Abstract:
:Enantiomers of chiral aliphatic hydrocarbons are generally difficult to separate because they lack functional groups to be derivatized in order to generate diastereomers. The systematic and quantitative separation of a series of branched hydrocarbon enantiomers using a chiral cyclodextrin stationary phase and a cryostat-controlled gas chromatograph is described. The use of a cryogenic system allows the improvement of separations for various chiral aliphatic hydrocarbons. The molecular cyclodextrin-based mechanism of the achieved enantiomeric separations is discussed briefly. Possible applications of this analytical technique are summarized, with special emphasis on the planned enantiomeric separation experiment on a cometary nucleus.
journal_name
Chiralityjournal_title
Chiralityauthors
Meierhenrich UJ,Nguyen MJ,Barbier B,Brack A,Thiemann WHdoi
10.1002/chir.10269subject
Has Abstractpub_date
2003-01-01 00:00:00pages
S13-6eissn
0899-0042issn
1520-636Xjournal_volume
15 Supplpub_type
杂志文章相关文献
CHIRALITY文献大全abstract::The two enantiomers of N-acyl amide and N-ureide derivatives of 3-amino-5-phenyl-1,4-benzodiazepin-2-ones, which have been known to show anti-respiratory syncytial virus (RSV) activity, were resolved on seven different Pirkle-type chiral stationary phases (CSPs) with the use of 10% isopropyl alcohol in hexane as a mob...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20944
更新日期:2011-01-01 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
pub_type: 杂志文章
doi:10.1002/chir.23061
更新日期:2019-11-01 00:00:00
abstract::Ion channels are pharmacologic receptors and as such exhibit stereoselective interactions with drugs. Ion channels are conformationally mobile transmembrane proteins existing in a number of open and closed states. Drug interactions with these different states may differ quantitatively and qualitatively. Stereoselectiv...
journal_title:Chirality
pub_type: 杂志文章,评审
doi:10.1002/(SICI)1520-636X(1996)8:1<35::AID-CHIR8>3.0
更新日期:1996-01-01 00:00:00
abstract::Novel chiral diisopropyl spiro bis(isoxazoline) ligands, anti-i-Pr-SPRIX and syn-i-Pr-SPRIX, were designed and synthesized. Their catalytic utility, X-ray crystallographic analyses, and complexation studies demonstrated the structural features of tetraisopropyl spiro bis(isoxazoline) ligand, i-Pr-SPRIX, which is a pro...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22467
更新日期:2015-08-01 00:00:00
abstract::The phenomenon of enantioselectivity in the metabolism of mexiletine (MEX) conjugation was investigated in eight female patients with the arrhythmic form of chronic Chagas' heart disease treated with racemic mexiletine hydrochloride (two 100 mg capsules every 8 hr). Blood samples were collected up to 24 hr after the a...
journal_title:Chirality
pub_type: 临床试验,杂志文章
doi:10.1002/(SICI)1520-636X(1999)11:1<29::AID-CHIR5>3.
更新日期:1999-01-01 00:00:00
abstract::Weinreb amide 3 was synthesized using isobutyl chloroformate, carbonyldiimidazole, or ethylcarbodiimide as the coupling agent in the reaction of Boc-phenylalanine with O,N-dimethylhydroxylamine hydrochloride. An optically active oil was isolated along with an optically inactive solid irrespective of the type of coupli...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(2000)12:1<2::AID-CHIR2>3.0
更新日期:2000-01-01 00:00:00
abstract::Cyclodextrins that are indiscriminately carboxymethylated at the 2-, 3-, and 6-positions are used as chiral NMR solvating agents for cationic substrates with phenyl, naphthyl, pyridyl, indoline, and indole rings. Enantiodifferentiation with the alpha-, beta-, and gamma-cyclodextrin derivatives is compared. The carboxy...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20748
更新日期:2010-03-01 00:00:00
abstract::An optically active spiropyran 1 with a binaphthol moiety as a chiral source was synthesized. The colored merocyanine form of (R)-1 obtained by the UV irradiation remained in the presence of D-amino acids longer than with L-amino acids. ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10111
更新日期:2002-10-01 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
pub_type: 杂志文章
doi:10.1002/chir.22539
更新日期:2015-12-01 00:00:00
abstract::The two enantiomers of 2,2'-bioxirane were synthesized, and their chiroptical properties were thoroughly investigated in various solvents by polarimetry, vibrational circular dichroism (VCD), and Raman optical activity (ROA). Density functional theory (DFT) calculations at the B3LYP/aug-cc-pVTZ level revealed the pres...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22814
更新日期:2018-04-01 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
pub_type: 杂志文章
doi:10.1002/chir.23201
更新日期:2020-05-01 00:00:00
abstract::A simple high-yield three-steps route to optically active 4-hydroxymethyl-3-(1H-indolyl)oxazolidin-2-ones from (S)-glycidol is described. The key intermediates (R)-oxiran-2-ylmethyl 1H-indol-4/-5-ylcarbamates are obtained in high yields from (S)-glycidol. These are readily transformed to oxazolidin-2-ones, very intere...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22003
更新日期:2012-04-01 00:00:00
abstract::A simple and reliable chiral HPLC method was developed for the determination of enantiomeric excess of a chiral dihydroxy intermediate for the chemoenzymatic synthesis of side chain of statin drugs. After evaluating different columns and conditions, the four stereoisomers of ethyl 3,5-dihydroxy-6-benzyloxy hexanoate w...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20495
更新日期:2008-01-01 00:00:00
