Absolute configuration and enantiodifferentiation of a hemicryptophane incorporating an azaphosphatrane moiety.

abstract：:E-6087 is a nonsteroidal anti-inflammatory compound that selectively inhibits cyclooxygenase-2. Because E-6087 has a chiral center, this compound is a racemic mixture of two stereoisomers, (+)-(R)-E-6087 (E-6231) and (-)-(S)-E-6087 (E-6232). A normal-phase liquid-chromatographic method for the enantioselective determi...

journal_title：Chirality

authors： Salgado L,Encina G,Farran R,Puig S,Martínez L

更新日期：2004-05-15 00:00:00

abstract：:C(25) highly branched isoprenoid (HBI) alkenes are ubiquitous lipids found in geochemical samples around the globe. The origins of these widespread geochemicals are believed to be restricted to a limited number of diatoms, including Haslea ostrearia (and related species), Rhizosolenia setigera, and Pleurosigma interme...

journal_title：Chirality

authors： Belt ST,Allard WG,Johns L,König WA,Massé G,Robert JM,Rowland S

更新日期：2001-08-01 00:00:00

abstract：:Benalaxyl (BX), methyl-N-phenylacetyl-N-2,6-xylyl alaninate, is a potent acylanilide fungicide and consist of a pair of enantiomers. The stereoselective metabolism of BX was investigated in rat and rabbit microsomes in vitro. The degradation kinetics and the enantiomer fraction (EF) were determined using normal high-p...

journal_title：Chirality

authors： Zhang P,Zhu W,Dang Z,Shen Z,Xu X,Huang L,Zhou Z

更新日期：2011-02-01 00:00:00

abstract：:Four Ala-Ala dipeptides with a perfluoroalkyl chain at the N-terminal were synthesized. They were able to self-assemble into helical nanofibers and/or twisted nanobelts in a mixture of DMSO/H2 O. The handedness of nanofibers and nanobelts was controlled by the chirality of the alanine at the N-terminal. The stacking h...

journal_title：Chirality

authors： Zhang L,Lin S,Tong Q,Li Y,Wang Y,Li Y,Li B,Yang Y

更新日期：2019-11-01 00:00:00

abstract：:Treatment of benzoate, formate, or trifluoroacetate esters with silyldibromomethyllithiums provides alkyl silyl mixed acetals via the 1,3-rearrangement of a silyl group from carbon to oxygen. A high level of asymmetric induction onto the acetal carbon is observed when chiral alkyl esters are employed. The stereochemic...

journal_title：Chirality

authors： Shinokubo H,Kondo J,Inoue A,Oshima K

更新日期：2003-01-01 00:00:00

abstract：:Both epimers of the naturally occurring nonproteinogenic amino acid L-cyclopentenylglycine, (2S,1'S)- and (2S, 1'R)-2-(cyclopent-2'-enyl)glycine, were obtained via a procedure involving condensation of 3-chlorocyclopentene with diethyl acetylaminomalonate, deethoxycarbonylation, chromatographic separation of the resul...

journal_title：Chirality

authors： Andersen L,Nielsen B,Jaroszewski JW

更新日期：2000-10-01 00:00:00

abstract：:Six secondary phosphine oxides and their tautomeric equilibria as free ligands and in the presence of an equimolar amount of the chiral dirhodium complex Rh* are described and discussed. Discrimination of enantiomers is easily possible by inspecting the (31)P NMR resonances; some (1)H and (13)C NMR resonances are usef...

journal_title：Chirality

authors： Magiera D,Szmigielska A,Pietrusiewicz KM,Duddeck H

更新日期：2004-01-01 00:00:00

abstract：:This work presents results of methyl 7-oxoabiet-13(14)-en-18-oate (3) self-oxidation with air-oxygen in the presence of various bases such as triethylamine or sodium t-butoxide. While under aerobic conditions, the use of sodium t-butoxide as a base results in the formation of four isomeric alcohols, an addition of tri...

journal_title：Chirality

authors： Masnyk M,Kuśmirek D,Trzybiński D,Frelek J

更新日期：2020-04-01 00:00:00

abstract：:Three aldohexoses, glucose, galactose, and mannose, and three aldopentoses, arabinose, xylose, and ribose, were derivatized with L-tryptophanamide (L-TrpNH2 ) under alkaline conditions. Using a basic mobile phase (pH 9.2), the three aldohexoses or the three aldopentoses were simultaneously enantioseparated, respective...

