Small hydrocarbons formed by the peroxidation of squalene.
Experiments were undertaken to determine whether peroxidized squalene forms isoprene in a manner such that peroxidation could be considered as a possible route for the formation of in vivo human breath isoprene. Small hydrocarbons derived from peroxidation of positions 1-6 of squalene were identified in the head space. The most unusual product, proposed to arise from peroxidation of carbon 1 and intramolecular cyclization, was a mixture of dimethylcyclopentadiene isomers. Sonication of an aqueous mixture or low O2 partial pressure favored isoprene formation.
Stein
R A
RA
Laboratory of Biomedical and Environmental Sciences, University of California, Los Angeles 90024.
Mead
J F
JF
D055598:Chemical Phenomena; D002621:Chemistry; D006801:Humans; D006838:Hydrocarbons; D010084:Oxidation-Reduction; D010545:Peroxides; D012119:Respiration; D013185:Squalene
D006838:Hydrocarbons; D010545:Peroxides; D013185:Squalene