Cyclodextrin-Functionalized Monolithic Capillary Columns: Preparation and Chiral Applications.

Abstract:

:In this review, the recently reported approaches for the preparation of cyclodextrin-functionalized capillary monolithic columns are highlighted, with few applications in chiral separations using capillary liquid chromatography (CLC) and capillary electrochromatography (CEC). Chirality 28:97-109, 2016. © 2015 Wiley Periodicals, Inc.

journal_name

Chirality

journal_title

Chirality

authors

Adly FG,Antwi NY,Ghanem A

doi

10.1002/chir.22550

subject

Has Abstract

pub_date

2016-02-01 00:00:00

pages

97-109

issue

2

eissn

0899-0042

issn

1520-636X

journal_volume

28

pub_type

杂志文章,评审
  • Enantioseparation of nine indanone and tetralone derivatives by HPLC using carboxymethyl-β-cyclodextrin as the mobile phase additive.

    abstract::High-performance liquid chromatography (HPLC) is a powerful method in the area of chiral separation. In this study, a method of HPLC using carboxymethyl-β-cyclodextrin (CM-β-CD) as chiral selector was developed for enantioseparation of nine indanone and tetralone derivatives. The separation was performed on a conventi...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22665

    authors: Hu X,Guo X,Sun S,Zhu B,Yu J,Guo X

    更新日期:2017-01-01 00:00:00

  • Enantioselective Friedel-Crafts reaction of indoles with trifluoroacetaldehyde catalyzed by Cinchona alkaloids.

    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

    pub_type: 杂志文章

    doi:10.1002/chir.20982

    authors: Borkin DA,Landge SM,Török B

    更新日期:2011-09-01 00:00:00

  • A new definition of life.

    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

    pub_type: 杂志文章

    doi:10.1002/chir.20590

    authors: Carroll JD

    更新日期:2009-03-01 00:00:00

  • Demonstration of spontaneous chiral symmetry breaking in asymmetric Mannich and Aldol reactions.

    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

    pub_type: 杂志文章

    doi:10.1002/chir.20474

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

    更新日期:2007-11-01 00:00:00

  • Role of latent heat in chiral symmetry breaking transition in the crystallization of 1,1'-binaphthyl.

    abstract::The influence of latent heat dissipated by the crystallization of 1,1'-binaphthyl in its supercooled molten state on the chiral symmetry breaking transition was investigated. Temperature change in the crystallization system was monitored by infrared thermocamera. Temperature rise due to the dissipation of latent heat ...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.10187

    authors: Asakura K,Hayashi M,Osanai S

    更新日期:2003-03-01 00:00:00

  • Stereoselective Behavior of the Chiral Herbicides Diclofop-Methyl and Diclofop During the Soy Sauce Brewing Process.

    abstract::Chiral pesticides are now receiving more and more attention in the food-making process. This experiment studied the enantioselective behavior of diclofop-methyl (DM) and its main metabolite, diclofop (DC), during the soy sauce brewing process. Two kinds of commonly used strains, Aspergillus oryzae and Saccharomyces ro...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22545

    authors: Lu Y,Zhang D,Liao Y,Diao J,Chen X

    更新日期:2016-01-01 00:00:00

  • Channel-like crystal structure of cinchoninium L-O-phosphoserine salt dihydrate.

    abstract::Studies on the interactions between L-O- phosphoserine, as one of the simplest fragments of membrane components, and the Cinchona alkaloid cinchonine, in the crystalline state were performed. Cinchoninium L-O-phosposerine salt dihydrate (PhSerCin) crystallizes in a monoclinic crystal system, space group P2(1), with un...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20784

    authors: Wesełucha-Birczyńska A,Oleksyn BJ,Watroba J

    更新日期:2010-06-01 00:00:00

  • Successful use of a novel lux® i-Amylose-1 chiral column for enantioseparation of "legal highs" by HPLC.

    abstract::Bath salts, fumigations, cleaners and air fresheners, behind these terms substances are hidden, which count as "Legal Highs". These fancy names are used to pretend Legal Highs as harmless compounds, to circumvent legal regulations for marketing as well as to increase the sales. Besides classic illicit drugs of synthet...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.23135

    authors: Kadkhodaei K,Kadisch M,Schmid MG

    更新日期:2020-01-01 00:00:00

  • Conformational spaces of Cinchona alkaloids.

    abstract::A systematic and comprehensive study of the conformational spaces of the Cinchona alkaloids quinine, quinidine, cinchonine, cinchonidine, epiquinine, epiquinidine, epicinchonine, and epicinchonidine using the semiempirical PM3 method is described. The results were analyzed in terms of syn/anti and open/closed/hindered...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.10265

    authors: Caner H,Biedermann PU,Agranat I

    更新日期:2003-08-01 00:00:00

  • The asymmetric synthesis of (R,R)-formoterol via transfer hydrogenation with polyethylene glycol bound Rh catalyst in PEG2000 and water.

    abstract::(R,R)-formoterol was synthesized in seven steps with 4-hydroxyl-3-nitro-acetophenone as the starting material. The key intermediate, the chiral secondary alcohol 4, was prepared via Rh-catalyzed asymmetric transfer hydrogenation with (S,S)-PEGBsDPEN as the ligand and sodium formate as the hydrogen donor under mild con...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20728

    authors: Huang L,Liu J,Shan W,Liu B,Shi A,Li X

    更新日期:2010-02-01 00:00:00

  • Capillary electrophoresis of herbicides. III. Evaluation of octylmaltopyranoside chiral surfactant in the enantiomeric separation of phenoxy acid herbicides.

