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dicarboxylic acid

Nicole Werner, Miriam Dreyer, Wenke Wagner, Nicolas Papon, Steffen Rupp, Susanne Zibek
OBJECTIVES: To explore Candida guilliermondii for the production of long-chain dicarboxylic acids (DCA), we performed metabolic pathway engineering aiming to prevent DCA consumption during β-oxidation, but also to increase its production via the ω-oxidation pathway. RESULTS: We identified the major β- and ω-oxidation pathway genes in C. guilliermondii and performed first steps in the strain improvement. A double pox disruption mutant was created that slowed growth with oleic acid but showed accelerated DCA degradation...
November 30, 2016: Biotechnology Letters
Yusuke Amino, Yoshinobu Takino, Megumi Kaneko, Fumie Ookura, Mai Yamamoto, Tatsuki Kashiwagi, Keiji Iwasaki
In the pathway of melanin biosynthesis, cysteine (Cys) is utilized for the synthesis of pheomelanin. Accordingly, Cys is considered to suppress the formation of brown-black eumelanin. Although attempts have been made to utilize Cys and its derivatives as skin-whitening agents, their instability and odor hinders their application as a cosmetic agent. Herein, N-acetyl-2-methylthiazolidine-2,4-dicarboxylic acid ethyl ester (AcCP2Et) was proposed as a candidate for a stable and prolonged-release derivative of Cys to inhibit dopachrome formation after its degradation in melanocytes...
2016: Chemical & Pharmaceutical Bulletin
Jamie A Gould, Harprit Singh Athwal, Alexander J Blake, William Lewis, Peter Hubberstey, Neil R Champness, Martin Schröder
A family of Cu(II)-based metal-organic frameworks (MOFs) has been synthesized using three pyridyl-isophthalate ligands, H2L(1) (4'-(pyridin-4-yl)biphenyl-3,5-dicarboxylic acid), H2L(2) (4''-(pyridin-4-yl)-1,1':4',1''-terphenyl-3,5-dicarboxylic acid) and H2L(3) (5-[4-(pyridin-4-yl)naphthalen-1-yl]benzene-1,3-dicarboxylic acid). Although in each case the pyridyl-isophthalate ligands adopt the same pseudo-octahedral [Cu2(O2CR)4N2] paddlewheel coordination modes, the resulting frameworks are structurally diverse, particularly in the case of the complex of Cu(II) with H2L(3), which leads to three distinct supramolecular isomers, each derived from Kagomé and square nets...
January 13, 2017: Philosophical Transactions. Series A, Mathematical, Physical, and Engineering Sciences
Thomas J Reade, Thomas S Murphy, James A Calladine, Raphael Horvath, Ian P Clark, Gregory M Greetham, Michael Towrie, William Lewis, Michael W George, Neil R Champness
The structures and photochemical behaviour of two new metal-organic frameworks (MOFs) are reported. Reaction of Re(2,2'-bipy-5,5'-dicarboxylic acid)(CO)3Cl or Mn(2,2'-bipy-5,5'-dicarboxylic acid)(CO)3Br with LiCl or LiBr, respectively, produces single crystals of {Li2(DMF)2 [(2,2'-bipy-5,5'-dicarboxylate)Re(CO)3Cl]}n ( RELI: ) or {Li2(DMF)2[(2,2'-bipy-5,5'-dicarboxylate)Mn(CO)3Br]}n ( MNLI: ). The structures formed by the two MOFs comprise one-dimensional chains of carboxylate-bridged Li(I) cations that are cross-linked by units of Re(2,2'-bipy-5,5'-dicarboxylate)(CO)3Cl ( RELI: ) or Mn(2,2'-bipy-5,5'- dicarboxylate)(CO)3Br ( MNLI: )...
