Adsorption and transformation of tetracycline antibiotics with aluminum oxide

Wan Ru Chen, Ching Hua Huang

Research output: Contribution to journalArticle

138 Citations (Scopus)

Abstract

Tetracycline antibiotics (TCs) including tetracycline (TTC), chlorotetracycline (CTC) and oxytetracycline (OTC) adsorb strongly to aluminum oxide (Al2O3), and the surface interaction promotes structural transformation of TCs. The latter phenomenon was not widely recognized previously. Typically, rapid adsorption of TCs to Al2O3 occurs in the first 3h ([TC]=40μM, [Al2O3]=1.78gL-1, pH=5, and T=22°C), followed by continuous first-order decay of the parent compound (kobs=15±1.0, 18±1.0 and 6.2±0.9×10-3h-1 for TTC, CTC and OTC, respectively) and product formation. The transformation reaction rate of TCs strongly correlates with adsorption to Al2O3 surfaces. Both adsorption and transformation occur at the highest rate at around neutral pH conditions. Product evaluation indicates that Al2O3 promotes dehydration of TTC to yield anhydrotetracycline (AHTTC), epimerization of TTC, and formation of Al-TTC complexes. Al2O3 promotes predominantly the transformation of CTC to iso-CTC. The surface-bound Al(+III) acts as a Lewis acid site to promote the above transformation of TCs. Formation of AHTTC is of special concern because of its higher cytotoxicity. Results of this study indicate that aluminum oxide will likely affect the fate of TC antibiotics in the aquatic environment via both adsorption and transformation.

Original languageEnglish
Pages (from-to)779-785
Number of pages7
JournalChemosphere
Volume79
Issue number8
DOIs
Publication statusPublished - 2010 May 1

Fingerprint

Aluminum Oxide
Antibiotics
Tetracycline
antibiotics
aluminum oxide
Adsorption
Anti-Bacterial Agents
adsorption
Aluminum
Oxides
Chlortetracycline
oxytetracycline
Oxytetracycline
Cytotoxicity
Dehydration
Reaction rates
dehydration
reaction rate
aquatic environment
Acids

All Science Journal Classification (ASJC) codes

  • Environmental Engineering
  • Environmental Chemistry
  • Chemistry(all)
  • Pollution
  • Health, Toxicology and Mutagenesis

Cite this

@article{bd6af074c40d41bca9130ba2006bc75e,
title = "Adsorption and transformation of tetracycline antibiotics with aluminum oxide",
abstract = "Tetracycline antibiotics (TCs) including tetracycline (TTC), chlorotetracycline (CTC) and oxytetracycline (OTC) adsorb strongly to aluminum oxide (Al2O3), and the surface interaction promotes structural transformation of TCs. The latter phenomenon was not widely recognized previously. Typically, rapid adsorption of TCs to Al2O3 occurs in the first 3h ([TC]=40μM, [Al2O3]=1.78gL-1, pH=5, and T=22°C), followed by continuous first-order decay of the parent compound (kobs=15±1.0, 18±1.0 and 6.2±0.9×10-3h-1 for TTC, CTC and OTC, respectively) and product formation. The transformation reaction rate of TCs strongly correlates with adsorption to Al2O3 surfaces. Both adsorption and transformation occur at the highest rate at around neutral pH conditions. Product evaluation indicates that Al2O3 promotes dehydration of TTC to yield anhydrotetracycline (AHTTC), epimerization of TTC, and formation of Al-TTC complexes. Al2O3 promotes predominantly the transformation of CTC to iso-CTC. The surface-bound Al(+III) acts as a Lewis acid site to promote the above transformation of TCs. Formation of AHTTC is of special concern because of its higher cytotoxicity. Results of this study indicate that aluminum oxide will likely affect the fate of TC antibiotics in the aquatic environment via both adsorption and transformation.",
author = "Chen, {Wan Ru} and Huang, {Ching Hua}",
year = "2010",
month = "5",
day = "1",
doi = "10.1016/j.chemosphere.2010.03.020",
language = "English",
volume = "79",
pages = "779--785",
journal = "Chemosphere",
issn = "0045-6535",
publisher = "Elsevier Limited",
number = "8",

}

Adsorption and transformation of tetracycline antibiotics with aluminum oxide. / Chen, Wan Ru; Huang, Ching Hua.

