2-alkylcyclobutanones as irradiation dose indicators in irradiated ground beef patties

Alkylcyclobutanones have been recognized as chemical markers of irradiated lipid-containing foods since 1970. They are important because they are produced solely as a result of irradiation and not any other processing method. This study investigated the formation of 2-dodecylcyclobutanone (2-DCB) and 2-tetradec-5'-enylcyclobutanone (2-TDCB) in irradiated ground beef patties from commercial and noncommercial sources. Patties were irradiated using a (60)C source (gamma-irradiation) and electron beam irradiation, at five targeted absorbed doses of 0.5, 1.0, 2.5, 5.0, and 7.0 kGy. Commercially available irradiated patties were also studied. A supercritical fluid extraction (SFE) procedure was optimized and used for the extraction and isolation of the alkylcyclobutanones. Samples can be used for extraction without a prior cleanup step, which makes this procedure rapid and convenient to use. Identification and quantitation of the cyclobutanones were done by gas chromatography-mass spectroscopy. 2-DCB was detected in all of the irradiated samples (including commercial patties), and its concentration increased linearly with the irradiation dose. Electron beam irradiation produced a greater amount of 2-DCB compared to gamma-irradiation at dose levels >2.5 kGy. 2-TDCB was detected only at the two higher irradiation doses, whereas both marker compounds were not detected in the non-irradiated samples.     

Evaluation of 2-alkylcyclobutanones in irradiated cured pork products during vacuum-packed storage

The 2-Alkylcyclobutanones (2-ACBs) content was determined in three Italian cured pork products (salame Milano, coppa, and pancetta) irradiated at different targeted irradiation doses (2, 5, and 8 kGy) during vacuum-packed storage. Among 2-ACBs, three different compounds were investigated, namely, 2-dodecylcyclobutanone, 2-tetradecylcyclobutanone, and 2-(tetradec-5'-enyl)cyclobutanone. 2-ACBs were absent from the nonirradiated samples, whereas their content increased with irradiation dose. Their presence was recorded occasionally at 2 kGy and constantly at higher irradiation doses (5 and 8 kGy). The plot of 2-ACBs content against targeted irradiation doses showed an exponential relationship. The effect of vacuum-packed storage time on the 2-ACBs content was dependent on the irradiation dose. During vacuum-packed storage for up to 60 days, the 2-ACBs content remained unchanged in the cured pork products irradiated at 2 and 5 kGy, whereas a significant increase was observed in the pork products irradiated at 8 kGy.     

Analysis of 2-alkylcyclobutanones with accelerated solvent extraction to detect irradiated meat and fish

A new analytical procedure has been developed to analyze 2-alkylcyclobutanones to detect gamma-ray-irradiated fat-containing foodstuffs. Samples were extracted with an accelerated solvent extraction system via hot and pressurized ethyl acetate in cells. A large amount of fat in the extract was precipitated and removed with filtration by standing at -20 degrees C after the addition of acetonitrile. The extract was further cleaned with a 1 g silica gel mini column, and the radiolytic compounds of 2-docecylcyclobutanone (2-DCB) and 2-tetradecylcyclobutanone (2-TCB) were determined with gas chromatography with mass spectrometry (GC/MS). Sample preparation time before GC/MS was 7-8 h. At first, the procedure was evaluated with a recovery test in eight samples spiked with 2-DCB and 2-TCB at 20 ng/g, resulting in 70-105% recoveries with mostly less than 10% relative standard deviations. The procedure was further evaluated with beef, pork, chicken, and salmon samples irradiated with gamma-rays from 0.7 to 7.0 kGy at -19 degrees C. Both 2-DCB and 2-TCB in most samples were detected with good dose-response relations at all doses, while salmon was detected more than 2 kGy irradiation. The amounts of 2-alkylcyclobutanones produced reflected precursor fatty acids levels in samples, especially for the combination of 2-TCB and stearic acid. The results indicated that the production rate of 2-TCB to stearic acid was more obvious than that of 2-DCB to palmitic acid in frozen samples with gamma-ray irradiation.     

