2394-20-9Relevant academic research and scientific papers
Competitive immunoassay (Cat-EIA), a helpful technique for catalytic antibody detection. Part II
Taran,Renard,Creminon,Valleix,Frobert,Pradelles,Grassi,Mioskowski
, p. 1891 - 1894 (1999)
The Cat-EIA procedure, described in part I, was successfully applied to the screening of 5 different catalytic activities on a given set of 11 mAbs. The precautions required to devoid false-positive identification (preceding paper), were taken into account. Two catalytic activities were thus detected, including a newly thioacetal hydrolysis.
Improved synthesis of 3-methoxy-4-hydroxymandelic acid by glyoxalic acid method
Niu, Dong-Fang,Li, Hui-Cheng,Zhang, Xin-Sheng
, p. 8174 - 8177 (2013)
The most important industrial process for the synthesis of vanillin is performed in two steps involving an condensation reaction of glyoxalic acid with guaiacol followed by an oxidative decarboxylation of the intermediary 3-methoxy-4-hydroxymandelic acid
Competitive immunoassay (Cat-EIA), a helpful technique for catalytic antibody detection. Part I
Taran,Renard,Creminon,Valleix,Frobert,Pradelles,Grassi,Mioskowski
, p. 1887 - 1890 (1999)
A competitive immunoassay procedure for the screening of catalytic antibodies is reported. This screening approach (Cat-EIA) is a modification of the well-known Cat-ELISA technique avoiding the substrate modification step. It has been developed for a bimolecular reaction and has been tested on a high number of hybridoma clones. The current study explores for the first time the utility and feasibility of this method for the early detection of catalytic antibodies.
Design, synthesis, and evaluation of phenylpiperazine-phenylacetate derivatives as rapid recovery hypnotic agents
Qi, Zhaoyang,Li, Ziying,Zhu, Mo,Zhang, Xiaohua,Zhang, Guisen,Zhuang, Tao,Chen, Yin,Huang, Ling
, (2021/12/20)
In this paper, we designed and synthesized a series of novel phenylpiperazine-phenylacetate derivatives as rapid recovery hypnotic agents. The best compound 10 had relatively high affinity for the GABAA receptor and low affinity for thirteen other off-target receptors. In three animal models (mice, rats, and rabbits), compound 10 exerted potent hypnotic effects (HD50 = 5.2 mg/kg in rabbits), comparable duration of the loss of righting reflex (LORR), and significant shorter recovery time (time to walk) than propanidid. Furthermore, compound 10 (TI = 18.1) showed higher safety profile than propanidid (TI = 14.7) in rabbits. Above results suggested that compound 10 may have predictable and rapid recovery profile in anesthesia.
An efficient environmentally friendly CuFe2O4/SiO2catalyst for vanillyl mandelic acid oxidation in water under atmospheric pressure and a mechanism study
Mao, Haifang,Wang, Hongzhao,Meng, Tao,Wang, Chaoyang,Hu, Xiaojun,Xiao, Zuobing,Liu, Jibo
, p. 982 - 992 (2021/01/25)
With the aim of the green production of vanillin, a highly efficient environmentally friendly oxidation system was introduced to oxidize vanillyl mandelic acid (VMA) with a porous CuFe2O4/SiO2 component nano-catalyst in aqueous solution under atmospheric pressure. The N2 adsorption-desorption pattern indicated that CuFe2O4/SiO2 possessed a much higher specific surface area (49.98 m2 g-1) than that of CuFe2O4 (5.02 m2 g-1), which further indicated that the SiO2 substrate restrained the aggregation of CuFe2O4 nanoparticles. The conversion for VMA and selectivity for vanillin reached 98% and 96%, respectively, under atmospheric pressure. The excellent catalytic performance was attributed to the synergistic effect of the catalytic capacity of CuFe2O4 and the adsorption capacity for the reactant of SiO2. Simultaneously, the effect of different reaction conditions for catalyst activity and selectivity were investigated. Furthermore, the probable mechanism of VMA oxidation was investigated by in situ ATR-FTIR, H2-TPR, XPS and 1H NMR. More importantly, the decarboxylation was verified to proceed in basic conditions rather than in conventional acidic conditions. This journal is
Oxalyl-CoA Decarboxylase Enables Nucleophilic One-Carbon Extension of Aldehydes to Chiral α-Hydroxy Acids
Burgener, Simon,Cortina, Ni?a Socorro,Erb, Tobias J.
supporting information, p. 5526 - 5530 (2020/02/20)
The synthesis of complex molecules from simple, renewable carbon units is the goal of a sustainable economy. Here we explored the biocatalytic potential of the thiamine-diphosphate-dependent (ThDP) oxalyl-CoA decarboxylase (OXC)/2-hydroxyacyl-CoA lyase (HACL) superfamily that naturally catalyzes the shortening of acyl-CoA thioester substrates through the release of the C1-unit formyl-CoA. We show that the OXC/HACL superfamily contains promiscuous members that can be reversed to perform nucleophilic C1-extensions of various aldehydes to yield the corresponding 2-hydroxyacyl-CoA thioesters. We improved the catalytic properties of Methylorubrum extorquens OXC by rational enzyme engineering and combined it with two newly described enzymes—a specific oxalyl-CoA synthetase and a 2-hydroxyacyl-CoA thioesterase. This enzymatic cascade enabled continuous conversion of oxalate and aromatic aldehydes into valuable (S)-α-hydroxy acids with enantiomeric excess up to 99 %.
