Using ambient ozone for assignment of double bond position in unsaturated lipids

Journal Article


Abstract


  • Unsaturated lipids deposited onto a range of materials are observed to react with the low

    concentrations of ozone present in normal laboratory air. Parent lipids and ozonolysis cleavage

    products are both detected directly from surfaces by desorption electrospray ionisation mass

    spectrometry (DESI-MS) with the resulting mass spectra providing clear evidence of the double bond

    position within these molecules. This serendipitous process has been coupled with thin-layer

    chromatography (TLC) to provide a simple but powerful approach for the detailed structural

    elucidation of lipids present in complex biological extracts. Lipid extracts from human lens were

    deposited onto normal phase TLC plates and then developed to separate components according to lipid

    class. Exposure of the developed plates to laboratory air for ca. 1 h prior to DESI-MS analysis gave rise

    to ozonolysis products allowing for the unambiguous identification of double bond positions in even

    low abundant, unsaturated lipids. In particular, the co-localization of intact unsaturated

    lactosylceramides (LacCer) with products from their oxidative cleavage provide the first evidence for

    the presence of three isomeric LacCer (d18:0/24:1) species in the ocular lens lipidome, i.e., variants with

    double bonds at the n-9, n-7 and n-5 positions.

Publication Date


  • 2012

Citation


  • Ellis, S., Hughes, J. R., Mitchell, T. W., in het Panhuis, M. & Blanksby, S. J. (2012). Using ambient ozone for assignment of double bond position in unsaturated lipids. The Analyst, 137 (5), 1100-1110.

Scopus Eid


  • 2-s2.0-84856868227

Ro Metadata Url


  • http://ro.uow.edu.au/medpapers/611/

Number Of Pages


  • 10

Start Page


  • 1100

End Page


  • 1110

Volume


  • 137

Issue


  • 5

Abstract


  • Unsaturated lipids deposited onto a range of materials are observed to react with the low

    concentrations of ozone present in normal laboratory air. Parent lipids and ozonolysis cleavage

    products are both detected directly from surfaces by desorption electrospray ionisation mass

    spectrometry (DESI-MS) with the resulting mass spectra providing clear evidence of the double bond

    position within these molecules. This serendipitous process has been coupled with thin-layer

    chromatography (TLC) to provide a simple but powerful approach for the detailed structural

    elucidation of lipids present in complex biological extracts. Lipid extracts from human lens were

    deposited onto normal phase TLC plates and then developed to separate components according to lipid

    class. Exposure of the developed plates to laboratory air for ca. 1 h prior to DESI-MS analysis gave rise

    to ozonolysis products allowing for the unambiguous identification of double bond positions in even

    low abundant, unsaturated lipids. In particular, the co-localization of intact unsaturated

    lactosylceramides (LacCer) with products from their oxidative cleavage provide the first evidence for

    the presence of three isomeric LacCer (d18:0/24:1) species in the ocular lens lipidome, i.e., variants with

    double bonds at the n-9, n-7 and n-5 positions.

Publication Date


  • 2012

Citation


  • Ellis, S., Hughes, J. R., Mitchell, T. W., in het Panhuis, M. & Blanksby, S. J. (2012). Using ambient ozone for assignment of double bond position in unsaturated lipids. The Analyst, 137 (5), 1100-1110.

Scopus Eid


  • 2-s2.0-84856868227

Ro Metadata Url


  • http://ro.uow.edu.au/medpapers/611/

Number Of Pages


  • 10

Start Page


  • 1100

End Page


  • 1110

Volume


  • 137

Issue


  • 5