Determination of 2-alkylcyclobutanones with electronic impact and chemical ionization gas chromatography/mass spectrometry (GC/MS) in irradiated foods

The use of a column containing 60 g of silica gel for cleanup and the use of isobutane as a reactant reagent for chemical ionization-mass spectrometric analysis of the saturated and monounsaturated alkyl side-chain 2-alkylcyclobutanones (2-ACBs; specifically induced by irradiation from fat in foods until the proof of contrary) has improved both the sensibility and the selectivity of the method when applied for the detection of irradiated foods. The quality of the chromatograms obtained was improved, allowing the detection of food samples (avocados) irradiated at low doses (0.1 kGy) or irradiated ingredients included in low proportions (less than 5%, wt/wt) in nonirradiated culinary foods. These analytical modifications for the detection of 2-ACBs on the official EN 1785 method enable an extension of its current field of application using common equipment of food quality control laboratories.     

Determination of monounsaturated alkyl side chain 2-alkylcyclobutanones in irradiated foods

The 2-alkylcyclobutanones (2-ACBs) are formed from triglycerides by irradiation treatment and may be used as markers for this type of food processing. This paper describes a detection method for the analysis of monounsaturated alkyl side chain 2-ACBs, which is formed upon irradiation from monounsaturated fatty acids which frequently are the most abundant fatty acids in foods. The estimated radioproduction yields of the cis-2-(dodec-5'-enyl)-cyclobutanones (cis-2-dDeCB) and the cis-2-(tetradec-5'-enyl)-cyclobutanones (cis-2-tDeCB) were 1.0 +/- 0.5 and 0.9 +/- 0.2 nmol.mmol(-1) precursor fatty acid.kGy(-1), respectively, being similar to that of saturated 2-ACBs. The stability study of the s- and mu-2-ACBs in poultry meat samples irradiated at 10 kGy and stored for 3-4 weeks at 4 degrees C and 25 degrees C showed that these compounds undergo some transformation, their amounts being reduced by about 50%. These storage losses did not depend on the saturation state of the alkyl side chain. The EI-MS detection limit of 2-tDeCB is 3 times higher (0.6 pmol) than that of 2-dodecylcyclobutanone (0.2 pmol). Consequently, when the oleic acid content of the analyzed food exceeds the content of palmitic acid by a factor of 3, it would be of an advantage to apply 2-tDeCB as a marker for detection of the irradiation treatment.     

Characteristic hydrocarbons and 2-alkylcyclobutanones for detecting gamma-irradiated sesame seeds after steaming, roasting, and oil extraction

Hydrocarbons and 2-alkylcyclobutanones in sesame seeds ( Sesamum indicum L.) irradiated at 0.5-4 kGy were used to determine the effect of subsequent steaming, roasting, and oil extraction from the roasted samples on the changes in their concentrations. The concentrations of radiation-induced hydrocarbons increased almost linearly (R(2) = 0.8671-0.9953) with the applied dose. The hydrocarbons, 1,7-hexadecadiene and 8-heptadecene, were detected only in the irradiated samples before and after three types of treatments at doses > or =0.5 kGy, but they were not detected in non-irradiated samples before and after treatment. These two hydrocarbons could be used as markers to identify irradiated sesame seeds. The concentrations of the three detected 2-alkylcyclobutanones, 2-dodecylcyclobutanone (2-DCB), 2-tetradecylcyclobutanone (2-TCB), and 2-(5'-tetradecenyl)cyclobutanone (2-TeCB), linearly increased with the irradiation dose. These compounds could be detected at doses > or =0.5 kGy but not in non-irradiated samples. The three types of treatments had no significant effect on the levels of 2-alkylcyclobutanones.     

