食品中生物胺含量及生物胺氧化酶的研究进展
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摘要
生物胺是一类具有潜在毒性的生物活性物质,在食品中广泛存在。生物胺氧化酶是广泛存在于动植物、微生物体内的,能够将已生成的生物胺分解成相应的醛、氨气和过氧化氢的一类酶,该类酶在降解食品中生物胺方面具有良好的应用前景。本文将从食品中生物胺含量以及生物胺氧化酶的分类、影响因素、产生菌株、降解特性等方面进行综述。
Biogenic amines are a group of bioactive substances with potential toxicity that are widespread in foods. Bioamine oxidases, a class of enzymes responsible for decomposing biogenic amines into aldehydes, ammonia and hydrogen peroxide, are widely found in animals and plants. These enzymes are very promising for application in eliminating biogenic amines in foods. In this article, we review the contents of biogenic amines in various foods, the classification of bioamine oxidases and related factors, their microbial producers and degradation characteristics.
Biogenic amines are a group of bioactive substances with potential toxicity that are widespread in foods. Bioamine oxidases, a class of enzymes responsible for decomposing biogenic amines into aldehydes, ammonia and hydrogen peroxide, are widely found in animals and plants. These enzymes are very promising for application in eliminating biogenic amines in foods. In this article, we review the contents of biogenic amines in various foods, the classification of bioamine oxidases and related factors, their microbial producers and degradation characteristics.
引文
[1]CINQUINA A L,CALìA,LONGO F,et al.Determination of biogenic amines in fish tissues by ion-exchange chromatography with conductivity detection[J].Journal of Chromatography A,2004,1032(1/2):73-77.DOI:10.1016/j.chroma.2004.01.013.
[2]刘景,任婧,孙克杰.食品中生物胺的安全性研究进展[J].食品科学,2013,34(5):322-326.
[3]PREMONT R T,GAINEDINOV R R,CARON M G.Following the trace of elusive amines[J].Proceedings of the National Academy of Sciences,2001,98(5):9874-9875.DOI:10.1073/pnas.181356198.
[4]SPANO G,RUSSO P,LONVAUD-FUNEL A,et al.Biogenic amines in fermented foods[J].European Journal of Clinical Nutrition,2010,64(11):95-100.DOI:10.1038/ejcn.2010.218.
[5]HUI J Y,TAYLOR S L.Inhibition of in vivo histamine metabolism in rats by foodborne and pharmacologic inhibitors of diamine oxidase,histamine N-methyltransferase,and monoamine oxidase[J].Toxicology and Applied Pharmacology,1985,81(2):241-249.DOI:10.1016/0041-008X(85)90160-7.
[6]GERNER E W,MEYSKENS F L.Polyamines and cancer:old molecules,new understanding[J].Nature Reviews Cancer,2004,4(10):781-792.DOI:10.1038/nrc1454.
[7]NEBELIN E,PILLAI S,LUND E,et al.On the formation of N-nitrosopyrrolidine from potential precursors and nitrite[J].IARCScientific Publications,1980,7(31):183-193.
[8]DE FERNáNDEZ P P,FERNáNDEZ M,MOHEDANO M L,et al.Role of tyramine synthesis by food-borne Enterococcus durans in the adaptation to the gastrointestinal tract environment[J].Applied and Environmental Microbiology,2011,77(2):699-702.DOI:10.1128/AEM.01411-10.
[9]RUSSO P,DE FERNáNDEZ P P,ROMANO A,et al.Biogenic amine production by the wine Lactobacillus brevis IOEB 9809 in systemsthat partially mimic the gastrointestinal tract stress[J].BMC Microbiology,2012,12(1):247-257.DOI:10.1186/1471-2180-12-247.
[10]LORENZOA C,BORDIGAB M,PéREZ-áLVAREZC E P,et al.The impacts of temperature,alcoholic degree and amino acids content on biogenic amines and their precursor amino acids content in red wine[J].Food Research International,2017,9(99):328-335.DOI:10.1016/j.foodres.2017.05.016.
