Abstract
Complexation of tetracyclines (TCs) with dissolved Mn II and Cu II ions were found to significantly enhance the transformation of these antibiotics in the presence of oxygen at pH 8-9.5 and pH 4-6, respectively. In the TC-Mn II-O 2 system, oxidation of the TC-complexed Mn II to Mn III by oxygen occurs, followed by oxidation of TC by Mn III to regenerate Mn II. In the TC-Cu II-O 2 system, Cu II oxidizes TC within the complex and the yielded Cu I is reoxidized by the present oxygen. Opposite reactivity trends were observed with the two metals: OTC (oxytetracycline) > TTC (tetracycline) ≫ iso-CTC (isochlorotetracycline) for the Mn II-mediated reaction, whereas CTC > TTC > OTC > epimers for the Cu II-mediated reaction. The reactivity results and examination of TC-metalion complexation and transformation products suggest that the BCD-ring and A-ring of TC are crucial to interact with Mn II and Cu II, respectively. This study highlights thatthe fate of TCs in aquatic environments may differ significantly by their strong interactions with different metal species present in the systems.
| Original language | English |
|---|---|
| Pages (from-to) | 401-407 |
| Number of pages | 7 |
| Journal | Environmental Science and Technology |
| Volume | 43 |
| Issue number | 2 |
| DOIs | |
| Publication status | Published - 2009 Jan 15 |
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All Science Journal Classification (ASJC) codes
- Chemistry(all)
- Environmental Chemistry
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Transformation of tetracyclines mediated by Mn(II) and Cu(II) ions in the presence of oxygen. / Chen, Wan Ru; Huang, Ching Hua.
In: Environmental Science and Technology, Vol. 43, No. 2, 15.01.2009, p. 401-407.Research output: Contribution to journal › Article
TY - JOUR
T1 - Transformation of tetracyclines mediated by Mn(II) and Cu(II) ions in the presence of oxygen
AU - Chen, Wan Ru
AU - Huang, Ching Hua
PY - 2009/1/15
Y1 - 2009/1/15
N2 - Complexation of tetracyclines (TCs) with dissolved Mn II and Cu II ions were found to significantly enhance the transformation of these antibiotics in the presence of oxygen at pH 8-9.5 and pH 4-6, respectively. In the TC-Mn II-O 2 system, oxidation of the TC-complexed Mn II to Mn III by oxygen occurs, followed by oxidation of TC by Mn III to regenerate Mn II. In the TC-Cu II-O 2 system, Cu II oxidizes TC within the complex and the yielded Cu I is reoxidized by the present oxygen. Opposite reactivity trends were observed with the two metals: OTC (oxytetracycline) > TTC (tetracycline) ≫ iso-CTC (isochlorotetracycline) for the Mn II-mediated reaction, whereas CTC > TTC > OTC > epimers for the Cu II-mediated reaction. The reactivity results and examination of TC-metalion complexation and transformation products suggest that the BCD-ring and A-ring of TC are crucial to interact with Mn II and Cu II, respectively. This study highlights thatthe fate of TCs in aquatic environments may differ significantly by their strong interactions with different metal species present in the systems.
AB - Complexation of tetracyclines (TCs) with dissolved Mn II and Cu II ions were found to significantly enhance the transformation of these antibiotics in the presence of oxygen at pH 8-9.5 and pH 4-6, respectively. In the TC-Mn II-O 2 system, oxidation of the TC-complexed Mn II to Mn III by oxygen occurs, followed by oxidation of TC by Mn III to regenerate Mn II. In the TC-Cu II-O 2 system, Cu II oxidizes TC within the complex and the yielded Cu I is reoxidized by the present oxygen. Opposite reactivity trends were observed with the two metals: OTC (oxytetracycline) > TTC (tetracycline) ≫ iso-CTC (isochlorotetracycline) for the Mn II-mediated reaction, whereas CTC > TTC > OTC > epimers for the Cu II-mediated reaction. The reactivity results and examination of TC-metalion complexation and transformation products suggest that the BCD-ring and A-ring of TC are crucial to interact with Mn II and Cu II, respectively. This study highlights thatthe fate of TCs in aquatic environments may differ significantly by their strong interactions with different metal species present in the systems.
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UR - http://www.scopus.com/inward/citedby.url?scp=62749101234&partnerID=8YFLogxK
U2 - 10.1021/es802295r
DO - 10.1021/es802295r
M3 - Article
C2 - 19238971
AN - SCOPUS:62749101234
VL - 43
SP - 401
EP - 407
JO - Environmental Science & Technology
JF - Environmental Science & Technology
SN - 0013-936X
IS - 2
ER -