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1

Gadgil, P., and J. S. Smith. "Mutagenicity and Acute Toxicity Evaluation of 2-Dodecylcyclobutanone." Journal of Food Science 69, no. 9 (2006): C713—C716. http://dx.doi.org/10.1111/j.1365-2621.2004.tb09921.x.

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2

Sommers, Christopher H. "2-Dodecylcyclobutanone Does Not Induce Mutations in theEscherichia coliTryptophan Reverse Mutation Assay." Journal of Agricultural and Food Chemistry 51, no. 21 (2003): 6367–70. http://dx.doi.org/10.1021/jf030348o.

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3

Hijaz, Faraj, Tej B. Shrestha, Stefan H. Bossman, Faris Hussain, and J. Scott Smith. "In Vitro and In Vivo Metabolism of the Radiolytic Compound 2-Dodecylcyclobutanone." Journal of Food Science 75, no. 4 (2010): T72—T80. http://dx.doi.org/10.1111/j.1750-3841.2010.01600.x.

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4

Song, Beom-Seok, Yona Kim, Yeung Bae Jin, et al. "Toxicological evaluation of 2-dodecylcyclobutanone, a unique radiolytic compound of palmitic acid." Food and Chemical Toxicology 121 (November 2018): 639–47. http://dx.doi.org/10.1016/j.fct.2018.09.059.

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5

Gadgil, P., and J. Scott Smith. "Formation and safety of 2-dodecylcyclobutanone, a unique radiolytic product in irradiated beef." Kansas Agricultural Experiment Station Research Reports, no. 1 (January 1, 2007): 119–21. http://dx.doi.org/10.4148/2378-5977.1545.

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6

VICTORIA, A., J. CRONE, JOHN T. G. HAMILTON, and M. HILARY STEVENSON. "Detection of 2-dodecylcyclobutanone in radiation-sterilized chicken meat stored for several years." International Journal of Food Science & Technology 27, no. 6 (2007): 691–96. http://dx.doi.org/10.1111/j.1365-2621.1992.tb01239.x.

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7

Gadgil, Priyadarshini, and J. Scott Smith. "Metabolism by Rats of 2-Dodecylcyclobutanone, a Radiolytic Compound Present in Irradiated Beef." Journal of Agricultural and Food Chemistry 54, no. 13 (2006): 4896–900. http://dx.doi.org/10.1021/jf060840i.

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8

Gadgil, Priyadarshini, J. Scott Smith, Kathleen A. Hachmeister, and Donald H. Kropf. "Evaluation of 2-Dodecylcyclobutanone as an Irradiation Dose Indicator in Fresh Irradiated Ground Beef." Journal of Agricultural and Food Chemistry 53, no. 6 (2005): 1890–93. http://dx.doi.org/10.1021/jf048641r.

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9

Delincée, Henry, and Beatrice-Louise Pool-Zobel. "Genotoxic properties of 2-dodecylcyclobutanone, a compound formed on irradiation of food containing fat." Radiation Physics and Chemistry 52, no. 1-6 (1998): 39–42. http://dx.doi.org/10.1016/s0969-806x(98)00070-x.

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10

Boyd, Derek R., Anne V. J. Crone, John T. G. Hamilton, Mark V. Hand, Mary H. Stevenson, and Paul J. Stevenson. "Synthesis, characterization, and potential use of 2-dodecylcyclobutanone as a marker for irradiated chicken." Journal of Agricultural and Food Chemistry 39, no. 4 (1991): 789–92. http://dx.doi.org/10.1021/jf00004a035.

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11

Stevenson, M. H., A. V. J. Crone, J. T. G. Hamilton, and C. H. McMurray. "The use of 2-dodecylcyclobutanone for the identification of irradiated chicken meat and eggs." Radiation Physics and Chemistry 42, no. 1-3 (1993): 363–66. http://dx.doi.org/10.1016/0969-806x(93)90267-x.

