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Synthesis, characterisation and use of 2-tetradecylcyclobutanone together with other cyclobutanones as markers for irradiated liquid whole egg

✍ Scribed by Anne V J Crone; Mark V Hand; John T G Hamilton; Narain D Sharma; Derek R Boyd; Mary H Stevenson


Book ID
102925203
Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
609 KB
Volume
62
Category
Article
ISSN
0022-5142

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✦ Synopsis


Abstract

The synthesis and characterisation of 2‐tetradecylcyclobutanone (TCB) is described. Both 2‐dodecykyclobutanone and TCB were shown to be present in liquid whole egg irradiated at doses of 2.5 and 10.0 kGy. These compounds were absent from the unirradiated pasteurised samples. Using gas chromatography and infrared spectroscopy, there was also evidence for the presence in irradiated egg of 2‐tetradeccnyl‐ and 2‐tetradecadienylyclobutanone which are formed from oleic and linoleic acids, respectively. Authentic standards for these unsaturated cyclobutanones were not available commercially but the presence of 2‐tetra‐decenylcyclobutanone was substantiated by hydrogenating the egg extracts so converting this unsaturated cyclobutanone to TCB. Saturated and unsaturated cyclobutanones appear to be specific products of irradiation and are potential markers for detection of irradiated liquid egg and probably other fat‐containing foods.


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