January 13, 2017: Philosophical Transactions. Series A, Mathematical, Physical, and Engineering Sciences
Xiaonian Cao, Jiehong Huang, Geng Zhang, Wulin Zuo, Chongfeng Lan, Qing Sun, Dengliang Yang, Dongdong Gao, Christopher H K Cheng, Wen-Liang Zhou
The aim of this study is to investigate the functional role of G protein-coupled receptor 30 (GPR30) in the epididymis. We found that GPR30 is expressed in the epithelium of the immature rat epididymis and is involved in chloride secretion into the caudal epididymis lumen. The short-circuit current (Isc) experiments showed that in primary cultured caudal epididymis epithelium, activation of GPR30 by its specific agonist G1 induced a mono-phasic current increase, and G15, the specific antagonist of GPR30, could completely inhibit the current induced by G1...
November 26, 2016: Cell Biology International
Dominik Scherrer, Mauro Schilling, Sandra Luber, Thomas Fox, Bernhard Spingler, Roger Alberto, Craig J Richmond
Two ruthenium complexes containing the tetradentate ligand [1,1'-biisoquinoline]-3,3'-dicarboxylic acid, and 4-picoline or 6-bromoisoquinoline as axial ligands have been prepared. The complexes have been fully characterised and initial studies on their potential to function as molecular water oxidation catalysts have been performed. Both complexes catalyse the oxidation of water in acidic media with Ce(IV) as a stoichiometric chemical oxidant, although turnover numbers and turnover frequencies are modest when compared with the closely related Ru-bda and Ru-pda analogues...
November 23, 2016: Dalton Transactions: An International Journal of Inorganic Chemistry
Haotian Wu, Alexandra Olmsted, David E Cantonwine, Shahin Shahsavari, Tayyab Rahil, Cynthia Sites, J Richard Pilsner
BACKGROUND: Epidemiological data suggest associations between phthalate exposures to a variety of adverse reproductive outcomes including reduced sperm quality and reproductive success. While mechanisms of these associations are not fully elucidated, oxidative stress has been implicated as a potential mediator. We examined associations of urinary metabolites of phthalates and phthalate alternative plasticizers with oxidative stress among couples seeking fertility treatment. METHODS: Seventeen urinary plasticizer metabolites and 15-F2t isoprostane, a biomarker of oxidative stress, were quantified in spot samples from 50 couples seeking fertility treatment who enrolled in the Sperm Environmental Epigenetics and Development Study during 2014-2015...
November 19, 2016: Environmental Research
Sufang Shui, Xiaorong Cai, Rongqing Huang, Bingkun Xiao, Jianyun Yang
Yi Guanjian (YGJ), one of the Chinese herbal medicines most commonly used in western countries, reported to possess significant anti-inflammatary effects that inhibit the process of inflammation. However, the mechanisms underlying its anti-inflammation effects remain largely unresolved. This study was aimed to investigate the anti-inflammatory activity of YGJ and to explore its potential anti-inflammatory mechanisms by serum metabonomics approach. An xylene-induced mouse right-ear-edema model was used as an inflammatory response in vivo model...
January 30, 2017: Journal of Pharmaceutical and Biomedical Analysis
Ben A Johnson, Asamanjoy Bhunia, Sascha Ott
A molecular water oxidation catalyst, [Ru(tpy)(dcbpy)(OH2)](ClO4)2 (tpy = 2,2':6',2''-terpyridine, dcbpy = 2,2'-bipyridine-5,5'-dicarboxylic acid) [1], has been incorporated into FTO-grown thin films of UiO-67 (UiO = University of Oslo), by post-synthetic ligand exchange. Cyclic voltammograms (0.1 M borate buffer at pH = 8.4) of the resulting UiO67-[RuOH2]@FTO show a reversible wave associated with the Ru(III/II) couple in the anodic scan, followed by a large current response that arises from electrocatalytic water oxidation beyond 1...
