Source:http://linkedlifedata.com/resource/pubmed/id/12613836
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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
1-2
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| pubmed:dateCreated |
2003-3-4
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| pubmed:abstractText |
The possible mechanisms for the chiral recognition of 2(S)-(3,5-bis-trifluoromethyl-phenyl)-2-[3(S)-(4-fluorophenyl)-4-(1H-[1,2,4]triazol-3-ylmethyl)-morpholin-2(R)-yloxy]-ethanol (compound A) and its enantiomer with native gamma-cyclodextrin (gamma-CD) were investigated using capillary electrophoresis (CE), reversed-phase liquid chromatography (RPLC), proton (1H), fluorine (19F) and carbon (13C) nuclear magnetic resonance spectroscopy (NMR), electrospray mass spectrometry (ESI-MS) and circular dichroism (CD). All experiments provided clear evidence of the formation of diastereomeric complexes between the enantiomers and gamma-CD. Proton, fluorine and carbon NMR spectra suggested that both aromatic rings, with mono-fluoro and bis-tri-fluoro functional groups, on the guest molecule were partially included into the cavity of the gamma-CD. ESI-MS spectra indicated that the diastereomeric complexes have a 1:1 stoichiometric ratio. The binding constants of the diastereomeric complexes obtained by CE, RPLC and CD were compared. The effects of the gamma-CD concentration, organic modifiers and temperature on the CE-chiral separation were also investigated.
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| pubmed:language |
eng
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| pubmed:journal | |
| pubmed:citationSubset |
IM
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| pubmed:chemical | |
| pubmed:status |
MEDLINE
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| pubmed:month |
Feb
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| pubmed:issn |
0021-9673
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| pubmed:author | |
| pubmed:issnType |
Print
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| pubmed:day |
14
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| pubmed:volume |
987
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| pubmed:owner |
NLM
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| pubmed:authorsComplete |
Y
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| pubmed:pagination |
409-20
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| pubmed:dateRevised |
2009-1-15
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| pubmed:meshHeading |
pubmed-meshheading:12613836-Chromatography, Liquid,
pubmed-meshheading:12613836-Circular Dichroism,
pubmed-meshheading:12613836-Cyclodextrins,
pubmed-meshheading:12613836-Electrophoresis, Capillary,
pubmed-meshheading:12613836-Magnetic Resonance Spectroscopy,
pubmed-meshheading:12613836-Spectrometry, Mass, Electrospray Ionization,
pubmed-meshheading:12613836-Stereoisomerism,
pubmed-meshheading:12613836-gamma-Cyclodextrins
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| pubmed:year |
2003
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| pubmed:articleTitle |
Mechanistic study of enantiomeric recognition with native gamma-cyclodextrin by capillary electrophoresis, reversed-phase liquid chromatography, nuclear magnetic resonance spectroscopy, electrospray mass spectrometry and circular dichroism techniques.
|
| pubmed:affiliation |
Merck Research Laboratories, Merck and Co. Inc., P.O. Box 2000, RY818-C213, Rahway, NJ 07065, USA. lili_zhou@merck.com
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| pubmed:publicationType |
Journal Article
|