The Role of Temperature in Enantioseparation of Norgestrel with Native Cyclodextrins: A Combined LC and NMR Study

Autor:	M. Gazdag, Zoltán Szakács, Mónika Babják, Renáta Berta
Rok vydání:	2010
Předmět:	Chromatography Chemistry Organic Chemistry Clinical Biochemistry Diastereomer Atmospheric temperature range Biochemistry High-performance liquid chromatography Analytical Chemistry Inclusion compound chemistry.chemical_compound Column chromatography Proton NMR Titration Enantiomer
Zdroj:	Chromatographia. 71:35-42
ISSN:	1612-1112 0009-5893
DOI:	10.1365/s10337-010-1511-3
Popis:	Temperature dependence (10–50 °C) of the chiral LC separation of norgestrel was studied using native CDs added to a methanol–water 1:1 eluent. α- or β-CDs gave no enantiodiscrimination, while baseline LC separation was achieved with γ-CD. 1H NMR titrations of the racemate with α-CD showed only weak complexation, while β- or γ-CDs caused enantiomeric splitting of the steroid signals. Both the chiral selectivity values and their insignificant temperature dependence measured in the γ-CD-modified LC system were successfully reproduced by NMR titrations. This agreement corroborates the intuitive view for a wider temperature range that the stability difference of the diastereomeric γ-CD/steroid complexes governs this LC enantioseparation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::51405077586a6ba07254acda02e118dd https://doi.org/10.1365/s10337-010-1511-3 Zobrazit plný text záznamu Full text from SpringerLink