Enantioselective separation of (±)-β-hydroxy-1,2,3-triazoles by supercritical fluid chromatography and high-performance liquid chromatography.

abstract：:We have previously shown that (RS)-2-amino-2-(5-tert-butyl-3-hydroxyisoxazol-4-yl)acetic acid (ATAA) is an antagonist at N-methyl-D-aspartic acid (NMDA) and (RS)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid (AMPA) receptors. We have now resolved ATAA via diastereomeric salt formation using N-BOC protected...

journal_title：Chirality

authors： Johansen TN,Frydenvang K,Ebert B,Madsen U,Krogsgaard-Larsen P

更新日期：1997-01-01 00:00:00

abstract：:Experimental hyperlipidemia has shown to decrease cytochrome P450 3A4 and 2C11 expression and to increase liver concentrations and the plasma protein binding of halofantrine (HF) enantiomers. The present study examined the effect of hyperlipidemic (HL) serum on the metabolism of HF enantiomers by primary rat hepatocyt...

journal_title：Chirality

authors： Patel JP,Hamdy DA,El-Kadi AO,Brocks DR

更新日期：2012-07-01 00:00:00

abstract：:Allyl nitrite, O=NOCH(2)CH=CH(2), can exist in conformations which include syn (S) and anti (A) configurations of O=N-O-C, anti or gauche (G) configurations of N-O-C-C, and syn or skew (Sk) configurations of O-C-C=C. Four of them have been observed and characterized by their microwave spectra and quantum chemical calc...

journal_title：Chirality

authors： Lee SG,Breeze L,Bohn RK,True NS

更新日期：2002-02-01 00:00:00

abstract：:4-l-menthyloxycarbonyl 5-aryl prolinates were studied as organocatalysts of a novel three-component reaction of cyclohexanone, benzoic acid, and β-nitrostyrene. The presence of ortho-halogen atom in 5-aryl fragment of the catalyst is favored for driving the formation of chiral 7a-hydroxyoctahydro-2H-indol-2-one scaffo...

journal_title：Chirality

authors： Ivantcova PM,Kudryavtsev KV

更新日期：2020-06-01 00:00:00

abstract：:Rabeprazole is an effective proton pump inhibitor to treat acid-related diseases. To achieve the simultaneous determination of rabeprazole enantiomers in human plasma, a chiral LC-MS/MS method was developed and validated. Acetonitrile including 0.1% ammonium were used as protein precipitating agent. Analytes were sepa...

journal_title：Chirality

authors： Sun LN,Shen YW,Ying YW,Li D,Li TF,Zhang XH,Zhao P,Ding L,Wang YQ

更新日期：2018-12-01 00:00:00

abstract：:Racemic N-methyl-N-(1-methyl-4-pyrrolidino-2-butynyl)acetamide (BM-5), a putative postsynaptic agonist and presynaptic antagonist at muscarinic receptors, was resolved into the enantiomers by a new method suitable for large scale preparation. The method involves a chemoselective N-debenzylation as the key step. The en...

journal_title：Chirality

authors： Nilsson BM,De Boer P,Grol CJ,Hacksell U

更新日期：1992-01-01 00:00:00

abstract：:We studied the interaction of poly-l-lysine (PLL) and poly-l-arginine (PLAG) with sodium dodecyl sulfate (SDS) surfactant and the interaction of poly-l-glutamic acid (PLGA) and poly-l-aspartic acid (PLAA) with tetradecyltrimethylammonium bromide (TTAB) surfactant using vibrational circular dichroism (VCD) spectroscopy...

journal_title：Chirality

authors： Novotná P,Urbanová M

更新日期：2015-12-01 00:00:00

abstract：:The prochiral anthelmintic drug albendazole was administered orally to sheep and rats. Blood samples were taken at standardized intervals during the time course of the plasma kinetics: 18 h in rats and 48 h in sheep. The enantiomeric ratio of the sulfoxide metabolite was determined by means of HPLC on a chiral station...

journal_title：Chirality

authors： Delatour P,Benoit E,Caude M,Tambute A

更新日期：1990-01-01 00:00:00

abstract：:The assignment of the absolute configuration of novel anti-inflammatory pyrrole derivatives has been accomplished by a combined strategy based on independent physical methods. The key step of our stereochemical characterization approach is the production at mg-scale of enantiomerically pure forms by HPLC on Chiralpak ...

journal_title：Chirality

authors： Biava M,Cirilli R,Fares V,Ferretti R,Gallinella B,La Torre F,Poce G,Porretta GC,Supino S,Villani C

更新日期：2008-06-01 00:00:00

abstract：:Doping nematic liquid crystals with nonracemic chiral compounds induces a twisted nematic (cholesteric) phase. The ability of solutes to twist the nematic phase may be related to the overall shape of the chiral dopant and consequently to its absolute configuration. The cholesteric induction is therefore a powerful too...

