Journal ArticleDOI
High-performance liquid chromatographic separation of enantiomers of unusual amino acids on a teicoplanin chiral stationary phase
TLDR
A glycopeptide antibiotic, teicoplanin, was used as chiral stationary phase for the high-performance liquid chromatographic (HPLC) separation of enantiomers of more than 30 unnatural amino acids.About:
This article is published in Journal of Chromatography A.The article was published on 1998-01-16. It has received 115 citations till now. The article focuses on the topics: Heptene & Enantiomer.read more
Citations
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Journal ArticleDOI
Chiral separations using the macrocyclic antibiotics: a review
Timothy J. Ward,Alton B. Farris +1 more
TL;DR: The macrocyclic antibiotics have recently gained popularity as chiral selectors in CE, HPLC and TLC and are complementary to one another, where if a partial enantioresolution is obtained with one glycopeptide, there is a high probability that a baseline or better separation can be obtained with another.
Journal ArticleDOI
Recent applications in chiral high performance liquid chromatography: a review.
TL;DR: The most important and broadly used chiral stationary phases (CSPs) for high performance liquid chromatography (HPLC) are reviewed and emphasis is given to new, emerging CSPs that seem to possess all requisites to be considered potentially successful chiral separation media in the next future.
Journal ArticleDOI
Role of the carbohydrate moieties in chiral recognition on teicoplanin-based LC stationary phases.
Alain Berthod,Xianghong Chen,John P. Kullman,Daniel W. Armstrong,Francesco Gasparrini,Ilaria D'Acquarica,Claudio Villani,Angelo Carotti +7 more
TL;DR: It is clearly established that the aglycone is responsible for the enantioseparation of amino acids, and although the sugar units decrease the resolution of alpha-amino acid enantiomers, they can contribute significantly to the Resolution factors of a number of non amino acids enantiomeric pairs.
Journal ArticleDOI
Development of New HPLC Chiral Stationary Phases Based on Native and Derivatized Cyclofructans
TL;DR: An unusual class of chiral selectors, cyclofructans, is introduced for the first time as bonded chiral stationary phases, and it appears that partial derivatization on the CF6 molecule disrupts the molecular internal hydrogen bonding, thereby making the core of the molecule more accessible.
Journal ArticleDOI
HPLC separation of amino acid enantiomers and small peptides on macrocyclic antibiotic-based chiral stationary phases: A review
TL;DR: The physicochemical properties of these antibiotics are characterized and their application in the enantioseparation of proteins and unusal native and derivatized amino acids is discussed.
References
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Journal ArticleDOI
Determination ofD-amino acids. II. Use of a bifunctional reagent, 1,5-difluoro-2,4-dinitrobenzene
TL;DR: In this paper, a mixture of 1,5-difluoro-2,4-dinitrophenyl-5-l-alanine amide has been synthesized in high yield from 1,1-fluoro 2,4dinitrobenzene and l-Ala-NH2.
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Macrocyclic Antibiotics as a New Class of Chiral Selectors for Liquid Chromatography
TL;DR: In this article, three representative macrocyctic compounds were covalently linked to silica gel and evaluated by HPLC for their ability to resolve racemic mixtures as well as for their stability and loadability.
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Separation of amino acid enantiomers and chiral amines using precolumn derivatization with (+)-1-(9-fluorenyl)ethyl chloroformate and reversed-phase liquid chromatography
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A covalently bonded teicoplanin chiral stationary phase for HPLC enantioseparations
TL;DR: It appears that teicoplanin is a widely applicable, highly effective chiral selector for HPLC enantioseparations.
Journal ArticleDOI
Facile liquid chromatographic enantioresolution of native amino acids and peptides using a teicoplanin chiral stationary phase
TL;DR: The glycopeptide antibiotic teicoplanin is shown to be a highly effective stationary phase chiral selector for the resolution of underivatized amino-acid and imino-acid enantiomers and the enantioselective separation mechanism is examined using both molecular modeling and retention data.