Structural characterization of 5,6-dichlorotetradecanoic acid, an isolated metabolite of 9,10-dichlorooctadecanoic acid, by studying picolinyl esters, pyrrolidides and methyl esters with electron ionization mass spectrometry
(2004) In Journal of Mass Spectrometry 39(11). p.1313-1320- Abstract
- A method is presented for identification of positional isomers of dichlorinated fatty acids, based on derivatization to picolinyl esters prior to gas chromatographic/mass spectrometric analysis in the electron ionization mode. The mass spectra of the picolinyl esters showed structure-specific fragmentation patterns. By using the picolinyl ester, 5,6-dichlorotetradecanoic acid was identified as a metabolite from a cell-culture medium obtained by culturing human cell lines in media supplemented with threo-9,10-dichlorooctaclecanoic acid. This indicates that dichlorinated fatty acids are degraded by beta-oxidation. It is also possible to locate tentatively the position of chlorine atoms in 5,6-dichlorotetradecanoic acid as its methyl ester or... (More)
- A method is presented for identification of positional isomers of dichlorinated fatty acids, based on derivatization to picolinyl esters prior to gas chromatographic/mass spectrometric analysis in the electron ionization mode. The mass spectra of the picolinyl esters showed structure-specific fragmentation patterns. By using the picolinyl ester, 5,6-dichlorotetradecanoic acid was identified as a metabolite from a cell-culture medium obtained by culturing human cell lines in media supplemented with threo-9,10-dichlorooctaclecanoic acid. This indicates that dichlorinated fatty acids are degraded by beta-oxidation. It is also possible to locate tentatively the position of chlorine atoms in 5,6-dichlorotetradecanoic acid as its methyl ester or pyrrolidide. Copyright (C) 2004 John Wiley Sons, Ltd. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/152680
- author
- Åkesson-Nilsson, Gunilla and Wesén, Clas LU
- organization
- publishing date
- 2004
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of Mass Spectrometry
- volume
- 39
- issue
- 11
- pages
- 1313 - 1320
- publisher
- John Wiley & Sons Inc.
- external identifiers
-
- pmid:15532069
- wos:000225339000008
- scopus:9144269855
- ISSN
- 1076-5174
- DOI
- 10.1002/jms.724
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Analytical Chemistry (S/LTH) (011001004)
- id
- 9a973d6a-cdea-4d68-8012-d79d4ca174ec (old id 152680)
- date added to LUP
- 2016-04-01 16:18:45
- date last changed
- 2022-03-14 23:35:20
@article{9a973d6a-cdea-4d68-8012-d79d4ca174ec, abstract = {{A method is presented for identification of positional isomers of dichlorinated fatty acids, based on derivatization to picolinyl esters prior to gas chromatographic/mass spectrometric analysis in the electron ionization mode. The mass spectra of the picolinyl esters showed structure-specific fragmentation patterns. By using the picolinyl ester, 5,6-dichlorotetradecanoic acid was identified as a metabolite from a cell-culture medium obtained by culturing human cell lines in media supplemented with threo-9,10-dichlorooctaclecanoic acid. This indicates that dichlorinated fatty acids are degraded by beta-oxidation. It is also possible to locate tentatively the position of chlorine atoms in 5,6-dichlorotetradecanoic acid as its methyl ester or pyrrolidide. Copyright (C) 2004 John Wiley Sons, Ltd.}}, author = {{Åkesson-Nilsson, Gunilla and Wesén, Clas}}, issn = {{1076-5174}}, language = {{eng}}, number = {{11}}, pages = {{1313--1320}}, publisher = {{John Wiley & Sons Inc.}}, series = {{Journal of Mass Spectrometry}}, title = {{Structural characterization of 5,6-dichlorotetradecanoic acid, an isolated metabolite of 9,10-dichlorooctadecanoic acid, by studying picolinyl esters, pyrrolidides and methyl esters with electron ionization mass spectrometry}}, url = {{http://dx.doi.org/10.1002/jms.724}}, doi = {{10.1002/jms.724}}, volume = {{39}}, year = {{2004}}, }