[11]LATORRE-MORATALLA M L,BOVER-CID S,AYMERICH T,et al.Amino genesis control in fermented sausages manufactured with pressurized meat batter and starter culture[J].Meat Science,2007,75(3):460-469.DOI:10.1016/j.meatsci.2006.07.020.
[12]FAUSTO G,MARIA M,MARIA A C,et al.Use of Staphylococcus xylosus as a starter culture in dried sausages:effect on the biogenic amine content[J].Meat Science,2002,61(3):275-283.DOI:10.1016/S0309-1740(01)00193-0.
[13]YONGSAWATDIGUL J,RODTONG S,RAKSAKULTHAI N.Acceleration of Thai fish sauce fermentation using proteinases and bacterial starter cultures[J].Journal of Food Science,2007,72(9):382-390.DOI:10.1111/j.1750-3841.2007.00532.x.
[14]CAPOZZI V,RUSSO P,LADERO V,et al.Biogenic amines degradation by Lactobacillusp lantarum:toward a potential application in wine[J].Frontiers in Microbiology,2012,3(4):122-126.DOI:10.3389/fmicb.2012.00122.
[15]UNDERBERG E,LEMBKE A.Process for the preparation of amine oxidase containing material,so produced amine oxidase containing material:US4725540[P].1988-02-16[2017-12-05].http://www.google.com/patents/US4725540?hl=zh-CN&cl=en.
[16]DAPKEVICIUS M L N E,NOUT M J R,ROMBOUTS F M,et al.Biogenic amine formation and degradation by potential fish silage starter microorganisms[J].International Journal of Food Microbiology,2000,57(1):107-114.DOI:10.1016/S0168-1605(00)00238-5.
[17]MARTUSCELLI M,CRUDELE M A,GARDINI F,et al.Biogenic amine formation and oxidation by Staphylococcus xylosus strains from artisanal fermented sausages[J].Letters in Applied Microbiology,2000,31(3):228-232.DOI:10.1046/j.1365-2672.2000.00796.x.
[18]邓红梅.传统中式香肠产生物胺氧化酶菌对生物胺影响研究[D].石河子:石河子大学,2012:1-63.
[19]MOHEDANO M L,LóPEZ P,SPANO G,et al.Controlling the formation of biogenic amines in fermented foods[J].Advances in Fermented Foods and Beverages,2014,2014:273-310.DOI:10.1016/B978-1-78242-015-6.00012-8.
[20]姜维.一株耐盐性高效生物胺降解新菌的筛选、分类鉴定及应用研究[D].青岛:中国海洋大学,2014:1-175.
[21]PRESTER L.Biogenic amines in fish,fish products and shellfish:a review[J].Food Additives and Contaminants,2011,28(11):1547-1560.DOI:10.1080/19440049.2011.600728.
[22]国家卫生和计划生育委员会.食品安全国家标准鲜、冻动物性水产品:GB 2733-2015[S].北京:中国标准出版社,2015:1-2.
[23]MIRANDA A,LE?A J M,PEREIRA V,et al.Analytical methodologies for the determination of biogenic amines in wines:an overview of the recent trends[J].Journal of Analytical,Bioanalytical and Separation Techniques,2017,2(1):1-6.DOI:10.15436/2476-1869.17.1296.
[24]BULUSHI I A,POOLE S,DEETH H C,et al.Biogenic amines in fish:roles in intoxication,spoilage,and nitrosamine formation:a review[J].Critical Reviews in Food Science and Nutrition,2009,49(4):369-377.DOI:10.1080/10408390802067514.
[25]BILGIN B,GEN?CELEP H.Determination of biogenic amines in fish products[J].Food Science and Biotechnology,2015,24(5):1907-1913.DOI:10.1007/s10068-015-0251-4.
