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

Publikation: Beiträge in ZeitschriftenZeitschriftenaufsätzeForschungbegutachtet

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Deactivation and transformation products in biodegradability testing of ß-lactams amoxicillin and piperacillin. / Längin, Andreas; Alexy, Radka; König, Armin et al.
in: Chemosphere, Jahrgang 75, Nr. 3, 04.2009, S. 347-354.

Publikation: Beiträge in ZeitschriftenZeitschriftenaufsätzeForschungbegutachtet

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Längin A, Alexy R, König A, Kümmerer K. Deactivation and transformation products in biodegradability testing of ß-lactams amoxicillin and piperacillin. Chemosphere. 2009 Apr;75(3):347-354. doi: 10.1016/j.chemosphere.2008.12.032

Bibtex

@article{5947d03109e2405e8807fca05ce03400,
title = "Deactivation and transformation products in biodegradability testing of {\ss}-lactams amoxicillin and piperacillin",
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 {\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. {\textcopyright} 2008 Elsevier Ltd. All rights reserved.",
keywords = "Chemistry, Closed Bottle Test, HPLC-UV-VIS, LC-MS, MS, mineralization, Zahn-Wellens Test, TRANSFORMATION, TRANSFORMATION PRODUCTS, Transformation product, PRODUCTS, PRODUCT, biodegradability, Beta-Lactam, Amoxicillin, Piperacillin",
author = "Andreas L{\"a}ngin and Radka Alexy and Armin K{\"o}nig and Klaus K{\"u}mmerer",
year = "2009",
month = apr,
doi = "10.1016/j.chemosphere.2008.12.032",
language = "English",
volume = "75",
pages = "347--354",
journal = "Chemosphere",
issn = "0045-6535",
publisher = "Pergamon Press",
number = "3",

}

RIS

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 -

DOI