Enantiomeric resolution and modeling of DL-alanine-DL-tryptophan dipeptide on amylose stationary phase.

abstract：:3alpha,12alpha-dihydroxy-5beta-cholan-24-oic acid (deoxycholic acid DCA) is able to discriminate between the R- and S-enantiomers of camphorquinone and endo-(+)-3-bromocamphor and select only the S-enantiomers from a racemic mixture. DCA forms novel well ordered 1:1 adducts with (1S)-(+)-camphorquinone and (1S)-endo-(...

journal_title：Chirality

authors： Tahir MI,Rees NH,Heyes SJ,Cowley AR,Prout K

更新日期：2008-07-01 00:00:00

abstract：:Six enantiomeric pairs of TADDOL-s gathered in two series with either methyl (series A) or phenyl (series B) substituent in 2-position of the dioxolane ring were studied by vibrational circular dichroism (VCD). Experimental IR and VCD spectra associated with density functional theory (DFT) calculations showed that the...

journal_title：Chirality

authors： Uncuta C,Bartha E,Gherase D,Teodorescu F,Draghici C,Cavagnat D,Daugey N,Liotard D,Buffeteau T

更新日期：2010-01-01 00:00:00

abstract：:About 30% of a chemically diverse set of compounds were found to separate on four polysaccharide chiral stationary phases using polar organic mobile phases. No structural features appeared to correlate to successful separations. Titrations between normal and polar organic mobile phases suggested that separation mechan...

journal_title：Chirality

authors： Lynam KG,Stringham RW

更新日期：2006-01-01 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

abstract：:Methods for the resolution of (+/-)-1-methyl-7-oxabicyclo[2.2.1]heptan-2-one 1, a versatile chiral building block for terpenoids, have been investigated. While no efficient result was obtained with kinetic resolution methods, both enantiomers of 1 were prepared optically pure for the first time via esterification of t...

journal_title：Chirality

authors： Guan YK,Li YL

更新日期：2005-02-01 00:00:00

abstract：:The perturbation of the racemic equilibrium of luminescent D3 terbium(III) complexes with chelidamic acid (CDA), a hydroxylated derivative of 2,6-pyridine-dicarboxylic acid (DPA), by added chiral biomolecules such as L-amino acids has been studied using circularly polarized luminescence and 13C NMR spectroscopy. It is...

journal_title：Chirality

authors： Moussa A,Pham C,Bommireddy S,Muller G

更新日期：2009-05-01 00:00:00

abstract：:Chiral natural flavor compounds exhibit characteristic enantiomeric excesses due to stereoselective, enzymatically catalyzed reactions during biogenesis. Although the enzymatic formation of the strawberry key flavor compound 4-hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF; Furaneol(R)) is anticipated, the naturally occurr...

journal_title：Chirality

authors： Raab T,Hauck T,Knecht A,Schmitt U,Holzgrabe U,Schwab W

更新日期：2003-08-01 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：:Chiroptical materials have received much attention in diverse fields for applications such as displays, sensors, smart memory devices, and catalysis. Here, we develop a simple fabrication method for polymer films with tunable chiroptical properties using small amounts of self-assembling fluorescent dye as an additive....

journal_title：Chirality

authors： Jintoku H,Ihara H

更新日期：2020-05-01 00:00:00

abstract：:Glutathione (GSH) conjugation of the chiral compound 2-bromo-3-phenylpropionic acid (BPP) was studied in vitro and in the rat in vivo. GSH conjugation of BPP, catalyzed by a mixture of glutathione-S-transferases (GST's) from rat liver cytosol in vitro, was stereoselective: at a substrate concentration of 250 microM, (...

journal_title：Chirality

authors： Snel CA,Mahadevan S,Polhuijs M,Mulder GJ

更新日期：1992-01-01 00:00:00

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：:The application of the Cartesian coordinate tensor transfer (CCT) technique for simulations of the IR absorption and vibrational circular dichroism (VCD) spectra of relatively large nucleic acid fragments is demonstrated on several case studies. The approach is based on direct ab initio calculations of atomic tensors,...

