Kowalska / Sherma Thin Layer Chromatography in Chiral Separations and Analysis

1. Auflage 2007
ISBN: 978-0-8493-4396-4
Verlag: Taylor & Francis
Format: PDF
Kopierschutz: Adobe DRM (»Systemvoraussetzungen)

E-Book, Englisch, 436 Seiten

Reihe: Chromatographic Science Series

Thin layer chromatography (TLC) is well suited for performing enantioseparations for research as well as larger-scale applications. A fast, inexpensive, and versatile separation technique, there are many practical considerations that contribute to its effectiveness. Thin Layer Chromatography in Chiral Separations and Analysis is the first book to focus solely on the theory, capabilities, and applications of TLC for direct and indirect enantioseparations. The first part of the book examines the fundamental principles of chirality and TLC. It describes the necessary materials, laboratory equipment, procedures, and strategies for the separation, quantification, isolation, and analysis of chiral compounds. The second part evaluates the real-world enantioseparations and densitometric analyses. Emphasizing pharmaceutical applications, the book discusses chiral separation mechanisms and methods for analyzing the chiral purity of diastereoisomers, amino acids, beta-blockers, and NSAIDS. Topics also include commercial stationary phases and chiral modifiers of mobile phases. Thin Layer Chromatography in Chiral Separations and Analysis presents a unified perspective of theory and experimental details underlying the collective developments in the field. The book offers scientists in a variety of disciplines and levels of expertise a complete guide to understanding the current and potential applications of chiral TLC.

Zielgruppe

Chromatographers and analytical chemists; biological and pharmaceutical scientists; organic and medicinal chemists.

Autoren/Hrsg.

Kowalska, Teresa

Sherma, Joseph

Fachgebiete

• Technische Wissenschaften Umwelttechnik | Umwelttechnologie Gesundheitsschutz und Kommunale Technologie

Inhaltsverzeichnis

Preface; T. Kowalska, J. Sherma

Overview of the Field of Chiral TLC and Organization of the Book; T. Kowalska, J. Sherma

Chirality; P. Kus, A. Sochanik

Chirality in Nature

Methods for determination of compounds’ stereochemistry

On the methods of obtaining stereoisomers

Stereochemistry of organic compounds

Stereochemistry of complexes

Commercial Stationary Phases for Enantioseparations; J. Sherma

Chiral stationary phases and chiral-coated phases

Nonchiral plates used with chiral mobile phases

Quantitative analysis of enantiomers by densitometry

Planar Chromatographic Enantioseparations on Non-Commercial CSPs; L. Lepri, A. Cincinelli, M. Del Bubba

Cellulose

Cellulose triacetate

Cellulose tribenzoate

Cellulose tricarbammate

Molecular imprinting polymers; MIPs

b-Cyclodextrin; b-CD bonded silica gel

Planar Chromatographic Enantioseparations on Non-Commercial CCPs; L. Lepri, A. Cincinelli, M. Del Bubba

Layers impregnated with metal ion complexes as chiral selectors; CLEC

Acidic or basic chiral impregnating agents in planar chromatography

Chiral Modifiers of Mobile Phases; D. Agbaba, B.M. Ivkovic

b-Cyclodextrins and their derivatives as mobile phase additives

Macrocyclics antibiotics as mobile phase additives

Chiral counter ions in mobile phase

BSA as mobile phase additives

An Overview of the Chiral Separation Mechanisms; A.M. Siouffi, P. Piras

Solute-chiral selector complexation constants

Stoichiometry of complexation

Selectivity of complexation

The binding sites

Supramolecular mechanism of complexation

On the lack of the Pirkle-type CSPs in TLC

Separation of Diastereoisomers by Means of TLC; V. Coman

Diastereoisomers

Non-chiral TLC systems used for diastereoisomer separation

Optimization of diastereoisomer separation by derivatization

Overview on diastereoisomer separation by TLC

Selected Bottle Necks of Densitometric Detection with Chiral Analytes; M. Sajewicz and T. Kowalska

2-Arylpropionic acids; APAs and their spontaneous oscillatory transenantiomerization

Two-dimensional retention of the selected 2-arylpropionic acids; APAs on silica gel in the one-dimensional development run as evidence of its chirality

Chirality of Pharmaceutical Products; J. Krzek, J. Bojarski, I. Podolak, E. Leciejewicz-Ziemecka

Stereoselectivity of drugs

Drugs as chiral selectors

Chiral purity of drugs

Chiral Separation of the Selected ß-Blockers; D. Agbaba, B.M. Ivkovic

Direct enantioseparation of adrenergic drugs using molecularly imprinted polymers

Direct resolution of adrenergic enantiomers by impregnated TLC with optical pure compound

Chiral counter ions as mobile phase additives in separation of adrenergic drugs

Chemical derivatization with pure chiral compounds

Chiral Separation of Amino Acid Enantiomers; W. Golkiewicz and B. Polak

Separation of amino acid enatiomers on the commercial chiral plates

Separation of amino acid enatiomers on the impregnated plates with chiral reagent

Separation of amino acid enantiomers on the commercial plates with chiral reagent in mobile phase

Most popular chiral reagents used for derivatization of amino acid enantiomers

Chiral Separation of NSAIDs; R. Bhushan, J. Martens

Approach to enantioseparation

Preparation of plates impregnated with chiral selector

Chiral selectors and their choice

Applications

Separation mechanisms

Determination of Components in Selected Chiral Drugs; J. Krzek, I. Podolak, U. Hubicka, A. Kwiecien

Antibiotics

Other compounds

Chiral Separations Using Marfey’s Reagent; R. Bhushan, H. Brückner

Direct and indirect separation

Marfey´s reagent; MR Chiral variants of MR Separation mechanisms

Application and comparison with other derivatizing agents