Studying the fragmentation mechanism of selected components present in crude oil by collision‐induced dissociation mass spectrometry

Vetere, Alessandro; Alachraf, M. Wasim; Panda, Saroj K.; Andersson, Jan T.; Schräder, Wolfgang

doi:10.1002/rcm.8280

Cited by 17 publications

(13 citation statements)

References 41 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Because the low concentration of this compound did not allow us to obtain sufficient purified material for structural NMR analysis, we chemically synthesized the assumed structure in an and -anomeric form. This allowed us to reveal the differential behavior of these compounds in hydrophilic interaction chromatography (HILIC) and MS collision-induced dissociation (CID) similar to previously described differential CID-fragmentation patterns (7,(25)(26)(27)(28). By that, we subsequently confirmed the mouse intestinal tract-derived compound as GalCer(d18:0/h16:0) 2 containing C18-sphinganine and a -hydroxylated palmitic acid.…”

supporting

confidence: 68%

Bacterial immunogenic α-galactosylceramide identified in the murine large intestine: dependency on diet and inflammation

Gerichten¹,

Lamprecht²,

Opálka³

et al. 2019

Journal of Lipid Research

View full text Add to dashboard Cite

Supplementary key words glycolipids • sphingolipids • mass spectrometry • immunology • bacteria • invariant natural killer T cells • Western diet • experimental colitis • influenza A virus • cluster of differentiation 1d Besides recognition of classical major histocompatibility complex class I or II molecules presenting oligopeptides by T lymphocytes, a wide variety of nonclassical nearly monomorphic major histocompatibility complex molecules, including CD1, may be recognized by  and  T cells as Abstract The glycosphingolipid, -galactosylceramide (GalCer), when presented by CD1d on antigen-presenting cells, efficiently activates invariant natural killer T (iNKT) cells. Thereby, it modulates immune responses against tumors, microbial and viral infections, and autoimmune diseases. Recently, the production of GalCer by Bacteroidetes from the human gut microbiome was elucidated. Using hydrophilic interaction chromatography coupled to MS 2 , we screened murine intestinal tracts to identify and quantify GalCers, and we investigated the GalCer response to different dietary and physiologic conditions. In both the cecum and the colon of mice, we found 1-15 pmol of GalCer per milligram of protein; in contrast, mice lacking microbiota (germ-free mice) and fed identical diet did not harbor GalCer. The identified GalCer contained a (R)-hydroxylated hexadecanoyl chain N-linked to C18-sphinganine, which differed from what has been reported with Bacteroides fragilis. Unlike -anomeric structures, but similar to GalCers from B. fragilis, the synthetic form of the murine GalCer induced iNKT cell activation in vitro. Last, we observed a decrease in GalCer production in mice exposed to conditions that alter the composition of the gut microbiota, including Western type diet, colitis, and influenza A virus infection. Collectively, this study suggests that GalCer is produced by commensals in the mouse intestine and reveals that stressful conditions causing dysbiosis alter its synthesis. The consequences of this altered production on iNKT cell-mediated local and systemic immune responses are worthy of future

show abstract

supporting

confidence: 68%

Bacterial immunogenic α-galactosylceramide identified in the murine large intestine: dependency on diet and inflammation

Gerichten¹,

Lamprecht²,

Opálka³

et al. 2019

Journal of Lipid Research

View full text Add to dashboard Cite

show abstract

“…However, while in MS we only detect m/z ratios, it needs to be mentioned that there is no information if the compounds found under these ionization conditions are the same compounds. Unfortunately, MS alone cannot provide any information about the different isomeric compounds while MS/MS is only useful on a limited basis when different fragments are available that reveal structural information …”

Section: Resultsmentioning

confidence: 99%

Evaluation of the combination of different atmospheric pressure ionization sources for the analysis of extremely complex mixtures

