Profiling of 3-hydroxy fatty acids as environmental markers of endotoxin using liquid chromatography coupled to tandem mass spectrometry

Uhlig, Silvio; Negård, Mariell; Heldal, Kari Kulvik; Straumfors, Anne; Madsø, Lene; Bakke, Berit; Eduard, Wijnand

doi:10.1016/j.chroma.2016.01.038

Cited by 20 publications

(23 citation statements)

References 31 publications

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“…study in which the concentration of the two fatty acids was measured in air samples collected in different workplaces in order to verify if the chemical approach can be used for the assessment of the environmental contamination from endotoxins and/or Gramnegative bacteria[17]. Our results are in line with those reported by Mishra RK et al[18], whose indicate β-hydroxy myristic acid (3-OH C 14 ) as a chemical marker to detect endotoxins in dialysis water and also with those recently reported by Uhlig et al[19]. The authors report that fatty acid chain lengths of 14 carbon atoms (i.e., 3-hydroxytetradecanoic acid), is the dominating congener and they highlight a correlation between endotoxin activity measured by the LAL assay and the sum of 3-hydroxydecanoic, 3-hydroxydodecanoic and 3-hydroxytetradecanoic acids in drilling mud recycling plants.…”

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confidence: 89%

Endotoxin Analysis: Correlation Between Biological and Chemical Methods

Kong¹,

Chiominto²,

Marcelloni³

et al. 2019

BJSTR

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Assessment of occupational exposure to airborne endotoxins was studied for several years but still different procedures are used for sampling and analysis. Among analytical methods LAL test is the most used. A different approach is represented by chemical analyses, based on the detection of the β-hydroxy fatty acids, as markers of lipopolysaccharide (LPS). In this study an analytical method using HPLC-MS/MS was applied to quantify the content of β-hydroxy-dodecanoic (3-OH C 12 ) and β-hydroxytetradecanoic (3-OH C 14 ) acids in thirteen Gram-negative bacterial strains. In order to compare biological and chemical results cell suspensions were analyzed also by Kinetic Chromogenic LAL test. The results obtained by HPLC-MS/MS show that three samples did not contain 3-OH C 12 at all, while 3-OH C 14 was measured in a concentration range from 11.1 to 4007.5µg/L. Endotoxin concentration measured by LAL assay was in the range of 10 2 -10 3 µg/L. Pearson's test showed that the sum of fatty acids by HPLC-MS/MS correlates positively with the LAL Test (r= 0.79) confirming that it can be considered a reliable marker of endotoxin contamination. Principal Component Analysis (PCA) confirms above results and provides additional information grouping microorganisms related with each other on the basis of their biochemical features, habitat and disease spectra.

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supporting

confidence: 89%

Endotoxin Analysis: Correlation Between Biological and Chemical Methods

Kong¹,

Chiominto²,

Marcelloni³

et al. 2019

BJSTR

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“…The determination of 3-hydroxy fatty acids in plasma or tissue cultures provides diagnostic information regarding medium/short-chain mitochondrial L-3 hydroxyacyl coenzyme A dehydrogenases (M/SCHAD) deficiency [5]. Recently, a method for the quantitative profiling of 3-hydroxy fatty acids as environmental markers of endotoxin in occupational and environmental samples has been developed, using liquid chromatography coupled to tandem mass spectrometry [6].…”

Section: Introductionmentioning

confidence: 99%

Enantioselective Organocatalysis-Based Synthesis of 3-Hydroxy Fatty Acids and Fatty γ-Lactones

et al. 2019

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3-Hydroxy fatty acids have attracted the interest of researchers, since some of them may interact with free fatty acid receptors more effectively than their non-hydroxylated counterparts and their determination in plasma provides diagnostic information regarding mitochondrial deficiency. We present here the development of a convenient and general methodology for the asymmetric synthesis of 3-hydroxy fatty acids. The enantioselective organocatalytic synthesis of terminal epoxides, starting from long chain aldehydes, is the key-step of our methodology, followed by ring opening with vinylmagnesium bromide. Ozonolysis and subsequent oxidation leads to the target products. MacMillan’s third generation imidazolidinone organocatalyst has been employed for the epoxide formation, ensuring products in high enantiomeric purity. Furthermore, a route for the incorporation of deuterium on the carbon atom carrying the hydroxy group was developed allowing the synthesis of deuterated derivatives, which may be useful in biological studies and in mass spectrometry studies. In addition, the synthesis of fatty γ-lactones, corresponding to 4-hydroxy fatty acids, was also explored.

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“…The results obtained by the direct Py–GC–MS analyses were validated with the conventional derivatization technique based on mild acid hydrolysis. 7 The hydrolysis severs the lipid A moiety from the polysaccharide components. The lipid A portion was injected into GC–MS for analysis.…”

Section: Resultsmentioning

confidence: 99%

Rapid and Sensitive Direct Detection of Endotoxins by Pyrolysis–Gas Chromatography–Mass Spectrometry

et al. 2021

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The capability of pyrolysis–gas chromatography–mass spectrometry (Py–GC–MS) for the direct analysis of endotoxins is demonstrated in this research article using the lipopolysaccharides of Pseudomonas aeruginosa 10. Analytical methods based on evolved gas analysis–MS, single-shot (SS) Py–GC–MS, and multishot heart cut Py–GC–MS were investigated. Among the various methods developed, the SS Py–GC–MS method shows superior potential for identifying bacterial endotoxins effectively through their biomarkers. The results obtained were validated with conventional mass spectral analysis after hydrolysis. The method was also evaluated for its robustness based on quality control criteria indicated by the U.S. EPA Method 8270D. When applied onto endotoxins of different Gram-negative bacteria, this method produced vastly distinct pyrograms. The results show that rapid and sensitive direct detection of endotoxins is possible with the Py–GC–MS method developed.

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Profiling of 3-hydroxy fatty acids as environmental markers of endotoxin using liquid chromatography coupled to tandem mass spectrometry

Cited by 20 publications

References 31 publications

Endotoxin Analysis: Correlation Between Biological and Chemical Methods

Endotoxin Analysis: Correlation Between Biological and Chemical Methods

Enantioselective Organocatalysis-Based Synthesis of 3-Hydroxy Fatty Acids and Fatty γ-Lactones

Rapid and Sensitive Direct Detection of Endotoxins by Pyrolysis–Gas Chromatography–Mass Spectrometry

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