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12

Taghvaei, Mostafa, Christopher Sommers, Olgica Ceric, Faris Hussain, Umut Yucel, and J. Scott Smith. "Solid‐phase micro extraction of food irradiation marker 2‐dodecylcyclobutanone (2‐DCB) from chicken jerky treated with glycerol." Journal of Food Science 85, no. 8 (2020): 2608–14. http://dx.doi.org/10.1111/1750-3841.15322.

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13

Horvatovich, Peter, Michel Miesch, Claude Hasselmann, and Eric Marchioni. "Supercritical fluid extraction for the detection of 2-dodecylcyclobutanone in low dose irradiated plant foods." Journal of Chromatography A 968, no. 1-2 (2002): 251–55. http://dx.doi.org/10.1016/s0021-9673(02)00822-1.

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14

Blanch, Gracia Patricia, María del Mar Caja, Gema Flores, and María Luisa Ruiz del Castillo. "Identification of 2-dodecylcyclobutanone and linear-alkanes as irradiation markers in sliced dry-cured ham." Food Chemistry 113, no. 2 (2009): 616–20. http://dx.doi.org/10.1016/j.foodchem.2008.07.046.

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15

ZHAO, Yue-Liang, Feng WANG, Hong-Jie ZHOU, et al. "Determination of 2-Dodecylcyclobutanone in Irradiated Beef by Direct Solvent Extraction and Gas Chromatography-Mass Spectrometry." CHINESE JOURNAL OF ANALYTICAL CHEMISTRY (CHINESE VERSION) 40, no. 12 (2013): 1919–23. http://dx.doi.org/10.3724/sp.j.1096.2012.20428.

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16

Yamakage, Kohji, Hajime Sui, Ryo Ohta, et al. "Genotoxic potential and in vitro tumour-promoting potential of 2-dodecylcyclobutanone and 2-tetradecylcyclobutanone, two radiolytic products of fatty acids." Mutation Research/Genetic Toxicology and Environmental Mutagenesis 770 (August 2014): 95–104. http://dx.doi.org/10.1016/j.mrgentox.2014.04.021.

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17

SOMMERS, CHRISTOPHER H., and ROBERT H. SCHIESTL. "2-Dodecylcyclobutanone Does Not Induce Mutations in the Salmonella Mutagenicity Test or Intrachromosomal Recombination in Saccharomyces cerevisiae†." Journal of Food Protection 67, no. 6 (2004): 1293–98. http://dx.doi.org/10.4315/0362-028x-67.6.1293.

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Treatment of foods, such as red meat and poultry, that contain palmitic acid with ionizing radiation leads to the formation of 2-dodecylcyclobutanone (2-DCB), a compound found only in irradiated foods. In this study, the Salmonella mutagenicity test and the yeast DEL assay were used to evaluate the genotoxic potential of 2-DCB. Salmonella Typhimurium tester strains TA98, TA100, TA1535, and TA1537 were exposed to 0, 0.125, 0.25, 0.5, and 1 mg per well of 2-DCB, with and without exogenous metabolic activation (5% S9 fraction), using the microtiter plate–based Miniscreen version of the test. 2-DC
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18

Hijaz, Faraj M., and J. Scott Smith. "Levels of 2-Dodecylcyclobutanone in Ground Beef Patties Irradiated by Low-Energy X-Ray and Gamma Rays." Journal of Food Science 75, no. 9 (2010): T156—T160. http://dx.doi.org/10.1111/j.1750-3841.2010.01869.x.

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19

Sommers, Christopher H. "Induction of Micronuclei in Human TK6 Lymphoblasts by 2-Dodecylcyclobutanone, a Unique Radiolytic Product of Palmitic Acid." Journal of Food Science 71, no. 5 (2006): C281—C284. http://dx.doi.org/10.1111/j.1750-3841.2006.00032.x.