November 15, 2016: Dalton Transactions: An International Journal of Inorganic Chemistry
Jamiyan Purevsuren, Baasandai Bolormaa, Chogdon Narantsetseg, Renchindorj Batsolongo, Ochirbat Enkhchimeg, Munkhuu Bayalag, Yuki Hasegawa, Haruo Shintaku, SeijiYamaguchi
BACKGROUND: Inborn errors of metabolism (IEM) are rare genetic disorders in which a single gene defect causes a clinically significant block in a metabolic pathway. Clinical problems arise due to either accumulation of substrates that are toxic or interfere with normal function, or deficiency of the products that are used to synthesize essential compounds. There is no report of screening results or confirmed cases of IEM in Mongolia. Only pilot study of newborn screening for congenital hypothyroidism was implemented in Mongolia, where the incidence of congenital hypothyroidism is calculated to be 1:3057 in Mongolia...
December 2016: Molecular Genetics and Metabolism Reports
Ping Liu, Qiuxia Liu, Ning Zhao, Caixia An, Zhaoxun Lian
The design of nonlinear optical (NLO) materials with large NLO responses has been a challenge for materials scientists and chemists. Recently, organic polymers have received attention regarding their NLO properties and fast nonlinear response, and clusters involving delocalized dπ-pπ systems and conjugated dπ-pπ systems are expected to be a new class of NLO materials. Metal-organic coordination polymers combine the advantages of the organic and inorganic species. Thus far, tuning the third-order NLO properties of these materials has been a significant challenge...
November 1, 2016: Acta Crystallographica. Section C, Structural Chemistry
David W Shaffer, Yan Xie, David J Szalda, Javier J Concepcion
In order to gain a deeper mechanistic understanding of water oxidation by [(bda)Ru(L)2] catalysts (bdaH2 = [2,2'-bipyridine]-6,6'-dicarboxylic acid; L = pyridine-type ligand), a series of modified catalysts with one and two trifluoromethyl groups in the 4 position of the bda(2-) ligand was synthesized and studied using stopped-flow kinetics. The additional -CF3 groups increased the oxidation potentials for the catalysts and enhanced the rate of electrocatalytic water oxidation at low pH. Stopped-flow measurements of cerium(IV)-driven water oxidation at pH 1 revealed two distinct kinetic regimes depending on catalyst concentration...
November 1, 2016: Inorganic Chemistry
Gazi Sakir Hossain, Haibo Yuan, Jianghua Li, Hyun-Dong Shin, Miao Wang, Guocheng Du, Jian Chen, Long Liu
: 2, 5-Furandicarboxylic acid (FDCA) is an important renewable biotechnological building block because it serves as an environmentally friendly substitute for terephthalic acid in the production of polyesters. Currently, FDCA is mainly produced via chemical oxidation, which can cause severe environmental pollution. In this study, we developed an environmentally friendly process for the production of FDCA from 5-hydroxymethyl furfural (5-HMF) using a newly isolated strain, Raoultella ornithinolytica BF60...
October 21, 2016: Applied and Environmental Microbiology
Yang Zhao, Xiaoyue Xu, Ling Qiu, Xiaojing Kang, Lili Wen, Bingguang Zhang
A family of thiophene-based metal-organic frameworks (MOFs), [Zn(L)(BBI)•(H2O)2] (1) (BBI = 1,1'-(1,4-butanediyl)bis(imidazole)) and [Cd(L)(TPOM)0.75]•xS (2) (TPOM = tetrakis(4-pyridyloxy-methylene) methane, S represents noncoordinated solvent molecules) were constructed by employing a new linear thiophene-functionalized dicarboxylic acid (benzo-(1,2;4,5)-bis(thiophene-2'-carboxylic acid, H2L) to assemble with d10 ions in the presence of flexible ancillary ligand under solvothermal conditions, which exhibit diverse structures...
October 28, 2016: ACS Applied Materials & Interfaces
Rashid Nazir, Anton J Stasyuk, Daniel Tomasz Gryko
A regioselective synthesis of naphtho[2,1,8-def]coumarins has been realized through a concise route that involves the intramolecular Friedel-Crafts reaction of benzo[f]coumarins. Tetracyclic, planar products were prepared starting from assembly of the suitably substituted coumarin via the Pechmann reaction of 2-naphthols with acetone-1,3-dicarboxylates, followed by an intramolecular Friedel-Crafts reaction. In contrast to earlier report, the main product of the condensation reaction performed at 130 degrees C was the corresponding sulfonic acid and not the phenol itself...
