LIU Yu, XU Jiamei, LI Jinling, et al. Changes of Hydroxy-octadecanodienoic Acids and Its Relationship with Lipids Oxidation during Traditional Salted Meat Processing[J]. Science and Technology of Food Industry, 2023, 44(13): 79−84. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2022090002.
Citation: LIU Yu, XU Jiamei, LI Jinling, et al. Changes of Hydroxy-octadecanodienoic Acids and Its Relationship with Lipids Oxidation during Traditional Salted Meat Processing[J]. Science and Technology of Food Industry, 2023, 44(13): 79−84. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2022090002.

Changes of Hydroxy-octadecanodienoic Acids and Its Relationship with Lipids Oxidation during Traditional Salted Meat Processing

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  • Received Date: September 01, 2022
  • Available Online: May 08, 2023
  • In the study, variations of physicochemical factors, lipoxygenase (LOX) and hydroxyl octadecanodienoic acid (HODEs) were investigated during manufacturing of traditional salted meat, and the relationship between LOX and HODEs was studied and the evolution of lipids oxidation was tentatively discussed. The results indicated that LOX activity increased at salting stage, followed by decreasing continuously during the salted meat manufacturing. The total amount of HODEs increased slowly, while the ratio of 13-HODEs/9-HODEs decreased from 1.31 to 1.13. There was a significantly positive correlation between LOX activity and the ratio of 13-HODEs/9-HODEs (r=0.942, P<0.01). In the early stage of the salted meat manufacturing, enzymatic oxidation by LOX played a major role in lipids oxidation, and such a dominant position was gradually replaced by non-enzymatic lipids oxidation.
  • [1]
    ZHOU Changyu, PAN Daodong, YUN Bai, et al. Evaluating endogenous protease of salting exudates during the salting process of Jinhua ham[J]. Food Science and Technology,2019,101:76−82.
    [2]
    BIAN Huan, MA Jingjing, GENG Zhiming, et al. Changes of hydroxyl-linoleic acids during Chinese-style sausage processing and their relationships with lipids oxidation[J]. Food Chemistry,2019,296(30):63−68.
    [3]
    NIEMAN D C, SHANELY R A, LUO B, et al. Metabolomics approach to assessing plasma 13- and 9-hydroxy-octadecadienoic acid and linoleic acid metabolite responses to 75-km cycling[J]. Am J Physiol Regul Integr Comp Physiol,2014,307(1):68−74. doi: 10.1152/ajpregu.00092.2014
    [4]
    CASABURI A, MONACO R D, CAVELLA S, et al. Proteolytic and lipolytic starter cultures and their effect on traditional fermented sausages ripening and sensory traits[J]. Food Microbiology,2008,25(2):335−347. doi: 10.1016/j.fm.2007.10.006
    [5]
    PROMEYRAT A, DAUDIN J D, ASTRUC T, et al. Kinetics of protein physicochemical changes induced by heating in meat using mimetic models: (2) Effects of fibre type, peroxides and antioxidants[J]. Food Chemistry,2013,138(4):2283−2290. doi: 10.1016/j.foodchem.2012.11.134
    [6]
    KÜHN H, BELKNER J, WIESNER R, et al. Structure elucidation of oxygenated lipids in human atherosclerotic lesions[J]. Eicosanoids,1992,5(1):17.
    [7]
    SAUER L A, BLASK D E, DAUCHY R T. Dietary factors and growth and metabolism in experimental tumors[J]. Journal of Nutritional Biochemistry,2007,18(10):637−649. doi: 10.1016/j.jnutbio.2006.12.009
    [8]
    WHEATLEY R A. Some recent trends in the analytical chemistry of lipid peroxidation[J]. TrAC Trends in Analytical Chemistry,2000,19(10):617−628. doi: 10.1016/S0165-9936(00)00010-8
    [9]
    XU Jiamei, LIU Yu, MA Jingjing, et al. Recombinant porcine 12-lipoxygenase catalytic domain: effect of inhibitors, selectivity of substrates and specificity of oxidation products of linoleic acid[J]. Foods,2022,11(7):980. doi: 10.3390/foods11070980
    [10]
    宋慧, 耿志明, 任双, 等. 腌腊肉制品中13-HODE、9, 10-DHODE、9, 10-EPODE、9, 10, 13-THODE的HPLC-MS/MS检测[J]. 食品科学,2016,37(18):133−140. [SONG Hui, GENG Zhiming, REN Shuang, et al. Simultaneous determination of 13-HODE, 9, 10-DHODE, 9, 10-EPODE and 9, 10, 13-THOD in cured meat products by HPLC-MS/MS[J]. Food Sci,2016,37(18):133−140. doi: 10.7506/spkx1002-6630-201618022