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20

Zhao, Yueliang, Feng Wang, Weiming Li, An Li, and Yiming Ha. "2-Dodecylcyclobutanone as an irradiation dose indicator to identify and estimate original dose in irradiated ground beef." European Food Research and Technology 235, no. 5 (2012): 901–6. http://dx.doi.org/10.1007/s00217-012-1818-4.

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21

Tewfik, I. "Inter-laboratory Trial to Validate the Direct Solvent Extraction Method for the Identification of 2-dodecylcyclobutanone in Irradiated Chicken and Whole Liquid Egg." Food Science and Technology International 14, no. 3 (2008): 277–83. http://dx.doi.org/10.1177/1082013208095689.

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The main objective of this interlaboratory trial was to assess the qualitative performance of new rapid direct solvent extraction (DSE) method as potential detection method to differentiate between irradiated and unirradiated food samples. The trial was designed and carried out between four European laboratories that agreed to use 2-dodecylcyclobutanone (DCB) as radiolytic marker to detect irradiated minced chicken and liquid whole egg. Chicken samples were irradiated at 3 and 7 kGys while egg samples were irradiated at 3 and 6 kGys. Every laboratory had received 12-blind coded `unknown' and 4
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22

Zhao, Yueliang, Yiming Ha, Jiachang Yue, and Feng Wang. "Development of a novel biosensor based on F0F1-ATPase for the detection of 2-dodecylcyclobutanone in irradiated beef." Food Chemistry 188 (December 2015): 320–24. http://dx.doi.org/10.1016/j.foodchem.2015.04.142.

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23

Crone, Anne V. J., John T. G. Hamilton, and Mary H. Stevenson. "Effect of storage and cooking on the dose response of 2-dodecylcyclobutanone, a potential marker for irradiated chicken." Journal of the Science of Food and Agriculture 58, no. 2 (1992): 249–52. http://dx.doi.org/10.1002/jsfa.2740580213.

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24

Sin, Della Wai-mei, Yiu-chung Wong, and Michael Wai-yin Yao. "Application of pentafluorophenyl hydrazine on detecting 2-dodecylcyclobutanone and 2-tetradecylcyclobutanone in irradiated chicken, pork and mangoes by gas chromatography-mass spectrometry." European Food Research and Technology 222, no. 5-6 (2005): 674–80. http://dx.doi.org/10.1007/s00217-005-0188-6.

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25

Sommers, Christopher H., and William J. Mackay. "DNA Damage-Inducible Gene Expression and Formation of 5-Fluorouracil-Resistant Mutants in Escherichia coli Exposed to 2-Dodecylcyclobutanone." Journal of Food Science 70, no. 4 (2006): C254—C257. http://dx.doi.org/10.1111/j.1365-2621.2005.tb07169.x.

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26

Hijaz, Faraj, Amit Kumar, and J. Scott Smith. "A Rapid Direct Solvent Extraction Method for the Extraction of 2-Dodecylcyclobutanone from Irradiated Ground Beef Patties Using Acetonitrile." Journal of Food Science 75, no. 6 (2010): T118—T122. http://dx.doi.org/10.1111/j.1750-3841.2010.01706.x.

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27

Driffield, M., D. Speck, A. S. Lloyd, et al. "Methods of analysis for 2-dodecylcyclobutanone and studies to support its role as a unique marker of food irradiation." Food Chemistry 146 (March 2014): 308–13. http://dx.doi.org/10.1016/j.foodchem.2013.09.046.

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28

Yu, Da-Yong, Qing-Li Zhao, Masakazu Furuta, et al. "Molecular mechanisms of apoptosis induction by 2-dodecylcyclobutanone, a radiolytic product of palmitic acid, in human lymphoma U937 cells." Apoptosis 17, no. 6 (2012): 636–45. http://dx.doi.org/10.1007/s10495-012-0698-1.