[26]PRESTER L,MACAN J,VARNAI V M,et al.Endotoxin and biogenic amine levels in Atlantic mackerel(Scomber scombrus),sardine(Sardina pilchardus)and Mediterranean hake(Merluccius merluccius)stored at 22℃[J].Food Additives and Contaminants,2009,26(3):355-362.DOI:10.1080/02652030802520878.
[27]RODTONG S,NAWONG S,YONGSAWATDIGUL J.Histamine accumulation and histamine-forming bacteria in Indian anchovy(Stolephorus indicus)[J].Food Microbiology,2005,22(5):475-482.DOI:10.1016/j.fm.2004.08.009.
[28]MAIJALA R,NURMI E,FISCHER A.Influence of processing temperature on the formation of biogenic amines indry sausages[J].Meat Science,1995,39(1):19-22.DOI:10.1016/0309-1740(95)80003-4.
[29]LATORRE-MORATALLA M L,VECIANA-NOGUéS T,BOVER-CID S,et al.Biogenic amines in traditional fermented sausages produced in selected European countries[J].Food Chemistry,2008,107(2):912-921.DOI:10.1016/j.foodchem.2007.08.046.
[30]SUN X,ZHOU K,GONG Y,et al.Determination of biogenic amines in Sichuan-style spontaneously fermented sausages[J].Food Analytical Methods,2016,9(8):2299-2307.DOI:10.1007/s12161-016-0417-6.
[31]PAPAVERGOU E J,SAVVAIDIS I N,AMBROSIADIS I A.Levels of biogenic amines in retail market fermented meat products[J].Food Chemistry,2012,135(4):2750-2755.DOI:10.1016/j.foodchem.2012.07.049.
[32]LOIZZO M R,MENICHINI F,PICCI N,et al.Technological aspects and analytical determination of biogenic amines in cheese[J].Trends in Food Science and Technology,2013,30(1):38-55.DOI:10.1016/j.tifs.2012.11.005.
[33]LADERO V,FERNáNDEZ M,ALVAREZ M A.Effect of postripening processing on the histamine and histamine-producing bacteria contents of different cheeses[J].International Dairy Journal,2009,19(12):759-762.DOI:10.1016/j.idairyj.2009.05.010.
[34]SCHIRONE M,TOFALO R,FASOLI G,et al.High content of biogenic amines in Pecorino cheeses[J].Food Microbiology,2013,34(1):137-144.DOI:10.1016/j.fm.2012.11.022.
[35]BUNKOVA L,BUNKA F,MANTLOVA G,et al.The effect of ripening and storage conditions on the distribution of tyramine,putrescine and cadaverine in Edam-cheese[J].Food Microbiology,2010,27(7):880-888.DOI:10.1016/j.fm.2010.04.014.
[36]GUARCELLO R,DIVICCARO A,BARBERA M,et al.A survey of the main technology,biochemical and microbiological features influencing the concentration of biogenic amines of twenty Apulian and Sicilian(Southern Italy)cheeses[J].International Dairy Journal,2015,43:61-69.DOI:10.1016/j.idairyj.2014.11.007.
[37]ROLLAN G C,COTON E,LONVAUD-FUNEL A.Histidine decarboxylase activity of Leuconostoc oenos 9204[J].Food Microbiology,1995,12(5):455-461.DOI:10.1016/S0740-0020(95)80130-8.
[38]LEHTONEN P.Determination of amines and amino acids in wine:a review[J].American Journal of Enology and Viticulture,1996,47(2):127-133.
[39]GARCíA-RUIZ A,GONZáLEZ-ROMPINELLI E M,BARTOLOMéB,et al.Potential of wine-associated lactic acid bacteria to degrade biogenic amines[J].International Journal of Food Microbiology,2011,148(2):115-120.DOI:10.1016/j.ijfoodmicro.2011.05.009.
[40]VERSARI A,PARPINELLO G P,CATTANEO M.Leuconostoc oenos and malolactic fermentation in wine:a review[J].Journal of Industrial Microbiology and Biotechnology,1999,23(6):447-455.DOI:10.1038/sj.jim.2900733.
