Deactivation and transformation products in biodegradability testing of ß-lactams amoxicillin and piperacillin
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In: Chemosphere, Vol. 75, No. 3, 04.2009, p. 347-354.
Research output: Journal contributions › Journal articles › Research › peer-review
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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 -