TY - JOUR

T1 - Deactivation and transformation products in biodegradability testing of ß-lactams amoxicillin and piperacillin

AU - Längin, Andreas

AU - Alexy, Radka

AU - König, Armin

AU - Kümmerer, Klaus

PY - 2009/4

Y1 - 2009/4

N2 - 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 ß-lactams. We studied the transformation of the closely structurally related ß-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 ß-lactam ring. For amoxicillin full mineralization of the transformation products was observed. © 2008 Elsevier Ltd. All rights reserved.

AB - 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 ß-lactams. We studied the transformation of the closely structurally related ß-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 ß-lactam ring. For amoxicillin full mineralization of the transformation products was observed. © 2008 Elsevier Ltd. All rights reserved.

KW - Chemistry

KW - Closed Bottle Test

KW - HPLC-UV-VIS

KW - LC-MS

KW - MS

KW - mineralization

KW - Zahn-Wellens Test

KW - TRANSFORMATION

KW - TRANSFORMATION PRODUCTS

KW - Transformation product

KW - PRODUCTS

KW - PRODUCT

KW - biodegradability

KW - Beta-Lactam

KW - Amoxicillin

KW - Piperacillin

UR - http://www.scopus.com/inward/record.url?scp=63049132466&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/56580700-4f62-311e-b176-ea3ba7265174/

U2 - 10.1016/j.chemosphere.2008.12.032

DO - 10.1016/j.chemosphere.2008.12.032

M3 - Journal articles

C2 - 19171362

VL - 75

SP - 347

EP - 354

JO - Chemosphere

JF - Chemosphere

SN - 0045-6535

IS - 3

ER -