By Satinder Ahuja (Eds.)
content material: Chiral separations : an summary / Satinder Ahuja --
Analytical standards for chiral high-pressure liquid chromatography / Thomas D. Doyle --
Commercially on hand brush-type chiral selectors for the direct answer of enantiomers / S.R. Perrin and W.H. Pirkle --
Chiral separations utilizing local and functionalized cyclodextrin-bonded desk bound levels in high-pressure liquid chromatography / Randy A. Menges and Daniel W. Armstrong --
Chromatographic optical solution on polysaccharide carbamate stages / Yoshio Okamoto, Yuriko Kaida, Ryo Aburatani, and Koichi Hatada --
Protein column-based chiral reversed-phase liquid chromatography / S.G. Allenmark --
Optimization of chiral separations on silica-bonded [alpha]1-acid glycoprotein through cellular part ingredients / E. Arvidsson, S.O. Jansson, and G. Schill --
Chiral attractiveness on biopolymer-based high-pressure liquid chromatographic chiral desk bound stages : a case for a number of interplay websites / Irving W. Wainer, Terence A.G. Noctor, Enrico Domenici, and Philippe Jadaud --
Chiral separations and modes of organization of hydrogen-bonding molecules / E. Gil-Av --
Liquid chromatographic separation of enantiomers through hydrogen-bond organization / Akira Dobashi, Yasuo Dobashi, and Shoji Hara --
High-pressure liquid chromatographic answer of optical isomers / impression of cellular and [pi]-donor chiral desk bound stages / Subhash C. Dhanesar --
Direct stereochemical high-pressure liquid chromatographic separation of aminoglutethimide and its significant metabolite : its purposes to organic fluids / Hassan Y. Aboul-Enein and M. Rafiqul Islam --
Amino acid racemization : a device for relationship? / Veronika R. Meyer.
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Additional info for Chiral Separations by Liquid Chromatography
This recently became an important forensic problem in this laboratory, due to an outbreak of eosinophilia-myalgia syndrome (EMS), which resulted in at least 27 deaths, and which was associated with consumption of L-tryptophan as a dietary supplement. It was necessary to determine if contamination of synthetic (S)-tryptophan with the unnatural (R)-isomer was a factor in the EMS outbreak. ) Derivatization and Chromatography. Adhering to the analytical criterion that practical methods must be procedurally convenient, yet recognizing that resolution on SMI CSPs is enhanced by introduction of suitable pi-pi interacting groups, as well as by attenuation of strongly polar groups, a method was developed which converted tryptophan (12) to the N-3,5-dinitrobenzoyl methyl ester derivative (14).
1% spikes and unspiked (S)-tryptophan; (e) unspiked sample at high column load and detector sensitivity. ch002 2. 1% (R)isomer was present in the (S)-tryptophan sample (Figure 3d), efforts to enhance sensitivity, in a manner similar to that described for methamphetamine, were made. 01% relative to (S)-tryptophan, including one peak coincident with the retention time of the antipode. As with methamphetamine, and in the absence of mass spectrometric confirmation, it was not possible to identify this peak as (R)-tryptophan with certainty, nor to demonstrate that the peak was not an analytical artifact.
Hamper, J. Am. Chem. Soc. 103, 3964 (1981). A. Dobashi, Y. Dobashi, and S. Hara, J. L i q . Chromatogr. 9, 243 (1986). S. Hara and Y. Dobashi, HPLC '86, San Francisco, May 18, 1986. T . J . W. Armstrong, J. L i q . Chromatogr. 9, 407 (1986). W. Armstrong, W. P. Czech, Anal. Chem. 57, 481 (1985). J . Szth, Cyclodextrins and Their Inclusion Complexes, Akademai Kieado, Budapest, 1982. W. Armstrong, J. L i q . Chromatogr. 7, 353 (1984). W. O'Laughlin, J . L i q . Chromatogr. 7, 127 (1984). A. Hard and S.