journal_title：Chirality

authors： Andrushchenko V,Bouř P

更新日期：2010-01-01 00:00:00

abstract：:In this work, we study the effect of different variables affecting elution profile distortion on the enantiomeric resolution eventually achievable when working with on-line coupled liquid chromatography to gas chromatography (LC-GC). Specifically, the proposed configuration combines achiral reversed-phase liquid chrom...

journal_title：Chirality

authors： Martínez RM,Barba C,Robredo S,Herraiz M

更新日期：2019-10-01 00:00:00

abstract：:An enantioseparation of the antipsychotic drug butaclamol in human plasma by high-performance liquid chromatography (HPLC) with solid phase extraction is presented. The separation was achieved on the vancomycin macrocyclic antibiotic chiral stationary phase (CSP) Chirobiotic V with a polar ionic mobile phase (PIM) con...

journal_title：Chirality

authors： Aboul-Enein HY,Hefnawy MM

更新日期：2004-03-01 00:00:00

abstract：:The hemicryptophane racemate (±)-1 was optically resolved by semipreparative HPLC on Chiralpak IC column. The absolute configuration of each isolated enantiomer was established from the analysis of their electronic circular dichroism spectra. Enantiodifferentiation of the chiral cationic cage (±)-1 was evidenced in so...

journal_title：Chirality

authors： Payet E,Dimitrov-Raytchev P,Chatelet B,Guy L,Grass S,Lacour J,Dutasta JP,Martinez A

更新日期：2012-12-01 00:00:00

abstract：:Massarigenin A (1) and papyracillic acids A (2) and B (3) were isolated from the endophytic fungus Microsphaeropsis sp. Their structures were elucidated by multidimensional nuclear magnetic resonance spectroscopy; the structure of massarigenin A (1) was also confirmed by X-ray crystallography. The absolute configurati...

journal_title：Chirality

authors： Hussain H,Ahmed I,Schulz B,Draeger S,Flörke U,Pescitelli G,Krohn K

更新日期：2011-09-01 00:00:00

abstract：:Spontaneous symmetry breaking in reactive systems, known as a rare physical phenomenon and for the Soai autocatalytic irreversible reaction, might in principle also occur in other, more common asymmetric reactions when the chiral product is capable to promote its formation and an element of "nonlinearity" is involved ...

journal_title：Chirality

authors： Mauksch M,Tsogoeva SB,Wei S,Martynova IM

更新日期：2007-11-01 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：:Two new carotenoids, sapotexanthin 5,6-epoxide and sapotexanthin 5,8-epoxide, have been isolated from the ripe fruits of red mamey (Pouteria sapota). Sapotexanthin 5,6-epoxide was also prepared by partial synthesis via epoxidation of sapotexanthin, and the (5R,6S) and (5S,6R) stereoisomers were identified by high-perf...

journal_title：Chirality

authors： Murillo E,Agócs A,Nagy V,Király SB,Kurtán T,Toribio EM,Lakey-Beitia J,Deli J

更新日期：2020-05-01 00:00:00

abstract：:Anodic oxidation of 1-acetoxy-3,4-dihydronaphthalene (1) and alpha-acetoxy-beta-alkylstyrenes (3) at -78 degrees C in a mixed solvent of acetonitrile (CH(3)CN), tetrahydrofuran (THF), and acetic acid (AcOH) containing (S)-tetraethylammonium camphorsulfonate as a chiral supporting electrolyte brought about enantioselec...

journal_title：Chirality

authors： Maekawa H,Itoh K,Goda S,Nishiguchi I

更新日期：2003-01-01 00:00:00

abstract：:Kynurenic acid (KYNA), an endogenous antagonist of N-methyl-D-aspartate and α(7) nicotinic acetylcholine receptors, is one of the L-tryptophan (Trp) metabolites. To compare the level of KYNA produced in the striatum of rats after independent administration of L-Trp and D-Trp, rats were intraperitoneally administered L...

