Anwendung von d-Chirasil-Val bei der gas-chromatographischen Analytik von Enantiomeren

Bayer, Ernst; Allmendinger, Hans; Enderle, Gerd; Koppenhoefer, Bernhard

doi:10.1007/bf00469375

Cited by 31 publications

(9 citation statements)

References 15 publications

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“…Whereas cyclodextrins are available only in the all-d form, ␣-amino acid diamide selectors, e.g., Chirasil-Val, can be used in the d -and in the l -form [40]. Thus, in principle two 'diastereomeric' systems (dd and dl ) may be employed for optimization.…”

Section: Mixed Chiral Stationary Phases Comprising Diamides and Modifmentioning

confidence: 98%

“…2 and 3), this high-resolution enantioseparating approach is truly remarkable. Chirasil-Val 4 has been obtained in the l-and d-configuration [40] allowing the switching of the elution order of derivatized l,d-␣-amino acid analytes [40][41][42][43][44]. Peak inversion represent an important tool in the validation of the determination of enantiomeric compositions (vide infra).…”

Section: Polysiloxane-linked ␣-Amino Acid Chiral Stationary Phases-chmentioning

confidence: 99%

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Gas chromatographic enantioseparation of derivatized α-amino acids on chiral stationary phases—Past and present

Schurig

2011

Journal of Chromatography B

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Section: Mixed Chiral Stationary Phases Comprising Diamides and Modifmentioning

confidence: 98%

Section: Polysiloxane-linked ␣-Amino Acid Chiral Stationary Phases-chmentioning

confidence: 99%

Gas chromatographic enantioseparation of derivatized α-amino acids on chiral stationary phases—Past and present

Schurig

2011

Journal of Chromatography B

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“…All CSPs [Chirasil-L-Val, 27 Chirasil-D-Val, 38 and Lipodex E 46 (octakis (3-O-butanoyl-2,6-O-di-n-pentyl)-g-cyclodextrin)] and all capillary columns were prepared in-house.…”

Section: Enantioselective Gas Chromatographymentioning

confidence: 99%

Evaluation of enantioselective gas chromatography for the determination of minute deviations from racemic composition of α‐amino acids with emphasis on tyrosine: Accuracy and precision of the method

et al. 2007

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Whereas the determination of high enantiomeric fractions (EF) of chiral compounds is very well established, the accurate determination of small deviations from racemic compositions has not yet received much attention despite its relevance to studies dealing with the origin of homochirality, where only small initial enantiomeric bias is expected. Racemic samples of representative alpha-amino acids were derivatized as N-(O,S)-trifluoroacetyl/ethylesters and analyzed by enantioselective gas chromatography (GC) on fused silica capillaries coated with the chiral stationary phases (CSPs) Chirasil-D-Val, Chirasil-L-Val, and Lipodex E with GC/FID and GC/MS detection. The validation (accuracy and precision) of the determination of the enantiomeric fraction EF of the D-enantiomer in racemic or near-racemic compositions for 10 DL-alpha-amino acids obtained from commercial sources has been carried out. Emphasis is given to DL-tyrosine, the enantiomers of which have recently been claimed to show different crystallization properties. Values of EF obtained from GC measurements using CSPs were compared with those from CE using chiral mobile phase additives. While the precision of the GC method is generally better than 0.08% for all DL-alpha-amino acids studied, accuracy (trueness) of determination of amino acids with polar side chains is poorer than expected from the precision as a result of systematic errors. The accuracy determined relied on measurements on two oppositely configurated CSPs.

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“…The 5-nitro-1,4-naphthoquinone is also accessible by the electrochemical oxidation of 1-nitronaphthalene in a mixture of a mineral acid and a water-soluble organic solvent [54]. Nearly quantitative yields can be obtained through the reduction of 5-nitro-1,4-naphthoquinone monooxime with sulfur dioxide and phosphorus in the presence of hydrogen iodide, followed by oxidation of the resulting isomeric 1-aminonitronaphthols [55].…”

Section: Usesmentioning

confidence: 99%

Naphthoquinones

Grolig¹,

Wagner²

2000

Ullmann's Encyclopedia of Industrial Chemistry

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Anwendung von d-Chirasil-Val bei der gas-chromatographischen Analytik von Enantiomeren

Cited by 31 publications

References 15 publications

Gas chromatographic enantioseparation of derivatized α-amino acids on chiral stationary phases—Past and present

Gas chromatographic enantioseparation of derivatized α-amino acids on chiral stationary phases—Past and present

Evaluation of enantioselective gas chromatography for the determination of minute deviations from racemic composition of α‐amino acids with emphasis on tyrosine: Accuracy and precision of the method

Naphthoquinones

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