吸收剂量、贮藏时间及贮藏温度对辐照牛肉中2-十二烷基环丁酮的影响

分析了辐照牛肉中辐解产物2-十二烷基环丁酮在不同的吸收剂量(0.5~10.0kGy)、贮藏时间(0-40d)及贮藏温度(-20℃~4℃)下的变化规律。采用硅胶层析柱-气相色谱/质谱联用技术萃取分离并检测。结果表明,2-十二烷基环丁酮的浓度与吸收剂量呈线性正相关,随着贮藏时间延长其含量减少,贮藏温度对其没有显著影响。利用2-十二烷基环丁酮可鉴定牛肉是否经过辐照,在已知贮藏温度和时间的条件下,可评估辐照牛肉的大约吸收剂量范围。     

~(60)Coγ射线辐射对鲜兔肉品质影响的研究

本文叙述了γ射线对鲜兔肉品质的影响。试验测定了鲜兔肉辐照后各项品质指标,结果表明:1到60kGy的辐射剂量对鲜兔肉的基本化学组成和氨基酸的含量无明显影响,没有改变兔肉食品的营养结构。辐照后兔肉的挥发性盐基氮随着辐射剂量的增加而增高.与对照组比较有明显差异.但未超过规定的鲜兔肉标准(小于15mg/100g).γ射线对鲜兔肉的蛋白质分解和脂肪的氧化有一定作用,但作用程度很小,并且在适宜的辐照剂量范围内不能引起兔肉的变质。10kGy以上辐射剂量处理的鲜兔肉均出现不同程度的“异味”,并随着辐照剂量的增加而加重,但在低温下,“异味”随着贮藏时间的延长而减弱或消失。密封包装的鲜兔肉用10kGy剂量辐照后,在2±1℃条件下贮藏3个月以上仍属于次鲜兔肉等级。     

宠物食品辐照灭菌及工艺剂量研究

本文以皮卷、绿爽洁牙骨、鸡肉排骨、鸡胸肉为试验材料,开展了宠物食品辐照灭菌工艺剂量的研究。结果表明：辐照剂量为4kGy时杀菌率达到了92%以上,辐照剂量为6 kGy时杀菌率已达99%以上,检测的各项微生物指标均符合国家食品卫生标准要求,10 kGy即可达到完全灭菌的效果。辐照前后4种样品中均未检出沙门氏菌。4～10 kGy辐照后,宠物食品中水分、脂肪、蛋白质、粗纤维、碳水化合物、矿质元素（除钙）及17种氨基酸的含量与对照相比差异均不显著,说明辐照对宠物食品的营养品质影响很小;在此剂量范围内,样品辐照前后的色泽、风味与滋味也没有明显变化。由此,确定宠物食品适宜的辐照工艺剂量范围为4～10 kGy。     

辐照处理提高猪肉火腿肠保鲜效果

辐照是一种非常有效的食品杀菌保鲜技术,近年来在即食肉制品保鲜方面的应用逐渐引起了人们的关注。为了探讨γ辐照技术对猪肉火腿肠的杀菌保鲜效果,试验采用1、3、5、7、9 k Gy 5个剂量分别对火腿肠进行辐照处理,辐照结束后样品在4℃条件下冷藏,然后跟踪测定其在冷藏过程中脂肪和蛋白质氧化、颜色、p H值、挥发性盐基氮(total volatile basic nitrogen,TVB-N)以及菌落总数的变化,分析不同剂量辐照处理对火腿肠保鲜效果的影响。结果表明,辐照可以显著降低火腿肠脂肪和蛋白质的氧化稳定性,促进其在储藏过程中的氧化。1 k Gy剂量辐照对火腿肠的色泽影响不显著;3~9 k Gy剂量辐照,可以使样品的红度值(a*值)显著降低、亮度值(L*值)显著升高(P0.05),而在冷藏过程中a*值与L*值均随储藏时间的延长而降低,且高剂量辐照组要比低剂量组降低更快一些。火腿肠p H值受辐照影响不显著(P0.05),且在冷藏过程中所有处理组火腿肠的p H值变化也不显著,均在6.0~6.5范围内。5 k Gy剂量辐照即可对猪肉火腿肠中的微生物起到有效抑制作用。     