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29

MARTÍNEZ, R. M., C. BARBA, M. M. CALVO, G. SANTA-MARÍA, and M. HERRAIZ. "Rapid Recognition of Irradiated Dry-Cured Ham by On-Line Coupling of Reversed-Phase Liquid Chromatography with Gas Chromatography and Mass Spectrometry." Journal of Food Protection 74, no. 6 (2011): 960–66. http://dx.doi.org/10.4315/0362-028x.jfp-10-337.

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The use of on-line coupling of reversed-phase liquid chromatography and gas chromatography (RPLC-GC) with the through oven transfer adsorption desorption (TOTAD) interface and mass spectrometry (MS) was proposed for testing different types of commercial Spanish dry-cured ham for irradiation treatment at various doses (0, 1.5, 2, and 4 kGy). The qualitative analysis of radiation-specific compounds (e.g., n-pentadecane, 1-hexadecene, 1,7-hexadecadiene, n-heptadecane, 8-heptadecene, and 2-dodecylcyclobutanone) can be simultaneously established in a single run with samples that have or have not be
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30

KIM, JUN-HYOUNG, HYE-YOUNG SEO, and KYONG-SU KIM. "Analysis of Radiolytic Products of Lipid in Irradiated Dried Squids (Todarodes pacificus)." Journal of Food Protection 67, no. 8 (2004): 1731–35. http://dx.doi.org/10.4315/0362-028x-67.8.1731.

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The lipid portion of dried squids (Todarodes pacificus) was extracted, and its hydrocarbons and 2-alkylcyclobutanones were separated using a florisil column. Both compounds were identified by gas chromatography and mass spectrometry and used to investigate the production of radiation-induced hydrocarbons and 2-alkylcyclobutanones. Concentrations of the hydro-carbons and 2-alkylcyclobutanones increased linearly with the radiation dosage. The major hydrocarbons in the irradiated dried squids were pentadecane and 1-tetradecene, which originated from palmitic acid. The amount of pentadecane was th
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31

Tewfik, I., and S. Tewfik. "Would it Still be Possible to Identify Irradiated Lipid-containing Foods Towards the End of their Shelf-life?" Food Science and Technology International 14, no. 6 (2008): 519–24. http://dx.doi.org/10.1177/1082013208100465.

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The current British and European Standard (BS EN1785: 2003) for the identification of gamma irradiated foods is based on the isolation and detection of a group of lipid derived 2-alkylcyclobutanone compounds that are formed following irradiation. The 2-alkylcyclobutanones (2-dodecylcyclobutanone {DCB}, and 2-tetradecylcyclobutanone {TCB}) have been validated as radiolytic markers in the routine chemical identification of irradiated foods. This study was carried out with the view to answering a key question in relation to the fate of irradiated foods post irradiation and during storage; would i
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32

Knoll, Nadine, Anja Weise, Uwe Claussen, et al. "2-Dodecylcyclobutanone, a radiolytic product of palmitic acid, is genotoxic in primary human colon cells and in cells from preneoplastic lesions." Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis 594, no. 1-2 (2006): 10–19. http://dx.doi.org/10.1016/j.mrfmmm.2005.07.015.

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33

Zhao, Yueliang, Feng Wang, Weiming Li, and Yiming Ha. "Development of a Competitive Indirect Enzyme-Linked Immunosorbent Assay Based on Monoclonal Antibodies for the Detection of 2-Dodecylcyclobutanone in Irradiated Beef." Journal of Agricultural and Food Chemistry 61, no. 32 (2013): 7749–53. http://dx.doi.org/10.1021/jf401976e.

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34

Stewart, Eileen M., W. Colin McRoberts, John T. G. Hamilton, and William D. Graham. "Isolation of Lipid and 2-Alkylcyclobutanones from Irradiated Foods by Supercritical Fluid Extraction." Journal of AOAC INTERNATIONAL 84, no. 3 (2001): 976–86. http://dx.doi.org/10.1093/jaoac/84.3.976.

