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. 1974 Jun;5(6):617–629. doi: 10.1128/aac.5.6.617

Chromatography of Penicillins, Penicilloates, and Penicilloylamides on Dextran Gels

Newton E Hyslop Jr 1, Richard J Milligan 1
PMCID: PMC429024  PMID: 15825415

Abstract

The factors influencing the chromatographic behavior on dextran gels of penicillins and their derivatives were investigated by comparing elution profiles and partition coefficients (KD and KAV) of penicillins differing in side-chain structure and among penicillin derivatives of identical side-chain but different nuclear structure. Under the conditions of pH and ionic strength employed (pH 7.4, 0.145 M NaCl, 0.05 M PO4), side-chain adsorptive effects best explained the anomalous behavior of benzylpenicillin and of oxacillin and its chlorine-substituted analogues. Polar side-chain substituents, such as the amino group of ampicillin and the carboxyl group of carbenicillin, and cleavage of the β-lactam ring, exemplified by penicilloates and penicilloylamines, both appeared to interfere with side-chain-directed adsorption. The differential adsorption of penicillins and their derivatives to dextran gels is not only of theoretical interest relative to the mechanism of chromatography but of practical application to analytical and preparative procedures in penicillin chemistry.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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