大豆蛋白粉的辐照灭菌研究

研究了60Coγ射线辐照大豆蛋白粉的杀菌效果与对大豆蛋白粉的主要营养成分、尿素酶(脲酶)活性以及感官品质的影响。结果表明,2.0kGy辐照对大豆蛋白粉中菌落总数、大肠菌群的杀菌率达70%,对霉菌的杀菌率达53%;4.0kGy辐照杀菌率达95%;经6.0kGy辐照处理后,杀菌率达到97%以上,辐照的大豆蛋白粉样品中微生物指标均达到食品卫生国家标准;8.0kGy辐照杀菌率达到100%。与对照相比,剂量为2.0~8.0kGy的辐照对大豆蛋白粉中蛋白质、粗纤维、总糖、氨基酸(除Leu)含量的影响不明显;而粗脂肪及卵磷脂的含量有极显著变化(P<0.01),尤其是卵磷脂的含量显著增加,异黄酮的含量则显著降低(P<0.05);辐照对大豆蛋白粉中尿素酶活性没有显著影响;6.0kGy以下剂量辐照对大豆蛋白粉色泽、气味、口感无明显改变。综合试验结果,确定了大豆蛋白粉辐照杀菌的适宜工艺剂量范围为3.0~5.0kGy。     

电子束辐照对三文鱼品质的影响研究

为确定三文鱼电子束辐照的最佳剂量,以生鲜三文鱼为研究对象,采用0(未辐照)、0.5、1.0、2.0k Gy 4种不同剂量的电子束进行辐照处理,贮藏于0℃下,通过检测贮藏过程中鱼体的挥发性盐基氮、菌落总数、酸价、失重率、色差及质构等指标,研究电子束辐照剂量对三文鱼品质及其货架期的影响。结果表明,电子束辐照可以抑制三文鱼挥发性盐基氮的产生和菌落总数的增长,且辐照剂量越大,效果越明显;辐照剂量越大,贮藏初期的酸价越高,但在贮藏期间较未辐照组稳定,无明显的增大趋势;1.0 k Gy和2.0 k Gy剂量使三文鱼颜色变暗,0.5 k Gy较未辐照组差异不显著;贮藏末期,经过辐照的三文鱼的黏附性相对未辐照组小,硬度、弹性以及咀嚼性与未辐照组无显著差异,各剂量之间也无显著差异。综合各指标,0.5 k Gy剂量的电子束可以更好地保持三文鱼的品质。本研究结果为三文鱼的保鲜提供了有效的技术手段和一定的参考依据。     

Identification of irradiated prawn (Penaeus monodon ) using thermoluminescence and 2-alkylcyclobutanone analyses

Thermoluminescence (TL) and 2-alkylcyclobutanone (2-ACB) analyses were performed to identify irradiated prawns ( Penaeus monodon ). With the TL method, minerals were extracted from prawns using acid hydrolysis. The experimental results satisfied the evaluation criteria of European Norm (EN) 1788, even after low-dose irradiation (0.5 kGy) and a 60 day storage at -20 °C. With the 2-ACB method, 2-dodecylcyclobutanone (2-DCB) and 2-tetradecylcyclobutanone (2-TCB) were successfully extracted from prawns by direct solvent extraction with purification using a conventional silica column and a sulfoxide column, which was used for 2-ACB for the first time. Both 2-ACB derivatives were absent from the non-irradiated samples but were identified in all irradiated samples by gas chromatography-mass spectrometry. Moreover, 2-DCB and 2-TCB production correlated with the applied dose (2.5-10 kGy), and the correlation did not diminish after 60 days of storage at -20 °C for any dose. Therefore, these two techniques provide rapid, simple, and promising methods for routine investigation of frozen prawns.     