journal_title：Chirality

authors： Shou M,Terashima H,Aizawa S,Taga A,Yamamoto A,Kodama S

更新日期：2015-07-01 00:00:00

abstract：:Little is known about the stereochemistry of sulfation of chiral phenolic drugs. In this study we examined several in vitro approaches to this question, using (+)-, (-)-, or (+/-)-terbutaline as the substrate and the rat liver cytosol as the phenolsulfotransferase enzyme source. The cosubstrate PAPS was either generat...

journal_title：Chirality

authors： Walle UK,Walle T

更新日期：1989-01-01 00:00:00

abstract：:In order to get further insight into the mechanism by which bovine serum albumin (BSA) discriminates between enantiomers of organic acids, some radioisotopically labeled, nonaromatic carboxylic acids were studied under varying mobile phase conditions. It was found for a series of N-alkanoyl-DL-[3H]leucines that the D-...

journal_title：Chirality

authors： Allenmark S

更新日期：1993-01-01 00:00:00

abstract：:Enantioselective catalytic epoxidation of olefins is an important problem from both practical and mechanistic points of view. The origins of chiral induction by asymmetric porphyrin and salen complexes were investigated by FT-NMR T1 relaxation techniques. A new chiral vaulted porphyrin (1) that carries (S)-binaphthyl-...

journal_title：Chirality

authors： Groves JT,Crowley SJ,Shalyaev KV

更新日期：1998-01-01 00:00:00

abstract：:The size, sign, and profile of induced circular dichroism (CD) features in the Soret region are reliable indicators of the binding modes of porphyrins and metalloporphyrins to DNA. Porphyrins shown (using such CD criteria) to be intercalators in monodispersed DNA duplexes prove extremely useful for the detection and c...

journal_title：Chirality

authors： Pasternack RF

更新日期：2003-05-05 00:00:00

abstract：:In modern chromatography, chiral stationary phase (CSP) and enantiomer self-disproportionation (ESD) are new inventions of packing material offer a guarantee for a successful enantiomeric separation. All CSPs were synthesized by chemical bonding of the relevant organic moieties onto a porous parent silica material for...

journal_title：Chirality

authors： Mayani VJ,Abdi SH,Mayani SV,Kim HC,Park SK

更新日期：2011-04-01 00:00:00

abstract：:Chirality is often glossed over in theoretical or experimental discussions concerning the origin of life, but the ubiquity of homochiral building blocks in known biological systems demands explanation. Information theory can provide a quantitative framework for understanding the role of chirality in biology. Here I sh...

journal_title：Chirality

authors： Carroll JD

更新日期：2009-03-01 00:00:00

abstract：:The enantiomeric resolution of DL-alanine-DL-tryptophan dipeptide is described on amylose stationary phase. The eluent used was CH3 OH─CH3 COONH4 (10mM)─CH3 CN (50: 40, 10) at 0.8-mL/min flow, 230-nm detection, 25-minute run time, and 25°C ± 1°C temperature. The chiral phase was amylose [AmyCoat RP (15 cm × 0.46 cm × ...

journal_title：Chirality

authors： Ali I,Khattab RA,Alothman ZA,Badjah AY,Alwarthan A

更新日期：2018-04-01 00:00:00

abstract：:The application of Chiral Technology, or the (extensive) use of techniques or tools for the determination of absolute stereochemistry and the enantiomeric or chiral separation of racemic small molecule potential lead compounds, has been critical to successfully discovering and developing chiral drugs in the pharmaceut...

journal_title：Chirality

authors： McConnell O,Bach A 2nd,Balibar C,Byrne N,Cai Y,Carter G,Chlenov M,Di L,Fan K,Goljer I,He Y,Herold D,Kagan M,Kerns E,Koehn F,Kraml C,Marathias V,Marquez B,McDonald L,Nogle L,Petucci C,Schlingmann G,Tawa G,Tis

