Storage time and deodorization temperature influence the formation of aniline-derived compounds in denatured rapeseed oils

Méndez, Ma Victoria Ruiz; Paz, Manuel Posada de la; Abian, Joaquín; Calaf, Rosa E.; Blount, Benjamin C.; Castro-Molero, N.; Philen, Rossanne M.; Gelpí, E.

doi:10.1016/s0278-6915(00)00111-3

Cited by 33 publications

(25 citation statements)

References 6 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Subsequent experiments at the Instituto de la Grasa in Seville (29,30) expanded these findings: Heating at 300°C but not at 250°C led to the formation of PAP esters. However, PAP esters formed at 300°C were lost during processing at that temperature.…”

Section: Finding Out the Dynamics Of The "Accident"mentioning

confidence: 91%

“…Over the years, it had become obvious that anilides form spontaneously from the aniline originally added to denature the oil, when in contact with oil constituent fatty acids, with no role of any step of the refining process; and that these preformed anilides decrease very little with distillation time upon refining (29). Thus, in addition to the identification of new, more specific markers of toxicity (PAP esters), new perspectives were opened by experiments using different combinations of temperature, speed of attaining a high temperature, and pressure in the deodorization step (30). Transferring findings from lab-scale experiments to the industrial setting leaves a narrow margin for these variables to generate PAP esters.…”

Section: Finding Out the Dynamics Of The "Accident"mentioning

confidence: 99%

See 1 more Smart Citation

The Spanish Toxic Oil Syndrome 20 Years after Its Onset: A Multidisciplinary Review of Scientific Knowledge

Gelpí¹,

Паз²,

Terracini³

et al. 2002

Environ Health Perspect

View full text Add to dashboard Cite

Section: Finding Out the Dynamics Of The "Accident"mentioning

confidence: 91%

Section: Finding Out the Dynamics Of The "Accident"mentioning

confidence: 99%

The Spanish Toxic Oil Syndrome 20 Years after Its Onset: A Multidisciplinary Review of Scientific Knowledge

Gelpí¹,

Паз²,

Terracini³

et al. 2002

Environ Health Perspect

View full text Add to dashboard Cite

“…The STO has been prepared in a fashion reported previously and is believed to be similar in composition to that which caused the original outbreak of TOS (Ruiz-Mendez et al, 2001). The STO has been further enhanced with oil known to be high in fatty acid mono-esters of 3-(N-phenylamino)-1,2-propanediol, known as MPAPs.…”

Section: Methodsmentioning

confidence: 99%

“…Therefore, efforts are being made to duplicate the original conditions in refining aniline-denatured rapeseed oil in order to generate fresh samples of oil that have a composition that reflects that of the original oil. This is not only to generate new samples of case-related oil, but also to better understand the conditions that caused the production of the etiologic agent (Ruiz-Mendez et al, 2001).…”

Section: Original Researchmentioning

confidence: 99%

“…The STO has been treated in such a fashion as to attempt to duplicate conditions that may have existed during the refining of the original oil, both from the point of view of original composition and refining conditions (Ruiz-Mendez et al, 2001). This oil was also spiked with some contaminants known to have been present in the original toxic oil, specifically the MPAP esters of fatty acids.…”

Section: Original Researchmentioning

confidence: 99%

See 1 more Smart Citation

On‐Line HPLC‐UV‐mass spectrometry and tandem mass spectrometry for the rapid delineation and characterization of differences in complex mixtures: a case study using toxic oil variants

Crow

Cragun

Johnson

et al. 2002

Biomedical Chromatography

View full text Add to dashboard Cite

An integrated differential approach to the characterization of complex mixtures is presented which includes the targeting of liquid chromatography (LC) peaks for identification using characteristic UV adsorption of the LC peak, subsequent molecular weight and formula determination using accurate mass LC mass spectrometry (MS), and structure characterization using accurate mass LC-tandem mass spectrometry. The use of differential UV adsorption aids in narrowing the scope of the study to only specific peaks of interest. Accurate mass measurement of the molecular ion species provides molecular weight information as well as atomic composition information. The tandem MS (MS/MS) spectra provide fragmentation information which allows for structural characterization of each component. Accurate mass assignment of each of the fragment ions in the MS/MS spectrum provides atomic composition for each of the fragment ions and thus further aids in the structural characterization. These experiments are facilitated through the use of on-line LC-MS and LC-MS/MS with in-line UV detection. A synthetic toxic oil (STO) related to Toxic Oil Syndrome is studied with a focus on possible contaminants resulting from the interaction of aniline, used as a denaturant, with the normal components of the oil. A differential analysis between the STO and a control oil is performed. LC peaks were targeted using UV absorbance to indicate the possible presence of the aniline moiety. Further differential analysis was performed through the determination of the MS signals associated with each component separated on the LC. Finally, the MS/MS data was also used to determine if the fragmentation of the targeted components indicated the presence of aniline. The MS/MS and accurate mass data were used to assign the structures for the targeted components.

show abstract

Toxicity and Safety of Fats and Oils

Kitts

2005

Bailey's Industrial Oil and Fat Products

View full text Add to dashboard Cite

The past two decades has produced an ever increasing awareness of the role of dietary fat in the etiology of different chronic diseases (e.g. diabetes, coronary heart disease and cancer). In addition, advances in food technology methods for preserving and processing food lipids for retained nutritional and sensory appeal has coincided with increased awareness concerning the safety of dietary fats and oil sources, as they relate to both the visible and non‐visible components of the total crude lipid fraction. Increased calorie consumed from fat sources not only provides consumer exposure to natural fat and oil components (e.g. fatty acids, sterols etc.), but also derived products of oxidation and hydrogenation and the presence of natural, environmental (pollutants) or intentional (e.g. additives) xenobiotics which co‐exist, or accumulate, in the crude lipid fraction. Thus, understanding the safety of dietary fats and oils requires not only an awareness of the elements of lipid chemistry of soluble constituents in the lipid phase, but also the associated reaction conditions that may convert them to toxic products. Moreover, by predicting a risk from the combined relative toxicity and the level of exposure to the organism will enable assessment of a hazard to exposure to these chemicals. In this chapter, a number of reactive and labile fat soluble constituents are assessed for safety and potential toxicity in regard to both initiating and propagating the cascade of events that may lead to a toxic end‐point measure. Endogenous (e.g. co‐oxidation reactions) as well as exposure to exogenous (e.g. photoxidation or presence of man made pollutants) xenobiotics are analyzed in respect to the potential for inducing adverse health effects.

show abstract

Storage time and deodorization temperature influence the formation of aniline-derived compounds in denatured rapeseed oils

Cited by 33 publications

References 6 publications

The Spanish Toxic Oil Syndrome 20 Years after Its Onset: A Multidisciplinary Review of Scientific Knowledge

The Spanish Toxic Oil Syndrome 20 Years after Its Onset: A Multidisciplinary Review of Scientific Knowledge

On‐Line HPLC‐UV‐mass spectrometry and tandem mass spectrometry for the rapid delineation and characterization of differences in complex mixtures: a case study using toxic oil variants

Toxicity and Safety of Fats and Oils

Contact Info

Product

Resources

About