电子束辐照对双孢菇采后品质的影响

以1.0,2.0,3.0和4.0kGy剂量的电子束辐照双孢菇,4℃下储藏保鲜,研究辐照对双孢菇外观品质、水溶性维生素含量等的影响.结果表明,辐照对双孢菇中水溶性糖、氨基酸、VB1、VB2、烟酸含量无显著影响,Vc对辐照比较敏感,当剂量为4.0kGy时,其含量较对照组显著降低了31.1%(P<0.01).2.0kGy辐照...     

Combined effect of ascorbic acid and gamma irradiation on microbial and sensorial characteristics of beef patties during refrigerated storage

The present study was undertaken to evaluate the effect of ascorbic acid concentrations (0.03 to 0.5%) and irradiation doses (0.5 to 4 kGy) on microbial growth, color coordinates (L, a, and b), and sensory characteristics (taste and odor) of beef patties during storage at 4 +/- 1 degrees C. Ascorbic acid was also compared to citric acid at a similar pH value in order to differentiate the effects of ascorbic acid from those of pH reduction. Results showed significant reduction (p< or = 0.05) of aerobic plate counts (APCs) and total coliforms, and a significant interaction (p< or = 0.05) between ascorbic acid and irradiation dose was observed. The irradiation treatment had detrimental effects on redness, yellowness, and hue angle values of meat. However, incorporation of ascorbic acid into the meat before irradiation resulted in significant (p< or = 0.05) stabilization of color parameters. The color improvement obtained with ascorbic acid was not related to the pH reduction. Also, no significant detrimental effect on taste or odor was found in irradiated samples containing ascorbic acid.     

~(60)Co辐照对白灵菇采后低温贮藏的影响

以0.8、1.2、1.6和2.0kGy60Coγ射线辐照白灵菇,在4℃下贮藏保鲜。结果表明,经过1.2kGy辐照处理的白灵菇维持了最高的可溶性蛋白质含量和最大的硬度,贮藏保鲜时间最长。白灵菇在贮藏期间的硬度越大,其可溶性蛋白的含量也越高,且二者之间存在显著的相关性。辐照会加大白灵菇的细胞膜透性,破坏细胞膜结构,剂量过大反而会加速营养成分降解和腐烂。     

Metabolism by rats of 2-dodecylcyclobutanone, a radiolytic compound present in irradiated beef

Alkylcyclobutanones (2-ACBs) are suspected cancer promoters and clastogens, which have raised concerns about the safety of irradiated foods. Currently there are few data on the metabolism of 2-ACBs, which makes it very important to study this aspect of 2-ACBs to evaluate their safety. The objectives of this experiment were to quantify 2-dodecylcyclobutanone (2-DCB; formed from palmitic acid) in the feces and adipose tissue of rats and to check for metabolites of 2-DCB in the urine. Six female Sprague-Dawley rats were administered 2-DCB (5 mg/day) in corn oil for 5 days via gavage. Six control rats did not receive 2-DCB. Feces and urine were collected daily, whereas adipose tissue was collected upon euthanasia. Hexane extracts of feces and adipose tissue were analyzed by gas chromatography-mass spectroscopy (GC-MS). Urine with and without added beta-glucuronidase was monitored for glucuronide complexes by hexane extraction and GC-MS. The total amount of 2-DCB recovered in feces was 1.78 +/- 0.63 mg at the end of 5 days, which represents between 3 and 11% of the total 2-DCB administered. The total amount recovered in the adipose tissue was 0.08 +/- 0.01 mg, which was approximately 0.33% of the total 2-DCB administered. No metabolites were recovered in any of the urine extracts. The results show that at most 11% of the 2-DCB was recovered unchanged in the feces and adipose tissue. This indicates that either most of 2-DCB is metabolized and rapidly eliminated from the body or stored at sites other than adipose tissue.     