journal_title：Chirality

authors： Ishii K,Iizuka H,Ogaya T,Song Z,Fukushima T

更新日期：2011-01-01 00:00:00

abstract：:Herein we report CD spectroscopic studies on complexes of (R,R)-dimethyl-, (R,R)-diisobutyl-, and (S,S)-di-sec-butyl-phenazino-18-crown-6 ligands (Scheme 1) with selected alkali (Na+, K+), alkaline earth (Mg2+, Ca2+), and transition-metal (Ag+, Zn2+, Ni2+, Cd2+, Pb2+) cations. The complexation was monitored in the 300...

journal_title：Chirality

authors： Szarvas S,Szalay L,Vass E,Hollósi M,Samu E,Huszthy P

更新日期：2005-06-01 00:00:00

abstract：:A variety of reactions can be categorized under the global concept of the "interconversion of stereoisomers." Thus, racemization or epimerization can result from inversion of labile chiral centers. From the examples available, some predictive rules are suggested for a chiral center of the type R"R'RC-H undergoing base...

journal_title：Chirality

authors： Testa B,Carrupt PA,Gal J

更新日期：1993-01-01 00:00:00

abstract：:Compound A, a novel disubstituted pyrrolidine acid, is a member of a new class of agents that are potentially useful for the treatment of diabetes and dyslipidemia. The absolute configuration of this compound was determined by using vibrational circular dichroism (VCD). The results are in agreement with the assignment...

journal_title：Chirality

authors： Freedman TB,Cao X,Phillips LM,Cheng PT,Dalterio R,Shu YZ,Zhang H,Zhao N,Shukla RB,Tymiak A,Gozo SK,Nafie LA,Gougoutas JZ

更新日期：2006-09-01 00:00:00

abstract：:The epimeric diterpenes (+)-(1S,3E,7E,11S,12S)-verticilla-3,7-dien-12-ol (1), isolated from Bursera suntui, and (+)-(1S,3E,7E,11S,12R)-verticilla-3,7-dien-12-ol (2), isolated from Bursera kerberi, gave the same Wagner-Meerwein rearrangement product (-)-(1E,4Z,8Z,11S,12R)-phomacta-1,(15)4,8-triene (3). The Et2 O:BF3 -i...

journal_title：Chirality

authors： Del Río-Chávez ÁA,García-Gutiérrez HA,Román-Marín LU,Beiza-Granados L,Cerda-García-Rojas CM,Joseph-Nathan P,Hernández-Hernández JD

更新日期：2019-11-01 00:00:00

abstract：:The enantioselective hydrogenation of methyl or ethyl pyruvate over cinchona-platinum catalyst system (Orito's reaction) is one of the most intensively studied heterogeneous catalytic asymmetric hydrogenation reactions. Studies aiming at systematic changes of the chiral template have played a crucial role in creating ...

journal_title：Chirality

authors： Tálas E,Margitfalvi JL

更新日期：2010-01-01 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：:The first direct asymmetric synthetic preparation of trifluoro-1-(indol-3-yl)ethanols (TFIEs) is described by an enantioselective organocatalytic method from indoles and inexpensive trifluoroacetaldehyde methyl hemiacetal. The reaction is catalyzed by hydroquinine to produce TFIEs in an almost quantitative yield and w...

journal_title：Chirality

authors： Borkin DA,Landge SM,Török B

更新日期：2011-09-01 00:00:00

abstract：:A chiral liquid chromatography/mass spectrometry (LC/MS) bioanalytical procedure has been developed for the analysis of the antimalaric agent Fenozan B07 in dog plasma. Normal-phase chromatography involving a phenylcarbamate derivative of cellulose coated on silica gel as the chiral stationary phase was used to resolv...

journal_title：Chirality

authors： Maraschiello C,Vilageliu J,Dorronsoro I,Martinez A,Floriano P,Gómez-Acebo E

更新日期：2006-05-15 00:00:00

abstract：:The straightforward synthesis of a series of enantiomerically pure Lewis basic amides by simple condensation of commercially available enantiopure diamines with picolinic acid is reported. These compounds were shown to promote the enantioselective reduction of ketoimines with trichlorosilane. Working with the model su...

journal_title：Chirality

authors： Guizzetti S,Benaglia M,Cozzi F,Rossi S,Celentano G

更新日期：2009-01-01 00:00:00