    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

    pub_type: 杂志文章

    doi:10.1002/(SICI)1520-636X(1996)8:7<518::AID-CHIR9>3.

    authors: Mechref Y,el Rassi Z

    更新日期:1996-01-01 00:00:00

  • Three-Dimensional Chemical Structure Search Using the Conformational Code for Organic Molecules (CCOM) Program.

    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

    pub_type: 杂志文章

    doi:10.1002/chir.22596

    authors: Izumi H,Nafie LA,Dukor RK

    更新日期:2016-05-01 00:00:00

  • Versatile precursor to ruthenium-bis(phosphine) hydrogenation catalysts.

    abstract::The known complex trans-RuCl2(NBD)Py2 (1, NBD is norbornadiene, Py is pyridine) reacts with either (R)-BINAP ((R)-2, 2'-bis(diphenylphosphino)-1,1'-binaphthyl), (S;S)-Chiraphos ((2S;3S-(-)-2,3-bis(diphenylphosphino)butane), (S;S)-Skewphos ((2S;4S)-(-)-2,4-bis(diphenylphosphino)pentane), (R)-(S)-Josiphos ((R)-(-)-1-[(S...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/(SICI)1520-636X(2000)12:5/6<514::AID-CHIR3

    authors: Akotsi OM,Metera K,Reid RD,McDonald R,Bergens SH

    更新日期:2000-06-01 00:00:00

  • Helicity of perfluoroalkyl chains controlled by the self-assembly of the Ala-Ala dipeptides.

    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

    pub_type: 杂志文章

    doi:10.1002/chir.23130

    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

  • Separation of amino acid enantiomers by micelle-enhanced ultrafiltration.

    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

    pub_type: 杂志文章

    doi:10.1002/1520-636X(2000)12:8<627::AID-CHIR5>3.0.CO;

    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

  • Improvement of enantioselective syntheses and chiral high resolution gas chromatographic analyses of (+)-2-allyl-2-carboethoxy-cyclopentanol.

    abstract::The improvement of the biocatalytic reduction of 2-allyl-carboethoxy-cyclopentanone (2) to the corresponding cyclopentanol derivative (+)-(1R,2R)-(1) was accomplished employing baker's yeast in organic media. This chiral cyclopentanol derivative (1), analyzed by high resolution gas chromatography performed over beta-c...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/(SICI)1520-636X(1997)9:4<321::AID-CHIR1>3.

    authors: Fraga CA,Barreiro EJ,da Silva EF,dos Santos AR,KV Ramos MdaC,de Aquino Neto FR

    更新日期:1997-01-01 00:00:00

  • Two-dimensional separation of [7]helicene enantiomers on Cu(111).

    abstract::The adsorption of heptahelicene, a helically shaped polyaromatic hydrocarbon (C(30)H(18)), on a Cu(111) surface was studied by means of thermal desorption mass spectrometry (TDMS) and low energy electron diffraction (LEED) at temperatures between 130-1,000 K under ultrahigh vacuum (UHV) conditions. The molecule in the...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.10006

    authors: Ernst KH,Kuster Y,Fasel R,Müller M,Ellerbeck U

    更新日期:2001-01-01 00:00:00

  • Stereoselective renal secretion of carbenicillin in rabbits: role of the organic anion transporter at the renal brush border membrane.

    abstract::Stereoselectivity in the renal secretion of carbenicillin (CBPC) was studied in rabbits. Significant renal secretion of CBPC was observed in vivo, with the secretion of the S-epimer being greater than that of the R-epimer. Stereoselective transport of CBPC was further studied in vitro using basolateral and brush borde...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/(SICI)1520-636X(1998)10:4<349::AID-CHIR10>

    authors: Itoh T,Nakaura H,Koyano S,Tsuda Y,Yamada H

    更新日期:1998-01-01 00:00:00

  • Natural alkaloids and synthetic relatives as chiral templates of the Orito's reaction.

    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

    pub_type: 杂志文章,评审

    doi:10.1002/chir.20694

    authors: Tálas E,Margitfalvi JL

    更新日期:2010-01-01 00:00:00

  • Enantiomeric separation and simulation studies of pheniramine, oxybutynin, cetirizine, and brinzolamide chiral drugs on amylose-based columns.

    abstract::Solid phase extraction (SPE)-chiral separation of the important drugs pheniramine, oxybutynin, cetirizine, and brinzolamide was achieved on the C18 cartridge and AmyCoat (150 x 46 mm) and Chiralpak AD (25 cm x 0.46 cm id) chiral columns in human plasma. Pheniramine, oxybutynin, cetirizine, and brinzolamide were resolv...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22276

    authors: Ali I,Al-Othman ZA,Al-Warthan A,Alam SD,Farooqi JA

    更新日期:2014-03-01 00:00:00

  • Spectroscopic, Structural, and Computational Characterization of Three Bispidinone Derivatives, as Ligands for Enantioselective Metal Catalyzed Reactions.