journal_title：Chirality

authors： Pieraccini S,Ferrarini A,Spada GP

更新日期：2008-05-15 00:00:00

abstract：:We report here a sensitive method for the determination of the absolute configurations of primary amines using exciton-coupled circular dichroism (ECCD). The method works on a microgram scale by derivatization of chiral amines with quinoline chromophores. Complexation of the chiral ligands with metal ion fixes the geo...

journal_title：Chirality

authors： Zhang J,Holmes AE,Sharma A,Brooks NR,Rarig RS,Zubieta J,Canary JW

更新日期：2003-02-01 00:00:00

abstract：:Caffeic acid-derived polyethers are a class of natural products isolated from the root extracts of comfrey and bugloss, which are endowed with intriguing pharmacological properties as anticancer agents. The synthesis of new polyether derivatives is achieved through ring-opening polymerization of chiral 2,3-disubstitut...

journal_title：Chirality

authors： Tedesco D,Fabini E,Barbakadze V,Merlani M,Zanasi R,Chankvetadze B,Bertucci C

更新日期：2015-12-01 00:00:00

abstract：:The racemic title host compound (1) formed homochiral inclusion crystals (conglomerate) of 1 with acetone, while heterochiral inclusion crystals (racemate) were obtained when complexed with ethyl acetate. Upon treatment of the homochiral inclusion crystals of 1 with gaseous acetyl chloride in the solid state, opticall...

journal_title：Chirality

authors： Tanaka K,Iwamoto T,Wada S,Frelek J,Caira MR

更新日期：2006-08-01 00:00:00

abstract：:Achiral 4-isopropyltropolone methyl ether (3) included in an optically active host compound (-)-1 yielded optically active photocyclization products (-)-5 and (-)-6 in 96 and 90% ee, respectively, upon photoirradiation in the solid state. ...

journal_title：Chirality

authors： Tanaka K,Nagahiro R,Urbanczyk-Lipkowska Z

更新日期：2002-07-01 00:00:00

abstract：:Searching the 3D structural fragments of organic molecules is challenging because of structural differences between X-ray and theoretically calculated geometries and the conformational flexibility of substituents. The codification program called Conformational Code for Organic Molecules (CCOM) can be used to unambiguo...

journal_title：Chirality

authors： Izumi H,Nafie LA,Dukor RK

更新日期：2016-05-01 00:00:00

abstract：:The present study describes the development of two approaches for the determination of the enantiopurity of both enantiomers of indatraline. Initially, a method was developed using different chiral solvating agents (CSAs) for diastereomeric discrimination regarding signal separation in (1)H nuclear magnetic resonance ...

journal_title：Chirality

authors： Grimm SH,Allmendinger L,Höfner G,Wanner KT

更新日期：2013-12-01 00:00:00

abstract：:The attempts of applying chiroptical spectroscopy to supramolecular chirality are reviewed with a focus on vibrational circular dichroism (VCD). Examples were taken from gels, solids, and monolayers formed by low-molecular mass weight chiral gelators. Particular attention was paid to a group of gelators with perfluoro...

journal_title：Chirality

authors： Sato H,Yajima T,Yamagishi A

更新日期：2015-10-01 00:00:00

abstract：:The biodegradation of the chiral phenoxyalkanoic herbicides 2-(2,4-dichlorophenoxy)propionic aid (2,4-DP) and 2-(4-chloro-2-methylphenoxy)propionic acid (MCPP) was investigated using enantioselective HPLC and chiroptical detection. Racemic mixtures of 2,4-DP and MCPP were applied to three species of turf grass, four s...

journal_title：Chirality

authors： Schneiderheinze JM,Armstrong DW,Berthod A

更新日期：1999-01-01 00:00:00

abstract：:Although the organocatalytic direct asymmetric Michael reactions of carbonyl compounds to nitroalkenes have been investigated intensely, the Michael reaction of the thioether-based donors remains a rather undeveloped field. This work concerns the asymmetric Michael addition of aryl sulfanyl-propan-2-one to nitroalkene...

journal_title：Chirality

authors： Jiang X,Zhang B,Zhang Y,Lin L,Yan W,Wang R

更新日期：2010-07-01 00:00:00

abstract：:Separations of six dihydropyridine enantiomers on three commercially available cellulose-based chiral stationary phases (Chiralcel OD-RH, Chiralpak IB, and Chiralpak IC) were evaluated with high-performance liquid chromatography (HPLC). The best enantioseparation of the six chiral drugs was obtained with a Chiralpak I...

