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Deactivation and Transformation Products in Biodegradability Testing of Beta-Lactams Amoxicillin and Piperacillin

Deactivation and Transformation Products in Biodegradability Testing of Beta-Lactams Amoxicillin and Piperacillin

Andreas Längin, Radka Alexy, Armin König, Klaus Kümmerer

Chemosphere. 2009 Apr;75(3):347-54.

PMID: 19171362

Abstract:

Antibiotics have increasingly been detected in effluents and the environment. However, information on the degree of deactivation and mineralization, and the nature of possible formed dead-end transformation products is scarce but desirable for proper risk assessment. An important group of antibiotics is the beta-lactams. We studied the transformation of the closely structurally related beta-lactams piperacillin and amoxicillin in two OECD biodegradability batch tests. None of the antibiotics was biodegraded in the closed bottle test (CBT). However, primary abiotic elimination as monitored by HPLC-UV-VIS was 20% and 100% in the CBT within 14 days, respectively. With HPLC-UV-VIS and ion trap LC-MS/MS primary elimination was shown to be more than 94% for both antibiotics within seven days in the Zahn-Wellens test (ZWT). Both compounds were deactivated by hydrolysis. For piperacillin, a dead-end transformation product resulted after hydrolysis of the beta-lactam ring. For amoxicillin full mineralization of the transformation products was observed.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1642559714	Amoxicillin Related Compound D		1642559-71-4	Price

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