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Abstract The 2-alkylcyclobutanone method was adopted as a European Standard (EN1785) and MAFF Validated Method (MAFF V37) in 1996 for the detection of irradiated food containing fat. As the method requires a relatively long period (ca 2 days) of time for extraction of the 2-alkylcyclobutanones from a foodstuff, a means was sought to increase the speed at which these irradiation markers could be isolated while at the same time decreasing the amount of organic solvents required. Thus, the technique of supercritical fluid extraction (SFE) was investigated. Results showed that SFE can be used for
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35

Soncin, Silvia, Sara Panseri, Michele Rusconi, Mario Mariani, Luca Maria Chiesa, and Pier Antonio Biondi. "Improved determination of 2-dodecylcyclobutanone in irradiated ground beef patties by gas-chromatography–mass-spectrometry (GC/MS) coupled with solid-phase microextraction (SPME) technique." Food Chemistry 134, no. 1 (2012): 440–44. http://dx.doi.org/10.1016/j.foodchem.2012.02.089.

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36

Chan, Wan, Yuran Ye та Elvis M. K. Leung. "Rapid identification of γ-irradiated food by direct solvent extraction and liquid chromatography–tandem mass spectrometric analysis of 2-dodecylcyclobutanone: Application in surveillance of irradiated food". Food Chemistry 161 (жовтень 2014): 312–16. http://dx.doi.org/10.1016/j.foodchem.2014.04.034.

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37

Stolz, Peter, Gesine Mandt, Jenifer Wohlers, Peter Stolz, Roya Bornhütter, and Uwe Geier. "Detection of 2-Dodecylcyclobutanone in Low-Dose Irradiated (0.5 Gy) Goose Fat by Triple-Quad GC-MS/MS." Journal of Food Nutrition and Metabolism, June 10, 2020, 1–5. http://dx.doi.org/10.31487/j.jfnm.2020.02.01.

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Aim of this work was the development of a sensitive procedure to detect low-dose irradiation in the scale of 0.5 Gy to 20 Gy in goose fat by detection of 2-dodecylcyclobutanone (2-DCB). The general procedure to detect 2-alkylcyclobutanone (2-ACB) according to EN 1785 was optimized by using acetonitrile for extraction of 2-DCB from the lipid fraction before clean-up with silica gel. Gas chromatographic separation was realized by a 15 m TG-5 HT column, and detection was done by using a triple-quad tandem-mass spectrometer in SRM-mode. At the irradiation level of 2 Gy, the optimized procedure sho
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38

Zianni, Rosalia, A. Mentana, Maria Campaniello, et al. "An investigation using a validated method based on HS-SPME-GC-MS detection for the determination of 2-dodecylcyclobutanone and 2-tetradecylcyclobutanone in X-ray irradiated dairy products." LWT, September 2021, 112466. http://dx.doi.org/10.1016/j.lwt.2021.112466.

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39

Barbezan, Angélica Bueno. "FLOW CYTOMETRY BASED MICRONUCLEUS ASSAY FOR EVALUATION OF GENOTOXIC POTENTIAL OF 2-ACBs IN HEPATIC CELLS HepG2." Brazilian Journal of Radiation Sciences 7, no. 2A (2019). http://dx.doi.org/10.15392/bjrs.v7i2a.684.

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Food irradiation is approved for use in more than 60 countries for applications and purposes in a wide variety of foods, being an effective and safe method for preservation and long-term storage. 2-Alkylcyclobutanones (2-ACBs) are the only known radiolytic products generated from foods that contain fatty acids (Triglycerides) when irradiated. The acids analyzed in this study are palmitic and stearic, which when irradiated form 2-Dodecylcyclobutanones (2-dDCB) and 2-Tetradecylcyclobutanone (2-tDCB). Part of the 2-ACBs ingested is excreted through feces and part is deposited in adipose tissues.
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