Validation of a gas chromatography–mass spectrometry method for the analysis of sterol oxidation products in serum

Menéndez-Carreño, María; García-Herreros, Cecilia; Astiasarán, Icíar; Ansorena, Diana

doi:10.1016/j.jchromb.2008.01.036

Cited by 57 publications

(38 citation statements)

References 41 publications

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“…β-epoxysitostanol and sitostanetriol were the most abundant, while campestanetriol, α-epoxysitostanol, 7-ketositosterol and 7β-hydroxysitosterol concentrations were lower. Menéndez-Carreño et al (2008a) found 7α-hydroxysitosterol (47.3 ng/mL) and 7β-hydroxysitosterol (49.0 ng/mL) in the serum of healthy volunteers.…”

Section: Introductionmentioning

confidence: 91%

Oxysterols: A world to explore

Otaegui-Arrazola

Menéndez-Carreño

Ansorena

et al. 2010

Food and Chemical Toxicology

202

185

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Oxysterols (oxidized derivatives of cholesterol an phytosterols) can be generated in the human organism through different oxidation processes, some requiring enzymes.Furthermore, oxysterols are also present in food due to lipid oxidation reactions caused by heating treatments, contact with oxygen, exposure to sunlight, etc., and they could be absorbed from the diet, at different rates depending on their side chain lenght.In the organism, oxysterols can follow different routes: secreted into the intestinal lumen, esterified and distributed by lipoproteins to different tissues or degraded, maily in the liver. Cholesterol oxidation products (COPs) have shown citotoxicity, apoptotic and pro-inflammatory effects and they have also been linked with chronic diseases including atherosclerotic and neurodegenerative processess. In the case of phytosterols oxidation products (POPs), the evidences for toxic effects need more research. Nevertheless, current knowledge suggest their relation to cytotoxic and proapoptotic effects, although at higher concentrations than COPs.Recently, new beneficial biological activities of oxysterols are being under research. Whereas COPs are associated with cholesterol homeostasis mediated by different mechanisms, the implication of POPs is not clear yet.Available literature on sources of oxysterols in the organism, metabolism, toxicity and potential benefitial effects of these compounds are reviewed in this paper.2

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Section: Introductionmentioning

confidence: 91%

Oxysterols: A world to explore

Otaegui-Arrazola

Menéndez-Carreño

Ansorena

et al. 2010

Food and Chemical Toxicology

202

185

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“…The sample solutions of cholesterol and stigmasterol oxidation products were derivatized to trimethylsilyl (TMS) ethers. Their chromatographic analysis, identification and quantification were performed according to the validated method of Menéndez-Carreño et al [25]. Calibration curves of COPs were also used to quantify StOPs, as it has been demonstrated that the response factor obtained for cholesterol oxidation products are also valid for quantitative work regarding phytosterol oxidation products [26].…”

Section: Sterol Oxidation Products Determinationmentioning

confidence: 99%

Cholesterol and stigmasterol within a sunflower oil matrix: Thermal degradation and oxysterols formation

et al. 2015

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The characteristics of the lipid matrix surrounding sterols exert a great influence in their thermal oxidation process. The objective of this work was to assess the oxidation susceptibility of equal amounts of cholesterol and stigmasterol within a sunflower oil lipid matrix (ratio 1:1:200) during heating (180 ºC, 0 to 180 min). Remaining percentage of sterols was determined and seven sterol oxidation products (SOPs) were analyzed for each type of sterol along the heating treatment. Evolution of the fatty acid profile and vitamin E content of the oil was also studied. Overall oxidation status of the model system was assessed by means of Peroxide Value (PV) and TBARS. PV remained constant from 30 min onwards and TBARS continued increasing along the whole heating treatment.Degradation of both cholesterol and stigmasterol fitted a first order curve (R 2 = 0.937 and 0.883, respectively), with very similar degradation constants (0.004 min -1 and 0.005 min -1 , respectively). However, higher concentrations of oxidation products were found from cholesterol (79 µg/mg) than from stigmasterol (53 µg/mg) at the end of the heating treatment. Profile of individual oxidation products was similar for both sterols, except for the fact that no 25-hydroxystigmasterol was detected. 7α-hydroxy and 7-ketoderivatives were the most abundant SOPs at the end of the treatment. PUFA and vitamin E suffered a significant degradation along the process, which was correlated to sterols oxidation.

