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Formation of formaldehyde and malonaldehyde by photooxidation of squalene

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Lipids

A Corrections to this article was published on 01 October 1993

Abstract

Formaldehyde and malonaldehyde were identified upon exposure of squalene to ultraviolet (UV) irradiation at 300 nm. Formaldehyde was derivatized by reaction with cysteamine to form thiazolidine; malonaldehyde was derivatized by reaction withN-methylhdyrazine to produceN-methylpyrazole. The derivatives were subsequently analyzed with a gas chromatography equipped with a fused silica capillary column and a nitrogen/phosphorus detector. The levels of formaldehyde and malonaldehyde produced increased with irradiation time. The amount of formaldehyde produced reached a maximum of 3.40 nmol/mg squalene after 7 hr irradiation; the maximum amount of malonaldehyde generated, 0.92 nmol/mg, was found after 5 hr of irradiation. Prior to this study, formaldehyde had not been reported as a photoproduct of squalene. Acetaldehyde and acetone were also detected in the irradiated squalen,, which may be formedvia a 6-methyl-5-hepten-2-one intermediate. 6-Methyl-5-hepten-2-one can also undergo breakdown to form malonaldehyde.

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Abbreviations

GC/MS:

gas chromatography/mass spectrometry

MA:

malonaldehyde

6-MHO:

6-methyl-5-hepten-2-one

NPD:

nitrogen/phosphorus detector

SDS:

sodium dodecyl sulfate

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Authors and Affiliations

  1. Department of Environmental Toxicology, University of California, 95616, Davis, California

    H. C. H. Yeo & T. Shibamoto

Authors
  1. H. C. H. Yeo
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  2. T. Shibamoto
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Additional information

An erratum to this article is available at http://dx.doi.org/10.1007/BF02537511.

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Yeo, H.C.H., Shibamoto, T. Formation of formaldehyde and malonaldehyde by photooxidation of squalene. Lipids 27, 50–53 (1992). https://doi.org/10.1007/BF02537059

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  • DOI: https://doi.org/10.1007/BF02537059

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