    SONG Hui, GENG Zhiming , REN Shuang, et al. Simultaneous determination of 13-HODE, 9, 10-DHODE, 9, 10-EPODE and 9, 10, 13-THOD in cured meat products by HPLC-MS/MS[J]. Food Sci, 2016, 37(18): 133-140. doi: 10.7506/spkx1002-6630-201618022
    [11]
    VENKAT V. Review: Hydroxyoctadecadienoic acids: Novel regulators of macrophage differentiation and atherogenesis[J]. Therapeutic Advances in Endocrinology and Metabolism,2010,1(2):51−60. doi: 10.1177/2042018810375656
    [12]
    刘文营, 张振琪, 成晓瑜, 等. 干腌咸肉加工过程中品质特性及挥发性成分的变化[J]. 肉类研究,2016,30(1):6−10. [LIU Wenying, ZHANG Zhenqi, CHENG Xiaoyu, et al. Changes in quality characteristics and volatile components during the processing of dry-salted bacon[J]. Meat Research,2016,30(1):6−10. doi: 10.15922/j.cnki.rlyj.2016.01.002

    LIU Wenying, ZHANG Zhenqi, CHENG Xxiaoyu, et al. Changes in quality characteristics and volatile components during the processing of dry-salted bacon[J]. Meat Research, 2016, 30(1): 6-10. doi: 10.15922/j.cnki.rlyj.2016.01.002
    [13]
    JIN Guofeng, ZHANG Jianhao, XIANG Yu, et al. Crude lipoxygenase from pig muscle: Partial characterization and interactions of temperature, NaCl and pH on its activity[J]. Meat Science,2011,87(3):257−263. doi: 10.1016/j.meatsci.2010.09.012
    [14]
    何立超, 马素敏, 李成梁, 等. 温度, 盐分以及pH值对鸭肉脂肪氧合酶活性的交互影响[J]. 江苏农业学报,2016,32(6):1404−1409. [HE Lichao, MA Sumin, LI Chengliang, et al. The interactive influence of temperature, salt concentration and pH on LOX activity of duck breast meat[J]. Jiangsu J of Agr Sci,2016,32(6):1404−1409. doi: 10.3969/j.issn.1000-4440.2016.06.032

    HE Lichao, MA Sumin, LI Chengliang, et al. The interactive influence of temperature, salt concentration and pH on LOX activity of duck breast meat[J]. Jiangsu J. of Agr. Sci. , 2016, 32(6): 1404-1409. doi: 10.3969/j.issn.1000-4440.2016.06.032
    [15]
    GATA J L, PINTO M C, MACÍAS P. Lipoxygenase activity in pig muscle: Purification and partial characterization[J]. Journal of Agricultural and Food Chemistry,1996,44(9):2573−2577. doi: 10.1021/jf960149n
    [16]
    YOSHIE-STARK Y, WAESCHE A. Characteristics of crude lipoxygenase from commercially de-oiled lupin flakes for different types of lupins (Lupinus albus, Lupinus angustifolius)[J]. Food Chemistry,2004,88(2):287−292. doi: 10.1016/j.foodchem.2004.02.005
    [17]
    刘婷, 熊强, 耿志明, 等. 正相高效液相色谱法同时测定肉制品中4种羟基十八碳二烯酸异构体的含量[J]. 食品科学,2021,42(4):271−277. [LIU Ting, XIONG Qiang, GENG Zhiming, et al. Simultaneous measurement of four hydroxyoctadecadienoic acid isomers in meat products by normal-phase high performance liquid chromatography[J]. Food Sci,2021,42(4):271−277. doi: 10.7506/spkx1002-6630-20190703-039