    abstract::Three chiral derivatives of the alkaloid sparteine (bispidines), characterized by the 3,7-diazabicyclo[3.3.1]nonane moiety, were designed as efficient ligands in a number of enantioselective reactions due to their metal coordination properties. A full evaluation of the 3D properties of the compounds was carried out, a...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22586

    authors: Castellano C,Sacchetti A,Meneghetti F

    更新日期:2016-04-01 00:00:00

  • Stereoselective determination of metoprolol and its metabolite α-hydroxymetoprolol in plasma by LC-MS/MS: application to pharmacokinetics during pregnancy.

    abstract::Metoprolol is available for clinical use as a racemic mixture. The S-(-)-metoprolol enantiomer is the one expressing higher activity in the blockade of the β(1)-adrenergic receptor. The α-hydroxymetoprolol metabolite also has activity in the blockade of the β(1)-adrenergic receptor. The present study describes the dev...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22102

    authors: Antunes Nde J,Cavalli RC,Marques MP,Lanchote VL

    更新日期:2013-01-01 00:00:00

  • Efficient resolution of venlafaxine and mechanism study via X-ray crystallography.

    abstract::Numbers of resolving factors were investigated to improve resolution of venlafaxine 1. An effective resolving agent, O,O'-di-p-toluoyl-(R, R)-tartaric acid 2, was screened using similar method of 'Dutch resolution' from tartaric acid derivatives. The resolution efficiency was up to 88.4%, when the ratio of rac-1 and 2...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22790

    authors: Liu ZJ,Liu H,Chen XW,Lin M,Hu Y,Tuo X,Yuan ZY,Sun XX

    更新日期:2018-03-01 00:00:00

  • GABAA agonists: resolution and pharmacology of (+)- and (-)-isoguvacine oxide.

    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

    pub_type: 杂志文章

    doi:10.1002/chir.530070608

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

    更新日期:1995-01-01 00:00:00

  • The possible role of enantiodiscrimination in bilirubin toxicity.

    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

    pub_type: 杂志文章

    doi:10.1002/chir.20610

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

    更新日期:2009-01-01 00:00:00

  • Deracemization of an axially chiral biphenylic derivative as a tool for investigating chiral recognition in self-assemblies.

    abstract::Two diastereomeric cationic surfactants derived from L-proline, in which the second chiral center is a quaternary nitrogen, have been separated and fully characterized. The recognition properties of the aggregates formed by the two diastereomeric surfactants have been investigated by circular dichroism and (1)H NMR th...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.10230

    authors: Borocci S,Ceccacci F,Galantini L,Mancini G,Monti D,Scipioni A,Venanzi M

    更新日期:2003-05-15 00:00:00

  • Screening Approach for Chiral Separation of β-Aminoketones by HPLC on Various Polysaccharide-Based Chiral Stationary Phases.

    abstract::Nine β-aminoketones were synthesized via Mannich reaction when benzaldehyde was condensed with some primary amines and acetophenone. The purified compounds were identified by using spectroscopic methods. The enantiomeric separation of these derivatives was carried out by high-performance liquid chromatography (HPLC) u...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22434

    authors: Addadi K,Sekkoum K,Belboukhari N,Cheriti A,Aboul-Enein HY

    更新日期:2015-05-01 00:00:00

  • The enantioselective enrichment, metabolism, and toxicity of fenoxaprop-ethyl and its metabolites in zebrafish.

    abstract::To investigate the impacts of the widely used chiral herbicide fenoxaprop-ethyl (FE) on aquatic organisms, the enrichment, metabolism, acute toxicity, and oxidative stress of fenoxaprop-ethyl and its main metabolites fenoxaprop (FA), ethyl-2-(4-hydroxyphenoxy)propanoate (EHPP), 2-(4-hydroxyphenoxy)propanoic acid (HPPA...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.23222

    authors: Xu Y,Jing X,Zhai W,Li X

    更新日期:2020-07-01 00:00:00

  • Dynorphin A analogs containing a conformationally constrained phenylalanine derivative in position 4: reversal of preferred stereochemistry for opioid receptor affinity and discrimination of kappa vs. delta receptors.

    abstract::Analogs of the opioid peptide [D-Ala8]dynorphin A-(1-11)NH2 containing optically pure (R)- and (S)-2-aminotetralin-2-carboxylic acid (Atc) in position 4 were synthesized and evaluated for opioid receptor affinity. These peptides are the first reported dynorphin A analogs containing a conformationally constrained amino...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/1520-636X(2001)13:3<125::AID-CHIR1008>3.0.

    authors: Aldrich JV,Zheng QI,Murray TF

    更新日期:2001-01-01 00:00:00

  • Enantiopurity determination of the enantiomers of the triple reuptake inhibitor indatraline.

    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

    pub_type: 杂志文章

    doi:10.1002/chir.22235

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

    更新日期:2013-12-01 00:00:00