Kondyli

Schräder

2020

Rapid Comm Mass Spectrometry

Self Cite

View full text Add to dashboard Cite

Rationale Characterization of complex samples remains a challenging task due to the high number of compounds present. Matrix effects, ion discrimination and suppression are limiting factors which force the use of different methods for the same sample to gain a broad understanding of complex mixtures. Methods Various ionization techniques such as electrospray ionization (ESI), atmospheric pressure photoionization (APPI) and atmospheric pressure chemical ionization (APCI) have been used in various problems for complex mixture analysis. Especially demanding is the analysis of energy‐related hydrocarbon mixtures, such as crude oil. Here, the different ionization sources alone and in combination with each other have been used on an ultrahigh resolution Orbitrap mass spectrometer to study a light crude oil. Results Despite the great variety of the available ionization sources, there is no single technique which can fully characterize the crude oil. Each ionization technique shows a selectivity towards specific types of compounds. While ESI is the method of choice for the detection of polar compounds, APPI and APCI favor the detection of nonpolar and low‐to‐medium polar compounds, respectively. The combination of ESI/APPI favors hydrocarbons and oxygen‐containing species. Conclusions Combining different ionization methods can be used as an alternative in order to gain more information about compounds present in a complex mixture although a combination of different ion sources could enhance suppression effects.

show abstract

“…The compounds being separated according to their hydrodynamic volumes, the catalyst pore size can be adapted according to the size of metal complexes, which can be useful for hydrodemetallation and hydrodesulfurization processes [3]. The resulting elution profiles usually consist in up to three large unresolved peaks [18,19].…”

Section: Introductionmentioning

confidence: 99%

Comprehensive two-dimensional liquid chromatography with inductively coupled plasma mass spectrometry detection for the characterization of sulfur, vanadium and nickel compounds in petroleum products

Bernardin

Masle

Bessueille-Barbier

et al. 2020

Journal of Chromatography A

View full text Add to dashboard Cite

The petroleum industry is increasingly concerned with the conversion of vacuum residues as a consequence of decreased conventional crude oil availability. The compositional analysis of heavy oil products has become a key step in conversion processes, but the complexity of these oil matrices tends to increase with their boiling point. In this study, comprehensive two-dimensional liquid chromatography (LCxLC) coupled to inductively coupled mass spectrometry (ICP-MS/MS) is considered with a view to meet new requirements and to bring additional information regarding the species present in these matrices. In search for a high degree of orthogonality, two separation techniques involving two different retention mechanisms were evaluated: Size Exclusion Chromatography (SEC) and Reverse Phase Liquid Chromatography (RPLC). In SEC, the analytes are separated according to their molecular weight while according to their hydrophobicity in RPLC. The separation power of both individual separation techniques was first evaluated. Off-line and on-line LCxLC were compared on the basis of an optimization approach. It is shown that off-line SECxRPLC can provide, for the same analysis time of 150 min, a higher peak capacity (2600 vs 1700) while a similar dilution factor (close to 30) but also requires far fewer fractions to be analyzed (12 vs 2 400). Asphaltenes which constitute the heaviest fraction of crude oils (obtained from petroleum industry) were analyzed by the developed off-line SECxRPLC method. The resulting 2D-contour plots show that co-elutions could be removed leading, for the first time, to new information on high molecular weight species containing sulfur and vanadium.

show abstract

Studying the fragmentation mechanism of selected components present in crude oil by collision‐induced dissociation mass spectrometry

Cited by 17 publications

References 41 publications

Bacterial immunogenic α-galactosylceramide identified in the murine large intestine: dependency on diet and inflammation

Bacterial immunogenic α-galactosylceramide identified in the murine large intestine: dependency on diet and inflammation

Evaluation of the combination of different atmospheric pressure ionization sources for the analysis of extremely complex mixtures

Comprehensive two-dimensional liquid chromatography with inductively coupled plasma mass spectrometry detection for the characterization of sulfur, vanadium and nickel compounds in petroleum products

Contact Info

Product

Resources

About