[41]ANLI R E,BAYRAM M.Biogenic amines in wines[J].Food Reviews International,2009,25(1):86-102.DOI:10.1080/87559120802458552.
[42]MARQUES A P,LEITAO M C,ROMAO M V S.Biogenic amines in wines:influence of oenological factors[J].Food Chemistry,2008,107(2):853-860.DOI:10.1016/j.foodchem.2007.09.004.
[43]MARTíN-áLVAREZ P J,MARCOBALá,POLO C,et al.Influence of technological practices on biogenic amine contents in red wines[J].European Food Research and Technology,2006,222(3/4):420-424.DOI:10.1007/s00217-005-0142-7.
[44]VIDAL-CAROU M C,CODONY-SALCEDO R,MARINé-FONT A.Histamine and tyramine in Spanish wines:relationships with total sulfur dioxide level,volatile acidity and malolactic fermentation intensity[J].Food Chemistry,1990,35(3):217-227.DOI:10.1016/008-8146(90)90035-3.
[45]SOUZA S C,THEODORO K H,SOUZAéR,et al.Bioactive amines in Brazilian wines:types,levels and correlation with physicochemical parameters[J].Brazilian Archives of Biology and Technology,2005,48(1):53-62.DOI:10.1590/S1516-89132005000100009.
[46]HERBERT P,CABRITA M J,RATOLA N,et al.Relationship between biogenic amines and free amino acid contents of wines and musts from Alentejo(Portugal)[J].Journal of Environmental Science and Health,Part B:Pesticides,Food Contaminants,and Agricultural Wastes,2006,41(7):1171-1186.DOI:10.1080/03601230600856967.
[47]ANCIN-AZPILICUET A C,GONZALES-MARCOA,JIMENEZ-MORENO N.Current knowledge about the presence of amines in wine[J].Critical Reviews in Food Science and Nutrition,2008,48(3):257-275.DOI:10.1080/10408390701289441.
[48]LANDETE J M,FERRER S,PARDO I.Which lactic acid bacteria are responsible for histamine production in wine?[J].Journal of Applied Microbiology,2005,99(3):580-586.DOI:10.1111/j.1365-2672.2005.02633.x.
[49]KáNTOR A,KA?áNIOVáM,PACHLOVáV.Biogenic amines content in different wine samples[J].Journal of Microbiology,Biotechnology and Food Sciences,2017,4(1):37-40.DOI:10.15414/jmbfs.2015.4.special1.37-40.
[50]许禄.黄酒酿造过程中生物胺变化规律的研究[D].上海:上海海洋大学,2016:1-51.
[51]ZHONG Jianjun,YE Xingqian,FANG Zhongxiang,et al.Determination of biogenic amines in semi-dry and semi-sweet Chinese rice wines from the Shaoxing region[J].Food Control,2012,28(1):151-156.DOI:10.1016/j.foodcont.2012.05.011.
[52]范文来,徐岩,温永柱.白酒发酵与蒸馏过程中5种生物胺变化[J].食品工业科技,2015,36(9):144-146;157.DOI:10.13386/j.issn1002-0306.2015.09.023.
[53]LU Yongmei,CHEN Xiaohong,JIANG Mei,et al.Biogenic amines in Chinese soy sauce[J].Food Control,2009,20(6):593-597.DOI:10.1016/j.foodcont.2008.08.020.
[54]邹阳,赵谋明,赵海锋.高效液相色谱法同时测定酱油中的8种生物胺[J].现代食品科技,2012,28(5):570-573.DOI:10.3969/j.issn.1673-9078.2012.05.024.
[55]周朝晖.QuEChERS-UPLC-MS/MS法测定酱油中8种生物胺[J].现代食品科技,2016,32(7):255-260.DOI:10.13982/j.mfst.1673-9078.2016.7.039.