In: Chemosphere, Vol. 79, No. 8, 01.05.2010, p. 779-785.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Adsorption and transformation of tetracycline antibiotics with aluminum oxide

AU - Chen, Wan Ru

AU - Huang, Ching Hua

PY - 2010/5/1

Y1 - 2010/5/1

N2 - Tetracycline antibiotics (TCs) including tetracycline (TTC), chlorotetracycline (CTC) and oxytetracycline (OTC) adsorb strongly to aluminum oxide (Al2O3), and the surface interaction promotes structural transformation of TCs. The latter phenomenon was not widely recognized previously. Typically, rapid adsorption of TCs to Al2O3 occurs in the first 3h ([TC]=40μM, [Al2O3]=1.78gL-1, pH=5, and T=22°C), followed by continuous first-order decay of the parent compound (kobs=15±1.0, 18±1.0 and 6.2±0.9×10-3h-1 for TTC, CTC and OTC, respectively) and product formation. The transformation reaction rate of TCs strongly correlates with adsorption to Al2O3 surfaces. Both adsorption and transformation occur at the highest rate at around neutral pH conditions. Product evaluation indicates that Al2O3 promotes dehydration of TTC to yield anhydrotetracycline (AHTTC), epimerization of TTC, and formation of Al-TTC complexes. Al2O3 promotes predominantly the transformation of CTC to iso-CTC. The surface-bound Al(+III) acts as a Lewis acid site to promote the above transformation of TCs. Formation of AHTTC is of special concern because of its higher cytotoxicity. Results of this study indicate that aluminum oxide will likely affect the fate of TC antibiotics in the aquatic environment via both adsorption and transformation.

AB - Tetracycline antibiotics (TCs) including tetracycline (TTC), chlorotetracycline (CTC) and oxytetracycline (OTC) adsorb strongly to aluminum oxide (Al2O3), and the surface interaction promotes structural transformation of TCs. The latter phenomenon was not widely recognized previously. Typically, rapid adsorption of TCs to Al2O3 occurs in the first 3h ([TC]=40μM, [Al2O3]=1.78gL-1, pH=5, and T=22°C), followed by continuous first-order decay of the parent compound (kobs=15±1.0, 18±1.0 and 6.2±0.9×10-3h-1 for TTC, CTC and OTC, respectively) and product formation. The transformation reaction rate of TCs strongly correlates with adsorption to Al2O3 surfaces. Both adsorption and transformation occur at the highest rate at around neutral pH conditions. Product evaluation indicates that Al2O3 promotes dehydration of TTC to yield anhydrotetracycline (AHTTC), epimerization of TTC, and formation of Al-TTC complexes. Al2O3 promotes predominantly the transformation of CTC to iso-CTC. The surface-bound Al(+III) acts as a Lewis acid site to promote the above transformation of TCs. Formation of AHTTC is of special concern because of its higher cytotoxicity. Results of this study indicate that aluminum oxide will likely affect the fate of TC antibiotics in the aquatic environment via both adsorption and transformation.

UR - http://www.scopus.com/inward/record.url?scp=77951652716&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77951652716&partnerID=8YFLogxK

U2 - 10.1016/j.chemosphere.2010.03.020

DO - 10.1016/j.chemosphere.2010.03.020

M3 - Article

C2 - 20378149

AN - SCOPUS:77951652716

VL - 79

SP - 779

EP - 785

JO - Chemosphere

JF - Chemosphere

SN - 0045-6535

IS - 8

ER -