Document Detail


Indirect enantiomeric separation of 2-arylpropionic acids and structurally related compounds by reversed phase HPLC.
MedLine Citation:
PMID:  9260674     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A reversed-phase high-performance liquid chromatographic method, using an organic modifier-phosphate buffered mobile phase, for the determination of the enantiomeric composition of 2-arylpropionic acids and other structurally related compounds in microbial media is described. The method is based on the resolution of diastereoisomeric amides formed from the reaction of the arylpropionic acid with either (-)-(S)-alpha-methylbenzylamine or (-)-(S)-1-(naphthen-1-yl)ethylamine in the presence of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide HCl and 1-hydroxybenzotriazole and incorporating an internal standard. The addition of sodium pentanesulphonate to the mobile phase as an ion-pairing agent was necessary to remove unreacted amine to avoid rapid column deterioration. The method provides and efficient, rapid and reproducible means of monitoring the microbial chiral inversion of 2-arylpropionic acids and other structurally related molecules.
Authors:
M J Thomason; Y F Hung; W Rhys-Williams; G W Hanlon; A W Lloyd
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of pharmaceutical and biomedical analysis     Volume:  15     ISSN:  0731-7085     ISO Abbreviation:  J Pharm Biomed Anal     Publication Date:  1997 Jul 
Date Detail:
Created Date:  1997-09-24     Completed Date:  1997-09-24     Revised Date:  2009-09-29    
Medline Journal Info:
Nlm Unique ID:  8309336     Medline TA:  J Pharm Biomed Anal     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  1765-74     Citation Subset:  IM    
Affiliation:
Department of Pharmacy, University of Brighton, Moulsecoomb, UK.
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MeSH Terms
Descriptor/Qualifier:
Anti-Inflammatory Agents, Non-Steroidal / analysis*
Chromatography, High Pressure Liquid
Hydrogen-Ion Concentration
Phenylpropionates / analysis*
Stereoisomerism
Grant Support
ID/Acronym/Agency:
//Wellcome Trust
Chemical
Reg. No./Substance:
0/Anti-Inflammatory Agents, Non-Steroidal; 0/Phenylpropionates

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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