Skip to main content
Journal cover image

Application of ion trap-MS with H/D exchange and QqTOF-MS in the identification of microbial degradates of trimethoprim in nitrifying activated sludge.

Publication ,  Journal Article
Eichhorn, P; Ferguson, PL; Pérez, S; Aga, DS
Published in: Analytical chemistry
July 2005

In this work, the identification of two microbial degradation products of the antimicrobial trimethoprim (290 Da) is described. The structural elucidation of the metabolites, which were produced by nitrifying activated sludge bacteria in a small-scale laboratory batch reactor, was accomplished by electrospray ionization-ion trap mass spectrometry conducting consecutive fragmentation steps (MS(n)) combined with H/D-exchange experiments. Although one metabolite corresponded to alpha-hydroxytrimethoprim (306 Da), oxidation of the aromatic ring within the diaminopyrimidine substructure was determined for the second degradate (324 Da). Accurate mass measurements of the two metabolites were provided by a hybrid quadrupole time-of-flight-mass spectrometer operated in MS/MS mode. With absolute mass errors of <5 mDa, it allowed us to confirm the proposed elemental composition for the protonated precursor ions as well as for a series of fragment ions that were previously identified by ion trap mass spectrometry. The study emphasized the potential of nitrifying activated sludge bacteria for breaking down an environmentally relevant pharmaceutical that is otherwise poorly degradable by a bacterial community encountered in conventional activated sludge.

Duke Scholars

Published In

Analytical chemistry

DOI

EISSN

1520-6882

ISSN

0003-2700

Publication Date

July 2005

Volume

77

Issue

13

Start / End Page

4176 / 4184

Related Subject Headings

  • Trimethoprim
  • Sewage
  • Nitrates
  • Molecular Structure
  • Mass Spectrometry
  • Bacteria
  • Anti-Infective Agents, Urinary
  • Analytical Chemistry
  • 4004 Chemical engineering
  • 3401 Analytical chemistry
 

Citation

APA
Chicago
ICMJE
MLA
NLM
Eichhorn, P., Ferguson, P. L., Pérez, S., & Aga, D. S. (2005). Application of ion trap-MS with H/D exchange and QqTOF-MS in the identification of microbial degradates of trimethoprim in nitrifying activated sludge. Analytical Chemistry, 77(13), 4176–4184. https://doi.org/10.1021/ac050141p
Eichhorn, Peter, P Lee Ferguson, Sandra Pérez, and Diana S. Aga. “Application of ion trap-MS with H/D exchange and QqTOF-MS in the identification of microbial degradates of trimethoprim in nitrifying activated sludge.Analytical Chemistry 77, no. 13 (July 2005): 4176–84. https://doi.org/10.1021/ac050141p.
Eichhorn, Peter, et al. “Application of ion trap-MS with H/D exchange and QqTOF-MS in the identification of microbial degradates of trimethoprim in nitrifying activated sludge.Analytical Chemistry, vol. 77, no. 13, July 2005, pp. 4176–84. Epmc, doi:10.1021/ac050141p.
Journal cover image

Published In

Analytical chemistry

DOI

EISSN

1520-6882

ISSN

0003-2700

Publication Date

July 2005

Volume

77

Issue

13

Start / End Page

4176 / 4184

Related Subject Headings

  • Trimethoprim
  • Sewage
  • Nitrates
  • Molecular Structure
  • Mass Spectrometry
  • Bacteria
  • Anti-Infective Agents, Urinary
  • Analytical Chemistry
  • 4004 Chemical engineering
  • 3401 Analytical chemistry