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Semipreparative enantiomeric separation of a series of putative melatonin receptor agents using tri‐acetylcellulose as chiral stationary phase
Author(s) -
Jansen Johanna M.,
Copinga Swier,
Gruppen Gert,
Isaksson Roland,
Witte Dirk T.,
Grol Cor J.
Publication year - 1994
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/chir.530060714
Subject(s) - chemistry , enantiomer , chiral stationary phase , melatonin receptor , phase (matter) , chiral derivatizing agent , chiral column chromatography , chromatography , series (stratigraphy) , separation (statistics) , stationary phase , combinatorial chemistry , stereochemistry , receptor , organic chemistry , biochemistry , machine learning , paleontology , biology , computer science
In order to obtain milligram amounts of the enantiomers of a series of compounds to be tested for binding to the melatonin binding site, a system for semipreparative enantiomeric separation was set up using tri‐acetylcellulose as the chiral stationary phase. Interactions of this class of compounds with tri‐acetylcellulose were examined on an analytical scale with a series of 20 compounds. Apparently, both steric and electrostatic interactions determine retention behavior on tri‐acetylcellulose. Semipreparative separations were carried out for a subset of seven compounds. The purity of the first eluting enantiomer usually was around 99%, whereas the purity of the second eluting enantiomer was slightly less. The system described is easy to use and has the major advantage that a series of compounds can be separated with one technique. The purities obtained are sufficient for a first screen of their affinity. © 1994 Wiley‐Liss, Inc.