| Automated enantioseparation of amino acids by derivatization with o-phthaldialdehyde and n-acylated cysteines. | |
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MedLine Citation:
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PMID: 2777997 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The enantioseparation of standard mixtures composed of protein DL-amino acids was performed by reversed-phase high-performance liquid chromatography of the corresponding diastereomeric isoindolyl derivatives, formed by automated precolumn derivatization with o-phthaldialdehyde (OPA) and a series of N-acyl-L-cysteines(Acyl-Cys). A photodiode-array detector, operating at 338 nm, was used for detection. In order to evaluate systematically the influence of the structures of the acyl group in the chiral thiol reagents, a series of novel N-acyl-L-cysteines was synthesized [acyl = n-butyryl, isobutyryl (i-But), pivaloyl, benzoyl) and the chromatographic behaviour of the diastereomers formed was compared with those of already known reagents, N-acetyl-L-cysteine and N-ter.-butyloxycarbonyl-L-cysteine. All Acyl-Cys derivatives of DL-amino acids were resolved. In particular, i-But-Cys gave the highest resolutions for most of the amino acid enantiomers in comparison with the other Acyl-Cys. Investigation of yoghurt using OPA-acetyl-Cys demonstrated the applicability of the method to a complex food matrix and the occurrence of D-Asp, D-Glu and D-Ala in this dairy product. |
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Authors:
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H Brückner; R Wittner; H Godel |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Journal of chromatography Volume: 476 ISSN: 0021-9673 ISO Abbreviation: J. Chromatogr. Publication Date: 1989 Aug |
Date Detail:
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Created Date: 1989-10-26 Completed Date: 1989-10-26 Revised Date: 2000-12-18 |
Medline Journal Info:
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Nlm Unique ID: 0427043 Medline TA: J Chromatogr Country: NETHERLANDS |
Other Details:
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Languages: eng Pagination: 73-82 Citation Subset: IM |
Affiliation:
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University of Hohenheim, Stuttgart, F.R.G. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acids
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analysis* Chromatography, High Pressure Liquid Cysteine Food Analysis Indicators and Reagents Stereoisomerism o-Phthalaldehyde |
| Chemical | |
Reg. No./Substance:
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0/Amino Acids; 0/Indicators and Reagents; 52-90-4/Cysteine; 643-79-8/o-Phthalaldehyde |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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