[56]LEE H I,KIM Y M,RO Y T.Purification and characterization of a copper-containing amine oxidase from Mycobacterium sp.strain JC1DSM 3803 grown on benzylamine[J].Journal of Biochemistry,2008,144(1):107-114.DOI:10.1093/jb/mvn047.
[57]YAGODINA O V,NIKOL’SKAYA E B,KHOVANSKIKH A E,et al.Amine oxidases of microorganisms[J].Journal of Evolutionary Biochemistry and Physiology,2002,38(3):251-258.DOI:10.1080/00021369.1969.10859530.
[58]刘宝宝,张士璀.多胺氧化酶在多胺代谢中的作用[J].鲁东大学学报(自然科学版),2014,30(4):336-341.DOI:10.3969/j.issn.1673-8020.2014.04.010.
[59]SANTA-CRUZ A,ACOSTA M,PéREZ-ALFOCEA F,et al.Changes in free polyamine levels induced by salt stress in leaves of cultivated and wild tomato species[J].Physiologia Plantarum,1997,101(2):341-346.DOI:10.1111/j.1399-3054.1997.tb01006.x.
[60]曾广冰.单胺氧化酶的硏究进展[J].中国民族民间医药,2010,19(12):18.DOI:10.3969/j.iss n.1007-8517.2010.12.0 13.
[61]MUROOKA Y,DOI N,HARADA T.Distribution of membranebound monoamine oxidase in bacteria[J].Applied and Environmental Microbiology,1979,38(4):565-569.
[62]YAMADA H,ADACHI O,OGATA K.Amine oxidases of microorganisms:part Ⅱ.purification and crystallization of amine Oxidase of Aspergillus niger[J].Bioscience Biotechnology and Biochemistry,1965,29(7):649-654.DOI:10.1080/00021369.1965.10858442.
[63]OKAMURA H,MUROOKA Y,HARADA T.Regulation of tyramine oxidase synthesis in Klebsiella aerogenes[J].Journal of Bacteriology,1976,127(1):24-31.
[64]OKAMURA H,MUROOKA Y,HARADA T.Tyramine oxidase and regulation of arylsulfatase synthesis in Klebsiella aerogenes[J].Journal of Bacteriology,1977,129(1):59-65.
[65]FOSTER A,BARNES N,SPEIGHT R,et al.Genomic organisation,activity and distribution analysis of the microbial putrescine oxidase degradation pathway[J].Systematic and Applied Microbiology,2013,36(7):457-466.DOI:10.1016/j.syapm.2013.06.008.
[66]何生根,黄学林,傅家瑞.部分植物中的多胺氧化酶活性[J].植物生理学通讯,1998,34(3):213-218.DOI:10.13592/j.cnki.ppj.1997.06.011.
[67]LEHANE L,OLLEY J.Histamine fish poisoning revisited[J].International Journal of Food Microbiology,2000,58(1/2):1-37.DOI:10.1016/S0168-1605(00)00296-8.
[68]LEUSCHNER R G K,HEIDEL M,HAMMES W P.Histamine and tyramine degradation by food fermenting microorganisms[J].International Journal of Food Microbiology,1998,39(1/2):1-10.DOI:10.1016/S0168-1605(97)00109-8.
[69]LEUSCHNER R G K,HAMMES W P.Tyramine degradation by micrococci during ripening of fermented sausage[J].Meat Science,1998,49(3):289-296.DOI:10.1016/S0309-1740(97)00124-1.
[70]STRATTON J E,HUTKINS R W,TAYLOR S L.Biogenic amines in cheese and other fermented foods:a review[J].Journal of Food Protection,1991,54(6):460-470.DOI:10.4315/0362-028X-54.6.460.
[71]CALLEJóN S,SENDRA R,FERRER S,et al.Identification of a novel enzymatic activity from lactic acid bacteria able to degrade biogenic amines in wine[J].Applied Microbiology and Biotechnology,2014,98(1):185-198.DOI:10.1007/s00253-013-4829-6.