abstract::This article describes a very useful extension of an unique column switching technique called "Simulated Moving Columns" (SMC) that was previously reported for chiral high performance liquid chromatography (HPLC) (Zhang and McConnell, Journal of Chromatography A 2004;1028:227-238). SMC uses two or three short chiral c...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20409
更新日期:2007-09-01 00:00:00
abstract::The present work firstly described the enantioseparation and determination of flumequine enantiomers in milk, yogurt, chicken, beef, egg, and honey samples by chiral liquid chromatography-tandem mass spectrometry. The enantioseparation was performed under reversed-phase conditions on a Chiralpak IC column at 20°C. The...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23125
更新日期:2019-11-01 00:00:00
abstract::The resolution methods applying (-)-(4R,5R)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane ("TADDOL"), (-)-(2R,3R)-α,α,α',α'-tetraphenyl-1,4-dioxaspiro[4.5]decan-2,3-dimethanol ("spiro-TADDOL"), as well as the acidic and neutral Ca(2+) salts of (-)-O,O'-dibenzoyl- and (-)-O,O'-di-p-toluoyl-(2R,3R)-tartaric acid ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22293
更新日期:2014-03-01 00:00:00
abstract::The chiral fungicide furametpyr is widely used in the rice field to control rice sheath blight; however, furametpyr enantiomers are treated as just one compound in traditional achiral analysis, which gives only partial information. An effective chiral analytical method was developed for the resolution and determinatio...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22232
更新日期:2013-12-01 00:00:00
abstract::Previously, a diazaphospholidine has been synthesized and evaluated as a chiral derivatizing reagent for the determination of the optical purity of chiral alcohols via 31P NMR spectroscopy (Alexakis et al., J. Org. Chem. 57:1224-1237, 1992). Our laboratory is interested in the advantageous and practical applications o...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.530060306
更新日期:1994-01-01 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
pub_type: 杂志文章
doi:10.1002/chir.20271
更新日期:2006-08-01 00:00:00
abstract::Antimalarial drugs have shown potential in suppressing the role of glycosaminoglycans (GAGs) in the pathology of prion protein conformational disorders (e.g. "Mad Cow" disease) by competing for sites of electrostatic interaction. In this study, circular dichroism (CD) and UV/Visible (UV/Vis) absorption spectroscopy te...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20873
更新日期:2011-01-01 00:00:00
abstract::Chiral pesticides currently constitute about 50% of all pesticides dosage used in China, and this ratio is increasing as more complex structures are introduced. Dichlorprop methyl (DCPPM) is a chiral herbicide consisting of a pair of enantiomers. In this study, the enantiomeric separation of DCPPM was investigated by ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20624
更新日期:2009-04-01 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
pub_type: 杂志文章
doi:10.1002/chir.22100
更新日期:2012-12-01 00:00:00
abstract::The chiral discrimination ability of two recently prepared chiral stationary phases (CSP 1 and CSP 2), based on a leucine derived chiral selector, was tested for the enantiomers of dihydropyrimidone (DHPM) derivatives and compared with the commercially available Hyun-leucine CSP 3 and classical Pirkle-leucine CSP 4. B...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20396
更新日期:2007-06-01 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
pub_type: 杂志文章
doi:10.1002/chir.530040702
更新日期:1992-01-01 00:00:00
abstract::The optical rotation sign/absolute configuration relationships of several alpha-methyl-alpha-arylglycines have been reinvestigated by crystallographic methods, as they have been found to be inconsistent in recent literature. Assignments previously made by enzymatic resolution, by analogy with natural tertiary aminoaci...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20296
更新日期:2006-08-01 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
pub_type: 杂志文章
doi:10.1002/chir.20879
更新日期:2011-02-01 00:00:00
abstract::Human carboxylesterase 1 (hCES1) is an enzyme that plays an important role in hydrolysis of pharmaceuticals in the human liver. In this study, elucidation of the chiral recognition ability of hCES1 was attempted using indomethacin esters in which various chiral alcohols were introduced. Indomethacin was condensed with...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23141
更新日期:2020-01-01 00:00:00
abstract::One of the most powerful techniques that are currently available to measure thermodynamic parameters such as enthalpy (ΔH), Gibbs free energy (ΔG), entropy changes (ΔS), and binding affinity in chemical reactions is isothermal titration calorimetry (ITC). Recent advances in instrumentation have facilitated the develop...
journal_title:Chirality
pub_type: 杂志文章,评审
doi:10.1002/chir.22842
更新日期:2018-05-01 00:00:00
abstract::The separation methods of the enantiomers of two β-blockers and tryptophan were studied using capillary electrochromatography with heparin covalently as well as non-covalently, bonded onto the capillary inner wall as stationary phase and electrokinetic chromatography with heparin as pseudostationary phase. In the case...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22972
更新日期:2018-06-25 00:00:00
abstract::Ifosfamide (IF), a potent chemotherapeutic agent for solid tumors, is known to cause high rates of nephrotoxicity in children with cancer, which is most likely due to the renal production of the metabolite chloroacetaldehyde. Using plasma samples obtained from pediatric oncology patients, we developed a simple nonderi...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20662
更新日期:2009-07-01 00:00:00