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Molecular Selectivity and Cooperativity in the Clathrate‐Type Complexation of Cephradine
Author(s) -
Kemperman Gerardus J.,
de Gelder René,
Dommerholt F. J.,
Klunder Antonius J. H.,
Zwanenburg Binne
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(20021)2002:2<345::aid-ejoc345>3.0.co;2-v
Subject(s) - cephradine , chemistry , selectivity , clathrate hydrate , molecule , cooperativity , calixarene , phosphonate , stereochemistry , combinatorial chemistry , computational chemistry , hydrate , organic chemistry , antibiotics , cephalosporin , biochemistry , catalysis
The cephalosporin antibiotic cephradine can form clathrate‐type complexes with appropriate guest molecules. When a mixture of o ‐ and p ‐disubstituted benzene derivatives is subjected to complexation with cephradine, a high preference and in some cases complete selectivity for one isomer is shown by the host molecule. It is demonstrated that clathration with cephradine is an effective method for the separation of o and p isomers. Another interesting feature is observed when a cocktail of appropriate guest molecules is used in the complexation with cephradine. The observed preference for inclusion of more than one type of complexing agent strongly points to a cooperative effect of guest molecules in the resulting complex. This cooperative effect, however, does not result in more efficient complexation − that is, a lower residual concentration of the antibiotic − which is desirable for industrial applications.