it or degrade it. Fungi are recognized as the most widely used microbes for lignin degradation. However, bacteria have also been known to be able to utilize lignin as a carbon or energy source. Bacillus ligniniphilus L1 was selected in this study due to its capability to utilize alkaline lignin as a single carbon or energy source and its excellent ability to survive in extreme environments...
2017: Biotechnology for Biofuels
https://www.readbyqxmd.com/read/28225105/elucidating-the-biosynthetic-pathways-of-volatile-organic-compounds-in-mycobacterium-tuberculosis-through-a-computational-approach
#20
Purva Bhatter, Karthik Raman, Vani Janakiraman
Microbial volatile organic compounds (VOCs) have gained prominence in the recent past for their potential use as disease markers. The discovery of microbial VOCs has benefited 'difficult to detect' diseases such as tuberculosis (TB). Few of the identified VOCs of Mycobacterium tuberculosis (Mtb) are currently being explored for their diagnostic potential. However, very little is known about the biosynthesis of these small lipophilic molecules. Here, we propose putative biosynthetic pathways in Mycobacterium tuberculosis for three VOCs, namely methyl nicotinate, methyl phenylacetate and methyl p-anisate, using computational approaches...
March 28, 2017: Molecular BioSystems
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