电子束辐照对素鸡杀菌效果及品质特性影响的研究

以素鸡为试验对象,研究电子束辐照对素鸡杀菌效果及其营养品质和感官品质的影响。结果表明,电子束辐照对素鸡的杀菌效果显著,D10=0．48kGy;8．8kGy以下电子束辐照对素鸡蛋白质、脂肪、脂肪酸、氨基酸的影响在5％水平上差异不显著,在水分含量方面差异显著;经8．8kGy电子束辐照处理的素鸡与对照素鸡相比,其感官品质未呈现显著差异。综合考虑,2．4kGy电子束辐照处理可以有效控制素鸡中的细菌而不影响其营养和感官品质,其货架期可达8d;电子束辐照素鸡的最高耐受剂量至少为8．8kGy。     

Effect of 60Co-irradiation on postharvest quality and selected enzyme activities of Hypsizygus marmoreus fruit bodies

Hypsizygus marmoreus fruit bodies were exposed to different doses of (60)Co gamma-irradiation, stored at 4 degrees C and 65-70% relative humidity, and various physiological changes associated with postharvest deterioration, as well as the activities of selected enzymes widely considered to play a role in the process of senescence, were monitored over a subsequent storage period of 25 days. Exposure to 0.8 kGy irradiation was clearly beneficial in maintaining the postharvest appearance of the mushroom sporophores compared to non-irradiated samples and fruit bodies exposed to higher doses (1.2-2.0 kGy) of irradiation. Samples treated with 0.8 kGy also exhibited smaller initial declines in soluble protein, smaller increases in reducing sugar content, and lower levels of malondialdehyde accumulation during the early storage period. Smallest increases in proteinase activity were recorded in samples dosed with 0.8 and 2.0 kGy, and levels of superoxide dismutase were significantly higher in samples exposed to 0.8 kGy compared with non-irradiated controls. Large initial increases in catalase activity were detected in samples irradiated with 0.8, 1.2, and 1.6 kGy and, although enzyme levels gradually decreased in all samples during further storage, residual levels after 25 days were still severalfold higher in irradiated samples compared with controls. The data increase the current understanding of the effects of gamma-irradiation on the biochemical changes associated with postharvest senescence and should lead to more targeted strategies for reducing postharvest quality loss in H. marmoreus and other mushrooms.     

Effectiveness of ionizing radiation in reducing furan and acrylamide levels in foods

Furan and acrylamide are two possible carcinogens commonly found in many thermally processed foods. The possibility of using ionizing radiation to reduce the levels of thermally induced furan and acrylamide in water and selected foods was investigated. Aqueous furan solutions, and foods (frankfurters, sausages, infant sweet potatoes) that contained furan were irradiated to various doses of gamma-rays. Water and oil spiked with acrylamide and potato chips (a known acrylamide-containing food) were also irradiated. In addition, possible irradiation-induced formation of acrylamide in glucose and asparagine solutions was analyzed. Results showed that irradiation at 1.0 kGy destroyed almost all furan in water. In frankfurters, sausages, and infant sweet potatoes, the rate of irradiation-induced destruction of furan was much lower than the rate in water, although significant reductions in furan levels were observed in all foods. Irradiation at 2.5-3.5 kGy, doses that can inactivate 5-log of most common pathogens, reduced furan levels in the food samples by 25-40%. Similarly to furan, acrylamide in water was also sensitive to irradiation. After 1.5 kGy of irradiation, most of the acrylamide was degraded. Irradiation, however, had a very limited effect on acrylamide levels in oil and in potato chips, even at a dose of 10 kGy. No detectable acrylamide was formed in the mixture of asparagine and glucose upon irradiation. These results suggest that a low dose of irradiation easily destroys furan and acrylamide in water. In real foods, however, the reduction of furan was less effective than in water, whereas the reduction in acrylamide was minimal.