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@ARTICLE{vonGerichten:124296,
      author       = {J. von Gerichten$^*$ and K. Schlosser and D. Lamprecht$^*$
                      and I. Morace$^*$ and M. Eckhardt and D. Wachten and R.
                      Jennemann$^*$ and H.-J. Gröne$^*$ and M. Mack and R.
                      Sandhoff$^*$},
      title        = {{D}iastereomer-specific quantification of bioactive
                      hexosylceramides from bacteria and mammals.},
      journal      = {Journal of lipid research},
      volume       = {58},
      number       = {6},
      issn         = {1539-7262},
      address      = {Bethesda, Md.},
      publisher    = {ASBMB},
      reportid     = {DKFZ-2017-01192},
      pages        = {1247 - 1258},
      year         = {2017},
      abstract     = {Mammals synthesize, cell-type specifically, the
                      diastereomeric hexosylceramides, β-galactosylceramide
                      (GalCer) and β-glucosylceramide (GlcCer), which are
                      involved in several diseases, such as sphingolipidosis,
                      diabetes, chronic kidney diseases, or cancer. In contrast,
                      Bacteroides fragilis, a member of the human gut microbiome,
                      and the marine sponge, Agelas mauritianus, produce
                      α-GalCer, one of the most potent stimulators for invariant
                      natural killer T cells. To dissect the contribution of these
                      individual stereoisomers to pathologies, we established a
                      novel hydrophilic interaction chromatography-based LC-MS(2)
                      method and separated (R > 1.5) corresponding diastereomers
                      from each other, independent of their lipid anchors. Testing
                      various bacterial and mammalian samples, we could separate,
                      identify (including the lipid anchor composition), and
                      quantify endogenous β-GlcCer, β-GalCer, and α-GalCer
                      isomers without additional derivatization steps. Thereby, we
                      show a selective decrease of β-GlcCers versus β-GalCers in
                      cell-specific models of GlcCer synthase-deficiency and an
                      increase of specific β-GlcCers due to loss of
                      β-glucoceramidase 2 activity. Vice versa, β-GalCer
                      increased specifically when cerebroside sulfotransferase
                      (Gal3st1) was deleted. We further confirm β-GalCer as
                      substrate of globotriaosylceramide synthase for
                      galabiaosylceramide synthesis and identify additional
                      members of the human gut microbiome to contain immunogenic
                      α-GalCers. Finally, this method is shown to separate
                      corresponding hexosylsphingosine standards, promoting its
                      applicability in further investigations.},
      cin          = {G131 / G130},
      ddc          = {540},
      cid          = {I:(DE-He78)G131-20160331 / I:(DE-He78)G130-20160331},
      pnm          = {317 - Translational cancer research (POF3-317)},
      pid          = {G:(DE-HGF)POF3-317},
      typ          = {PUB:(DE-HGF)16},
      pubmed       = {pmid:28373486},
      pmc          = {pmc:PMC5454501},
      doi          = {10.1194/jlr.D076190},
      url          = {https://inrepo02.dkfz.de/record/124296},
}