October 27, 2016: Journal of Organic Chemistry
Iveta Boháčová, Radoslav Halko, Pavel Jandera
The influence of the mobile phase and temperature, on the retention behavior of seven aliphatic acids (pyruvic, gluconic, 2-oxoglutaric, tartaric, malic, oxalic and citric acid) in hydrophilic interaction liquid chromatography on zwitterionic stationary phases with sulfobetaine and phosphorylcholine ligands is investigated. In agreement with the van't Hoff model, most acids show linear ln k versus 1/T plots. However, the retention of structurally symmetrical oxalic and tartaric dicarboxylic acids is almost independent of temperature, or slightly increases at rising temperature...
October 25, 2016: Journal of Separation Science
Guoliang Liu, Matthias Zeller, Kongzhao Su, Jiandong Pang, Zhanfeng Ju, Daqiang Yuan, Maochun Hong
Multiple orthogonal coordinative interactions were utilized to construct heterometal-decorated tetrahedral cages from in situ formed trinuclear Zr(IV) clusters through the combination with other metal ions such as Cu(II) or Pd(II) . Through effective use of the hard/soft acid/base principle, the orthogonal self-assembly process of Zr-bpydc-CuCl2 (H2 bpydc=2,2-bipyridine-5,5-dicarboxylic acid) can be finely controlled using three strategies: post-synthetic metallization, a stepwise metalloligand approach, or a one-pot reaction...
November 21, 2016: Chemistry: a European Journal
Mohammad Yaser Masoomi, Ali Morsali, Peter C Junk, Jun Wang
Two new isostructural coordination polymers, [Zn3(Oba)4][Me2NH2)2]·6DMF·3H2O (1) and [Cd3(Oba)4][Me2NH2)2]·2DMF·2H2O (2), were synthesized using the nonlinear dicarboxylate ligand, 4,4'-oxybis(benzoic acid) (H2oba) and characterized by IR spectroscopy and single-crystal X-ray crystallography. Single-crystal X-ray data show that 1 and 2 are two-dimensional coordination polymers that can be extended to three-dimensional supramolecular networks by CH…O interactions. These two new coordination polymers were also sonochemically synthesized while sonication time and power of irradiation influencing size and morphology of nano-structured compounds were also studied...
January 2017: Ultrasonics Sonochemistry
John J Guardiola, Juliane I Beier, K Cameron Falkner, Benjamin Wheeler, Craig James McClain, Matt Cave
BACKGROUND: Occupational vinyl chloride (VC) exposures have been associated with toxicant-associated steatohepatitis and liver cancer. Metabolomics has been used to clarify mode of action in drug-induced liver injury but has not been performed following VC exposures. METHODS: Plasma samples from 17 highly exposed VC workers without liver cancer and 27 unexposed healthy volunteers were obtained for metabolite extraction and GC/MS and LC/MS(2) analysis. Following ion identification/quantification, Ingenuity pathway analysis was performed...
December 15, 2016: Toxicology and Applied Pharmacology
Teng-Fei Lu, Wei Li, Jie Chen, Fu-Quan Bai, Jian Wang, Ling-Jun He, Hong-Xing Zhang
In this work, we designed three dyes (Ru1, Ru2, and Ru3) by modifying the square-planar quadridentate ligand of the experimental Ru(ii) complex K1, [RuL(trans-NCS)2] with L = dimethyl-6,60-bis(methyl-2-pyridylamino)-2,20-bipyridine-4,40-dicarboxylate, from a theoretical viewpoint. As is known, K1 shows obvious advantages over the famous dye N749 in light absorption ability because of its highly conjugated ancillary ligands. Density functional theory and time-dependent density functional theory methods were used to determine the geometrical structures, electronic structures and absorption spectra of the dye complexes...
October 18, 2016: Physical Chemistry Chemical Physics: PCCP
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