Colistin sulfate chiral stationary phase for the enantioselective separation of pharmaceuticals using organic polymer monolithic capillary chromatography ?
Fouad, Ali,Shaykoon, Montaser Sh.A.,Ibrahim, Samy M.,El-Adl, Sobhy M.,Ghanem, Ashraf
, (2019/03/19)
A new functionalized polymer monolithic capillary with a macrocyclic antibiotic, namely colistin sulfate, as chiral selector was prepared via the copolymerization of binary monomer mixtures consisting of glycidyl methacrylate (GMA) and ethylene glycol dimethacrylate (EGDMA) in porogenic solvents namely 1-propanol and 1,4-butanediol, in the presence of azobisiso-butyronitrile (AIBN) as initiator and colistin sulfate. The prepared capillaries were investigated for the enantioselective nano-LC separation of a group of racemic pharmaceuticals, namely, α- and β-blockers, anti-inflammatory drugs, antifungal drugs, norepinephrine-dopamine reuptake inhibitors, catecholamines, sedative hypnotics, antihistaminics, anticancer drugs, and antiarrhythmic drugs. Acceptable separation was achieved for many drugs using reversed phase chromatographic conditions with no separation achieved under normal phase conditions. Colistin sulfate appears to be useful addition to the available macrocyclic antibiotic chiral phases used in liquid chromatography.
Method for preparing 3-methoxy-4-hydroxymandelic acid
-
Paragraph 0081-0145, (2019/07/16)
The invention belongs to the technical field of the condensation reaction of glyoxylic acid and phenols, and provides a method for preparing 3-methoxy-4-hydroxymandelic acid. The method comprises thefollowing steps: in the presence of a catalyst, a phenolic compound and a glyoxylic acid aqueous solution are contacted in an alkaline solution for the condensation reaction to produce 3-methoxy-4-hydroxymandelic acid, wherein the catalyst is selected from a metal-Salen complex which contain a ligand with a quaternary ammonium salt cation, or a catalytic system of a metal-Salen complex as a main catalyst and an organic base containing a cation as a co-catalyst. According to the method, the aldehyde group can be activated, the activity of the condensation reaction is improved, the selectivity of the p-condensation product is improved, and the yield of the p-product, namely 3-methoxy-4-hydroxymandelic acid, is improved.
Phenylacetic acid ester compound and use thereof
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Paragraph 0059-0064, (2019/03/02)
The invention relates to a phenylacetate compound as shown in a general formula (I) and a pharmaceutical composition containing the phenylacetate compound, as well as application in anesthesia and sedation.
Biological evaluation of natural and synthesized homovanillic acid esters as inhibitors of intestinal fatty acid uptake in differentiated Caco-2 cells
Lieder, Barbara,Hans, Joachim,Hentschel, Fabia,Geissler, Katrin,Ley, Jakob
, (2019/10/14)
With raising prevalence of obesity, the regulation of human body fat is increasingly relevant. The modulation of fatty acid uptake by enterocytes represents a promising target for body weight maintenance. Recent results demonstrated that the trigeminal active compounds capsaicin, nonivamide, and trans-pellitorine dose-dependently reduce fatty acid uptake in differentiated Caco-2 cells as a model for the intestinal barrier. However, non-pungent alternatives have not been investigated and structural determinants for the modulation of intestinal fatty acid uptake have not been identified so far. Thus, based on the previous results, we synthesized 23 homovanillic acid esters in addition to the naturally occurring capsiate and screened them for their potential to reduce intestinal fatty acid uptake using the fluorescent fatty acid analog Bodipy-C12 in differentiated Caco-2 cells as an enterocyte model. Whereas pre-incubation with 100 μM capsiate did not change fatty acid uptake by Caco-2 enterocytes, a maximum inhibition of ?47% was reached using 100 μM 1-methylpentyl-2-(4-hydroxy-3-methoxy-phenyl)acetate. Structural analysis of the 24 structural analogues tested in the present study revealed that a branched fatty acid side chain, independent of the chain length, is one of the most important structural motifs associated with inhibition of fatty acid uptake in Caco-2 enterocytes. The results of the present study may serve as an important basis for designing potent dietary inhibitors of fatty acid uptake.
