Document Detail


Comparison of performance of Chirobiotic T, T2 and TAG columns in the separation of beta2- and beta3-homoamino acids.
MedLine Citation:
PMID:  18956385     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The enantiomers of eight unusual beta(2)- and beta(3)-homoamino acids were separated on chiral stationary phases containing the macrocyclic glycopeptide antibiotic teicoplanin (Chirobiotic T or T2) or teicoplanin aglycone (Chirobiotic TAG) as chiral selectors. The effects of the organic modifier, the mobile phase composition, and temperature on the separations were investigated. Linear van't Hoff plots were observed in the studied temperature range, 280-318 K, and the changes in enthalpy, Delta(DeltaH(o)), entropy, Delta(DeltaS(o)), and free energy, Delta(DeltaG(o)) were calculated. The values of the thermodynamic parameters depended on the nature of the selectors, the structures of the analytes, and especially the positions of the substituents on the analytes. A comparison of the separation performances of the macrocyclic glycopeptide stationary phases revealed that the Chirobiotic TAG column exhibited much better selectivity for beta(2)-homoamino acids, while the separation of beta(3)-homoamino acid enantiomers was better on Chirobiotic T or T2. The elution sequence was determined in some cases and was observed to be R < S.
Authors:
Zoltán Pataj; István Ilisz; Robert Berkecz; Aleksandra Misicka; Dagmara Tymecka; Ferenc Fülöp; Daniel W Armstrong; Antal Péter
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Publication Detail:
Type:  Evaluation Studies; Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of separation science     Volume:  31     ISSN:  1615-9314     ISO Abbreviation:  J Sep Sci     Publication Date:  2008 Dec 
Date Detail:
Created Date:  2008-11-17     Completed Date:  2009-01-22     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101088554     Medline TA:  J Sep Sci     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  3688-97     Citation Subset:  IM    
Affiliation:
Department of Inorganic and Analytical Chemistry, University of Szeged, Szeged, Hungary.
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MeSH Terms
Descriptor/Qualifier:
Amino Acids / chemistry,  isolation & purification*
Buffers
Chromatography, High Pressure Liquid / instrumentation*,  methods
Molecular Structure
Stereoisomerism
Temperature
Thermodynamics
Grant Support
ID/Acronym/Agency:
R01 GM53825-11I/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Buffers

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


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