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“…To date, quantifi cation of oxysterols in biological samples has been accomplished principally using GC-MS methods (14)(15)(16)(17)(18). Although this technique provides sensitive detection of oxysterols in complex mixtures, GC-MSbased methods are hampered by labor-intensive sample preparation and extraction procedures and by requirement for relatively large plasma volumes.…”

Section: Lc-ms/ms Analysismentioning

confidence: 99%

A sensitive and specific LC-MS/MS method for rapid diagnosis of Niemann-Pick C1 disease from human plasma

Jiang

Sidhu

Porter

et al. 2011

Journal of Lipid Research

233

186

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Supplementary key words cholesterol • diagnostic tools • liquid chromatography/tandem mass spectrometry • Niemann-Pick disease • oxysterols • neurodegenerationNiemann-Pick type C (NPC) disease is a rare, primarily pediatric disorder characterized by accumulation of cholesterol and other lipids in the viscera and central nervous system. Approximately 95% of NPC cases are caused by mutations of the NPC1 gene, whereas the remaining 5% are caused by mutations in the NPC2 gene ( 1, 2 ). Affected individuals typically present in early childhood with ataxia and progressive impairment of motor and intellectual function and usually die in adolescence. There are currently no FDA-approved therapies for this progressively fatal neurodegenerative disorder. However, a recent controlled study and a series of case reports suggests effi cacy for miglustat ( 3 ), an inhibitor of glycosphingolipid biosynthesis that is now licensed for use as a disease modifying therapy in multiple countries, including the European Union, Russia, Brazil, Australia, Canada, and Taiwan.Abstract Niemann-Pick type C1 (NPC1) disease is a rare, progressively fatal neurodegenerative disease for which there are no FDA-approved therapies. A major barrier to developing new therapies for this disorder has been the lack of a sensitive and noninvasive diagnostic test. Recently, we demonstrated that two cholesterol oxidation products, specifi cally cholestane-3 ␤ ,5 ␣ ,6 ␤ -triol (3 ␤ ,5 ␣ ,6 ␤ -triol) and 7-ketocholesterol (7-KC), were markedly increased in the plasma of human NPC1 subjects, suggesting a role for these oxysterols in diagnosis of NPC1 disease and evaluation of therapeutics in clinical trials. In the present study, we describe the development of a sensitive and specifi c LC-MS/ MS method for quantifying 3 ␤ ,5 ␣ ,6 ␤ -triol and 7-KC human plasma after derivatization with N,N-dimethylglycine. We show that dimethylglycine derivatization successfully enhanced the ionization and fragmentation of 3 ␤ ,5 ␣ ,6 ␤ -triol and 7-KC for mass spectrometric detection of the oxysterol species in human plasma. The oxysterol dimethylglycinates were resolved with high sensitivity and selectivity, and enabled accurate quantifi cation of 3 ␤ ,5 ␣ ,6 ␤ -triol and 7-KC concentrations in human plasma. The LC-MS/MS assay was able to discriminate with high sensitivity and specifi city between control and NPC1 subjects, and offers for the fi rst time a noninvasive, rapid, and highly sensitive method for diagnosis of NPC1

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Validation of a gas chromatography–mass spectrometry method for the analysis of sterol oxidation products in serum

Cited by 57 publications

References 41 publications

Oxysterols: A world to explore

Oxysterols: A world to explore

Cholesterol and stigmasterol within a sunflower oil matrix: Thermal degradation and oxysterols formation

A sensitive and specific LC-MS/MS method for rapid diagnosis of Niemann-Pick C1 disease from human plasma

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