更新日期：2007-09-01 00:00:00

abstract：:The simultaneous disposition of fenoprofen enantiomers in synovial fluid and plasma was studied in 11 patients with arthritis and chronic knee effusions treated with a single oral dose of 600 mg rac-fenoprofen. A plasma sample and a synovial fluid sample were collected simultaneously from each patient up to 16 h after...

journal_title：Chirality

authors： De Miranda Silva C,Marques MP,Barissa GR,Donadi EA,Da Silva LM,Lanchote VL

更新日期：2007-05-05 00:00:00

abstract：:A series of silica-supported proline-based peptides were synthesized and applied as catalysts for direct asymmetric intermolecular aldol reactions. Among these, a peptide with two L-proline units was found to be the most efficient one for the asymmetric aldol reactions between acetone and aromatic aldehydes. The react...

journal_title：Chirality

authors： Yan J,Wang L

更新日期：2009-04-01 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：:A statement has been formulated that chirality is an indispensable inherent property of all material objects, at one level of organization of matter or another. The translation of chirality from one level of material objects to another deserves our attention. The parity violation of weak interactions can be discussed ...

journal_title：Chirality

authors： Davankov V

更新日期：2006-08-01 00:00:00

abstract：:The optically active mixed-ligand fac(S)-tris(thiolato)rhodium(III) complexes, ΔL -fac(S)-[Rh(aet)2 (L-cys-N,S)](-) (aet = 2-aminoethanethiolate, L-cys = L-cysteinate) () and ΔLL -fac(S)-[Rh(aet)(L-cys-N,S)2 ](2-) were newly prepared by the equatorial preference of the carboxyl group in the coordinated L-cys ligand. T...

journal_title：Chirality

authors： Aizawa S,Tsubosaka S

更新日期：2016-01-01 00:00:00

abstract：:The possibility that enantiodiscrimination of bilirubin might be involved in neuronal membrane destabilization, and therefore in bilirubin toxicity, was investigated, by circular dichroism, on model membranes composed of phospholipids. The equilibrium between bilirubin enantiomers is displaced at some extent by the in...

journal_title：Chirality

authors： Bernardini C,D'Arrigo P,Elemento G,Mancini G,Servi S,Sorrenti A

更新日期：2009-01-01 00:00:00

abstract：:A cyclic alpha-aminophosphonate was found to be a novel organocatalyst for Michael type addition reactions of carbonyl compounds to nitroolefins to afford the corresponding adducts in high enantio- and diastereoselectivities. ...

journal_title：Chirality

authors： Tao Q,Tang G,Lin K,Zhao YF

更新日期：2008-07-01 00:00:00

abstract：:Environmental enantioselectivity information is important to fate assessment of chiral contaminants. Warfarin, a rodenticide and prescription medicine, is a chiral chemical but used in racemic form. Little is known about its enantioselective behavior in the environment. In this study, enantioselective degradation of w...

journal_title：Chirality

authors： Lao W,Gan J

更新日期：2012-01-01 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：:Racemic ketoconazole (KTZ) was the first orally active azole antifungal agent used in clinical practice and has become widely used in the treatment of mucosal fungal infections associated with AIDS immunosuppression and cancer chemotherapy. However, the use of KTZ has been limited because of adverse drug-drug interact...

journal_title：Chirality

authors： Dilmaghanian S,Gerber JG,Filler SG,Sanchez A,Gal J

更新日期：2004-02-01 00:00:00

abstract：:(3SR,4RS)-3,4-Epoxypiperidine-4-carboxylic acid (isoguvacine oxide) is a potent and specific GABAA receptor agonist. Isoguvacine oxide, originally designed as a potentially alkylating agonist, turned out to interact with the GABAA receptor in a fully reversible manner. The protected form of isoguvacine oxide, benzyl (...

journal_title：Chirality

authors： Frølund B,Jeppesen L,Krogsgaard-Larsen P,Hansen JJ

更新日期：1995-01-01 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：:This review brings together the past and current methods for synthesizing the classical cucurbit[n]uril (Q[n]), structural variants, and derivatives. Here we refer to the first family of Q[n] as " classical," where the cavity is spheroidal and carry no substituents at any of the equatorial methine carbons or the methy...

journal_title：Chirality

authors： Mandadapu V,Day AI,Ghanem A

更新日期：2014-11-01 00:00:00