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Separation of R‐ and S‐Thalidomide by Reversed‐Phase HPLC with β‐cyclodextrin in the mobile phase
Author(s) -
Reepmeyer John C.
Publication year - 1996
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1996)8:1<11::aid-chir4>3.0.co;2-j
Subject(s) - chemistry , cyclodextrin , high performance liquid chromatography , chromatography , enantiomer , phase (matter) , ethanol , thalidomide , stereochemistry , organic chemistry , immunology , multiple myeloma , biology
R‐ and S‐Thalidomide were resolved by reversed‐phase HPLC on a C‐18 column with β‐cyclodextrin in the mobile phase. As the concentration of β‐cyclodextrin was increased stepwise from 0 to 20 mM, enantiomeric resolution increased and retention times decreased significantly. The influence of different organic modifiers in the mobile phase were evaluated, and ethanol, among others, proved to be effective. Equilibrium constants for the formation of β‐cyclodextrin inclusion complexes of R‐ and S‐thalidomide in EtOH‐buffer (5:95) were calculated to be 64 and 76 M −1 , respectively. © 1996 Wiley‐Liss, Inc.