journal_title：Chirality

authors： Yu J,Tang J,Yuan X,Guo X,Zhao L

更新日期：2017-03-01 00:00:00

abstract：:The enantiomerization and enantioselective bioaccumulation of metalaxyl by a single dose of exposure to Tenebrio molitor larvae under laboratory condition were studied by high-performance liquid chromatography tandem mass spectroscopy (HPLC-MS/MS) based on a ChiralcelOD-3R [cellulosetris-tris-(3, 5-dichlorophenyl-carb...

journal_title：Chirality

authors： Gao Y,Wang H,Qin F,Xu P,Lv X,Li J,Guo B

更新日期：2014-02-01 00:00:00

abstract：:A simple one-dimensional (13)C NMR method is presented to discriminate between stereoisomers of organic compounds with more than one chiral center. By means of this method it is possible to discriminate between all eight stereoisomers of α-tocopherol. To achieve this the chiral solvating agent (S)-(+)-1-(9-anthryl)-2,...

journal_title：Chirality

authors： Lankhorst PP,Netscher T,Duchateau AL

更新日期：2015-11-01 00:00:00

abstract：:According to the Ibuprofen Product-Specific Bioequivalence Guidance of the European Medicines Agency, achiral bioanalytical methods are considered acceptable for demonstration of bioequivalence of ibuprofen-containing products. The aim of this investigation is to compare the bioequivalence outcomes obtained with indiv...

journal_title：Chirality

authors： González-Rojano E,Marcotegui J,Laredo L,Gwaza L,Gordon J,Portolés A,Vargas E,Morales-Alcelay S,García-Arieta A

更新日期：2020-09-01 00:00:00

abstract：:We demonstrate by using vibrational circular dichroism (VCD) spectroscopy that it is possible to investigate the chirality of a supramolecular polymeric system in relatively dilute solutions. Chiral C(3)-symmetrical discotic molecules, based on a trialkylbenzene-1,3,5-carboxamide, form supramolecular columnar stacks w...

journal_title：Chirality

authors： Smulders MM,Buffeteau T,Cavagnat D,Wolffs M,Schenning AP,Meijer EW

更新日期：2008-09-01 00:00:00

abstract：:A Micelle-enhanced ultrafiltration (MEUF) separation process was investigated that can potentially be used for large-scale enantioseparations. Copper(II)-amino acid derivatives dissolved in nonionic surfactant micelles were used as chiral selectors for the separation of dilute racemic amino acids solutions. For the al...

journal_title：Chirality

authors： De Bruin TJ,Marcelis AT,Zuilhof H,Rodenburg LM,Niederländer HA,Koudijs A,Overdevest PE,Van der Padt A,Sudhölter EJ

更新日期：2000-08-01 00:00:00

abstract：:The five-steps synthesis of a hemicryptophane cage combining a benzene-1,3,5-tricarboxamide unit and a cyclotriveratrylene (CTV) moiety is described. Chiral high-performance liquid chromatography (HPLC) was used to resolve the racemic mixture. The absolute configuration of the isolated enantiomers was assigned by comp...

journal_title：Chirality

authors： Long A,Jean M,Albalat M,Vanthuyne N,Giorgi M,Górecki M,Dutasta JP,Martinez A

更新日期：2019-11-01 00:00:00

abstract：:The stability of Chiralpak AD chiral stationary phase under various solvent conditions was investigated. An analytical method for the detection of the presence of solubilized Chiralpak AD coating was developed using CD spectroscopy (CD signal at 245 nm). In addition, NMR analysis of the solubilized polymer revealed a ...

journal_title：Chirality

authors： Welch CJ,Fairchild J,Sajonz P

更新日期：2007-08-01 00:00:00

abstract：:A chiral alkylglucoside surfactant, namely n-octyl-beta-D-maltopyranoside (OM), was evaluated in the enantiomeric separation of phenoxy acid herbicides. The enantiomeric resolution of the phenoxy acid herbicides could be manipulated readily by adjusting the surfactant concentration, ionic strength, pH, the percent org...

journal_title：Chirality

authors： Mechref Y,el Rassi Z

更新日期：1996-01-01 00:00:00

abstract：:Conditions for separation of enantiomers of a mandelic acid derivative, methyl 2-phenyl-2-(tetrahydropyranyloxy) acetate (the analyte) were studied. Because of the presence of two chiral carbons, the analyte consists of four stereoisomers stable at ambient temperature. Chiral HPLC of the analyte resulted in four peaks...

journal_title：Chirality

authors： Shen B,Xu X,Chen J,Zhang X,Xu B

更新日期：2006-09-01 00:00:00

abstract：:We report the preparative separation of rac-zopiclone using malic acid as the resolving agent. Furthermore, two different methods for the analytical determination of zopiclone enantiomers by HPLC on chiral stationary phases are described. The benzodiazepine receptor binding of the isolated enantiomers was investigated...

journal_title：Chirality

authors： Blaschke G,Hempel G,Müller WE

更新日期：1993-01-01 00:00:00