Structure determination of sphingolipids by mass spectrometry

Adams, Jeanette; Ann, Qinghong

doi:10.1002/mas.1280120103

Cited by 88 publications

(78 citation statements)

References 104 publications

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“…However, it has to be stressed that a complete structural elucidation always has to resort to additional methods like high-resolution nuclear magnetic resonance spectroscopy (Sweeley & Nunez, 1985;Yu et al, 1986;Dabrowski, 1989), chemical or enzymic degradation, and gas chromatography (GC) MS analysis of partially methylated alditol acetates derived from permethylated compounds (''methylation analysis'') (Levery & Hakomori, 1987;Hanisch, 1994;Geyer & Geyer, 1998), just to mention a few. Structure determination of GSLs has been reviewed by various authors and research groups providing also a systematic nomenclature required for the annotation of fragment ions obtained in the collision-induced decomposition (CID) mass spectra of molecular ions by using tandem mass spectrometry (MS/MS or MS 2 ) (Costello & Vath, 1990;Adams & Ann, 1993). MS investigation has nowadays expanded out of the physicists' and chemists' research laboratories into biology, medicine and therapeutics.…”

Section: Mass Spectrometrymentioning

confidence: 99%

Advances on the compositional analysis of glycosphingolipids combining thin-layer chromatography with mass spectrometry

Müthing

Distler

2009

Mass Spectrom. Rev.

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Glycosphingolipids (GSLs), composed of a hydrophilic carbohydrate chain and a lipophilic ceramide anchor, play pivotal roles in countless biological processes, including infectious diseases and the development of cancer. Knowledge of the number and sequence of monosaccharides and their anomeric configuration and linkage type, which make up the principal items of the glyco code of biologically active carbohydrate chains, is essential for exploring the function of GSLs. As part of the investigation of the vertebrate glycome, GSL analysis is undergoing rapid expansion owing to the application of novel biochemical and biophysical technologies. Mass spectrometry (MS) takes part in the network of collaborations to further unravel structural and functional aspects within the fascinating world of GSLs with the ultimate aim to better define their role in human health and disease. However, a single-method analytical MS technique without supporting tools is limited yielding only partial structural information. Because of its superior resolving power, robustness, and easy handling, high-performance thin-layer chromatography (TLC) is widely used as an invaluable tool in GSL analysis. The intention of this review is to give an insight into current advances obtained by coupling supplementary techniques such as TLC and mass spectrometry. A retrospective view of the development of this concept and the recent improvements by merging (1) TLC separation of GSLs, (2) their detection with oligosaccharide-specific proteins, and (3) in situ MS analysis of protein-detected GSLs directly on the TLC plate, are provided. The procedure works on a nanogram scale and was successfully applied to the identification of cancer-associated GSLs in several types of human tumors. The combination of these two supplementary techniques opens new doors by delivering specific structural information of trace quantities of GSLs with only limited investment in sample preparation.

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Section: Mass Spectrometrymentioning

confidence: 99%

Advances on the compositional analysis of glycosphingolipids combining thin-layer chromatography with mass spectrometry

Müthing

Distler

2009

Mass Spectrom. Rev.

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“…Glycosphingolipids can be easily extracted from cell homogenates, separated into individual entities by high-performance TLC (HPTLC) ( 8 ), and chemically identifi ed by mass spectrometric methods ( 9,10 ). However, in the more general routine, glycosphingolipids have been identifi ed only by the use of immunometric procedures employing specifi c anti-individual glycosphingolipid antibodies, quite useful for cytochemical investigations.…”

Section: Rna Extraction and Real-time Pcrmentioning

confidence: 99%

Gangliosides as a potential new class of stem cell markers: the case of GD1a in human bone marrow mesenchymal stem cells

Bergante¹,

Torretta²,

Creo³

et al. 2014

Journal of Lipid Research

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“…Positive-ion-mode electrospray-ionization mass spectrometry ( ϩ ESI-IT-MS 1 and -MS 2 ) spectra of lipid fractions were acquired on a linear ion trap mass spectrometer (LTQ; ThermoFinnigan). Samples were introduced by direct infusion in methanol, both with and without addition of LiI, as described previously (1,26,38). Nominal, monoisotopic m/z values are used in the labeling and description of ϩ ESI-MS results.…”

Section: Cell Survival Measurementsmentioning

confidence: 99%

Stress-Induced Cell Death Is Mediated by Ceramide Synthesis in Neurospora crassa

et al. 2008

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The combined stresses of moderate heat shock (45°C) and analog-induced glucose deprivation constitute a lethal stress for Neurospora crassa. We found that this cell death requires fatty acid synthesis and the cofactor biotin. In the absence of the cofactor, the stressed cells are particularly sensitive to exogenous ceramide, which is lethal at low concentrations. When we extracted endogenous sphingolipids, we found that unique ceramides were induced (i) by the inhibitory glucose analog 2-deoxyglucose and (ii) by combined heat shock and 2-deoxyglucose. We determined that the former is a 2-deoxyglucose-modified ceramide. By structural analysis, we identified the latter, induced by dual stress, as C 18 (OH)-phytoceramide. We also identified C 24 (OH)-phytoceramide as a constitutive ceramide that continues to be produced during the combined stresses. The unusual C 18 (OH)-phytoceramide is not made by germinating asexual spores subjected to the same heat and carbon stress. Since these spores, unlike growing cells, do not die from the stresses, this suggests a possible connection between synthesis of the dual-stress-induced ceramide and cell death. This connection is supported by the finding that a (dihydro)ceramide synthase inhibitor, australifungin, renders cells resistant to death from these stresses. The OS-2 mitogen-activated protein kinase, homologous to mammalian p38, may be involved in the cell death signaling pathway. Strains lacking OS-2 survived the combined stresses better than the wild type, and phosphorylated OS-2 increased in wild-type cells in response to heat shock and combined heat and carbon stress.

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Structure determination of sphingolipids by mass spectrometry

Cited by 88 publications

References 104 publications

Advances on the compositional analysis of glycosphingolipids combining thin-layer chromatography with mass spectrometry

Advances on the compositional analysis of glycosphingolipids combining thin-layer chromatography with mass spectrometry

Gangliosides as a potential new class of stem cell markers: the case of GD1a in human bone marrow mesenchymal stem cells

Stress-Induced Cell Death Is Mediated by Ceramide Synthesis in Neurospora crassa

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