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Chiral Separations : Methods and Protocols - Gerald Gubitz

Chiral Separations

Methods and Protocols

By: Gerald Gubitz (Editor), Martin G. Schmid (Editor)

Hardcover

Published: 15th December 2003
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Many compounds of biological and pharmacological interest are as- metric and show optical activity. Approximately 40% of the drugs in use are known to be chiral and only about 25% are administered as pure enantiomers. It is well established that the pharmacological activity is mostly restricted to one of the enantiomers (eutomer). In several cases, unwanted side effects or even toxic effects may occur with the inactive enantiomer (distomer). Even if the side effects are not that drastic, the inactive enantiomer has to be meta- lized, which represents an unnecessary burden for the organism. The admin- tration of pure, pharmacologically active enantiomers is therefore of great importance. The ideal way to get to pure enantiomers would be by enantioselective synthesis. However, this approach is usually expensive and not often practicable. Usually, the racemates are obtained in a synthesis, and the separation of the enantiomers on a preparative scale is necessary. On the other hand, there is also a great demand for methods of enantiomer separation on an analytical scale for controlling synthesis, checking for racemization p- cesses, controlling enantiomeric purity, and for pharmacokinetic studies. C- ventional methods for enantiomer separation on a preparative scale are fractionated crystallization, the formation of diastereomeric pairs followed by repeated recrystallization, and enzymatic procedures. In recent years, ch- matographic methods such as gas chromatography and, especially, liquid ch- matography have attracted increasing interest for chiral separation, both on analytical and preparative scales.

"It is an excellent book, and can be recommended for every laboratory involved in the synthesis and analysis of chiral compounds. Moreover, the editors have succeeded in getting internationally known leading experts to write the contributions." -Angewandte Chemie

"...will undoubtedly be of value to those who need to find useful ways to carry out such separations." -Journal of Medicinal Chemistry

"...this book is a useful compendium of chiral methods and will be of use to many workers in the field." - Biomed Chronatogr

Prefacep. v
Contributorsp. xi
Chiral Separation Principles: An Introductionp. 1
Separation of Enantiomers by Thin-Layer Chromatography: An Overviewp. 29
Cyclodextrin-Based Chiral Stationary Phases for Liquid Chromatography: A Twenty-Year Overviewp. 61
Enantiomeric Separations by HPLC Using Macrocyclic Glycopeptide-Based Chiral Stationary Phases: An Overviewp. 113
Chiral Separation by HPLC Using Polysaccharide-Based Chiral Stationary Phasesp. 173
Applications of Polysaccharide-Based Chiral Stationary Phases for Resolution of Different Compound Classesp. 183
Chiral Separation by HPLC With Pirkle-Type Chiral Stationary Phasesp. 197
Chiral Separation by HPLC Using the Ligand-Exchange Principlep. 207
Chiral Separations by HPLC Using Molecularly Imprinted Polymersp. 217
Indirect Enantioseparation by HPLC Using Chiral Benzofurazan-Bearing Reagentsp. 231
Separation of the Racemic Trans-Stilbene Oxide by Sub-/Supercritical Fluid Chromatographyp. 247
Chiral Separations Using Macrocyclic Antibiotics in Capillary Electrophoresisp. 255
Enantioresolutions by Capillary Electrophoresis Using Glycopeptide Antibioticsp. 265
Separation of Enantiomers by Capillary Electrophoresis Using Cyclodextrinsp. 275
Chiral Separations by Capillary Electrophoresis Using Proteins as Chiral Selectorsp. 291
Cellulases as Chiral Selectors in Capillary Electrophoresisp. 307
Use of Chiral Crown Ethers in Capillary Electrophoresisp. 317
Chiral Separations by Capillary Electrophoresis Using Cinchona Alkaloid Derivatives as Chiral Counter-Ionsp. 323
Chiral Separation by Capillary Electrophoresis Using Polysaccharidesp. 343
Chiral Micellar Electrokinetic Chromatographyp. 355
Chiral Separation by Capillary Electrophoresis in Nonaqueous Mediump. 365
Chiral Ligand-Exchange Capillary Electrophoresis and Capillary Electrochromatographyp. 375
Enantioseparation in Capillary Chromatography and Capillary Electrochromatography Using Polysaccharide-Type Chiral Stationary Phasesp. 387
Chiral Separation by Capillary Electrochromatography Using Cyclodextrin Phasesp. 401
Chiral Separations by Capillary Electrochromatography Using Molecularly Imprinted Polymersp. 411
Indexp. 425
Table of Contents provided by Rittenhouse. All Rights Reserved.

ISBN: 9781588291509
ISBN-10: 1588291502
Series: Methods in Molecular Biology
Audience: Professional
Format: Hardcover
Language: English
Number Of Pages: 432
Published: 15th December 2003
Publisher: SPRINGER VERLAG GMBH
Country of Publication: US
Dimensions (cm): 23.62 x 15.8  x 3.2
Weight (kg): 0.83