    LIU Ting, XIONG Qiang, GENG Zhiming, et al. Simultaneous measurement of four hydroxyoctadecadienoic acid isomers in meat products by normal-phase high performance liquid chromatography[J]. Food Sci, 2021, 42(4): 271-277 doi: 10.7506/spkx1002-6630-20190703-039
    [18]
    SONG Hui, WU Haihong, GENG Zhiming, et al. Simultaneous determination of 13-HODE, 9, 10-DHODE, and 9, 10, 13-THODE in cured meat products by LC-MS/MS[J]. Food Analytical Methods,2016,9(10):2832−2841. doi: 10.1007/s12161-016-0470-1
    [19]
    VIDAL V A S, BERNARDINELLI O D, PAGLARINI C S, et al. Understanding the effect of different chloride salts on the water behavior in the salted meat matrix along 180 days of shelf life[J]. Food Research International,2019,125:108634. doi: 10.1016/j.foodres.2019.108634
    [20]
    HADDAD G D B S, MOURA A P R, PAULO R F, et al. The effects of sodium chloride and PSE meat on restructured cured-smoked pork loin quality: A response surface methodology study[J]. Meat Science,2018,137:191−200. doi: 10.1016/j.meatsci.2017.11.030
    [21]
    PEDRO D, SALDAA E, LORENZO J M, et al. Low-sodium dry-cured rabbit leg: A novel meat product with healthier properties[J]. Meat science,2021,173:108372. doi: 10.1016/j.meatsci.2020.108372
    [22]
    BOU R, LLAUGER M, ARNAU J, et al. Effects of post mortem pH and salting time on Zinc-protoporphyrin content in nitrite-free Serrano dry-cured hams[J]. Food Research International,2020,133:109156. doi: 10.1016/j.foodres.2020.109156
    [23]
    柴子惠, 李洪军, 李少博, 等. 低盐腊肉贮藏期间菌相和理化性质的变化[J]. 食品科学,2019,40(11):201−206. [CHAI Zihui, LI Hongjun, LI Sahobo, et al. Microbial, physical and chemical changes of low-salt Chinese bacon during storage[J]. Food Sci,2019,40(11):201−206.

    CHAI Zihui, LI Hongjun, LI Sahobo, et al Microbial, physical and chemical changes of low-salt Chinese bacon during storage[J]. Food Sci, 2019, 40(11): 201-206.
    [24]
    郇延军. 金华火腿加工过程中脂类物质及风味成分变化的研究[D]. 南京: 南京农业大学, 2005.

    XUN Yanjun. Study on the changes of lipids and flavor components in Jinhua ham during processing[D]. Nanjing: Nanjing Agricultural University, 2005.
    [25]
    宋慧. 腌腊肉制品中羟基十八碳二烯酸(HODEs)的含量检测及其在加工过程中的变化规律[D]. 南京: 南京农业大学, 2017.

    SONG Hui. Determination of hydroxyoctadecanodienoic acid (HODEs) content in cured meat products and its variation during processing[D]. Nanjing: Nanjing Agricultural University, 2017.
    [26]
    WANG Y, JIANG Y T, CAO J X, et al. Study on lipolysis-oxidation and volatile flavour compounds of dry-cured goose with different curing salt content during production[J]. Food Chemistry,2016,190:33−40. doi: 10.1016/j.foodchem.2015.05.048
    [27]
    FU Xiangjin, XU Shiying, WANG Zhang. Kinetics of lipid oxidation and off-odor formation in silver carp mince: The effect of lipoxygenase and hemoglobin[J]. Food Research International,2009,42(1):85−90. doi: 10.1016/j.foodres.2008.09.004
    [28]
    BAO Yulong, ERTBJERG P, MARIO E, et al. Freezing of meat and aquatic food: Underlying mechanisms and implications on protein oxidation[J]. Comprehensive Reviews in Food Science and Food Safety,2021,20(6):5548−5569. doi: 10.1111/1541-4337.12841
    [29]
    FU Xiangjin, XU Shiying, WANG Zhang. Kinetics of lipid oxidation and off-odor formation in silver carp mince: The effect of lipoxygenase and hemoglobin[J]. Food Research International,2008,42(1):85−90.
    [30]
    李红月, 王金厢, 李学鹏, 等. 竹荚鱼冻藏过程中肌肉品质与蛋白质理化性质的变化及其相关性分析[J]. 食品工业科技, 2022, 43(12): 13.

    LI Hongyue, WANG Jinxiang, LI Xuepenng, et al. Changes of Trachurus japonicus muscle quality and protein physicochemical properties during frozen storage and correlation analysis[J] Science and Technology of Food Industry 2022, 43(12): 13.
    [31]
    GARDNER H W. Isolation of a pure isomer of linoleic acid hydroperoxide[J]. Lipids,1975,10(4):248−252. doi: 10.1007/BF02532488
    [32]
    VANGAVETI V N, SHASHIDHAR V M, RUSH C, et al. Hydroxyoctadecadienoic acids regulate apoptosis in human THP-1 cells in a PPAR γ-dependent manner[J]. Lipids,2014,49(12):1181−1192. doi: 10.1007/s11745-014-3954-z
    [33]
    PÜSSA T, RAUDSEPP P, TOOMIK P, et al. A study of oxidation products of free polyunsaturated fatty acids in mechanically deboned meat[J]. Journal of Food Composition and Analysis,2009,22(4):307−314.
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