[72]XIE Chong,WANG Huhu,NIE Xiaokai,et al.Reduction of biogenic amine concentration in fermented sausage by selected starter cultures[J].CyTA-Journal of Food,2015,13(4):491-497.DOI:10.1080/19476337.2015.1005027.
[73]ZHANG Huichao,LU Shiling,MA Yuxia,et al.Effects of biogenic amine oxidase producing strains during the maturation of smoked horsemeat sausages[J].Modern Food Science and Technology,2015,31(6):122-128.DOI:10.13982/j.mfst.1673-9078.2015.6.020.
[74]FADDA S,VIGNOLO G,OLIVE G.Tyramine degradation and tyramine histamine production by lactic acid bacteria and Kocuria strains[J].Biotechnology Letters,2001,23(24):2015-2019.DOI:10.1023/A:1013783030276.
[75]GUARCELLO R,DE ANGELIS M,SETTANNI L,et al.Selection of amine-oxidizing dairy lactic acid bacteria andidentification of the enzyme and gene involved in the decrease of biogenic amines[J].Applied and Environmental Microbiology,2016,82(23):6870-6880.DOI:10.1128/AEM.01051-16.
[76]LEE Y C,KUNG H F,HUANG C Y,et al.Reduction of histamine and biogenic amines during salted fish fermentation by Bacillus polymyxa as a starter culture[J].Journal of Food and Drug Analysis,2016,24(1):157-163.DOI:10.1016/j.jfda.2015.02.002.
[77]MATSUMURA K,HISADA H,OBATA H,et al.A novel amine oxidase encoding gene from Aspergillus oryzae[J].Journal of Bioscience and Bioengineering,2004,98(5):359-365.DOI:10.1016/S1389-1723(04)00296-8.
[78]黄瑶,朱霞,彭铭烨,等.黑曲霉胺氧化酶的粗酶液酶学特性及降解生物胺的研究[J].中国酿造,2017,36(3):121-125.DOI:10.11882/j.issn.0254-5071.2017.03.025.
[79]YAMADA H,ADACHI O,OGATA K.Amine oxidases of microorganisms:part Ⅲ.properties of amine oxidase of Aspergillus niger[J].Bioscience Biotechnology and Biochemistry,1965,29(9):864-869.DOI:10.1080/00021369.1965.10858476.
[80]YAMADA H,ADACHI O,OGATA K.Amine oxidases of microorganisms:part IV.further properties of amine oxidase of Aspergillus niger[J].Bioscience Biotechnology and Biochemistry,1965,29(10):912-917.DOI:10.1080/00021369.1965.10858487.
[81]HAYWOOD G W,LARGE P J.Microbial oxidation of amines.distribution,purification and properties of two primary-amine oxidases from the yeast Candida boidinii grown on amines as sole nitrogen source[J].Biochemical Journal,1981,199(1):187-201.DOI:10.1042/bj1990187.
[82]SEKIGUCHI Y,MAKITA H,YAMAMURA A,et al.A thermostable histamine oxidase from Arthrobacter crystallopoietes KAIT-B-007[J].Journal of Bioscience and Bioengineering,2004,97(2):104-110.DOI:10.1016/S1389-1723(04)70176-0.
[83]FOSTER A,BARNES N,SPEIGHT R,et al.Identification,functional expression and kinetic analysis of two primary amine oxidases from Rhodococcus opacus[J].Journal of Molecular Catalysis B:Enzymatic,2012,74(1/2):73-82.DOI:10.1016/j.molcatb.2011.09.001.
[84]CALLEJóN S,SENDRA R,FERRER S,et al.Cloning and characterization of a new laccase from Lactobacillus plantarum J16CECT 8944 catalyzing biogenic amines degradation[J].Applied Microbiology and Biotechnology,2016,100(7):3113-3124.DOI:10.1007/s00253-015-7158-0.
[85]NAILA A,FLINT S,FLETCHER G C,et al.Histamine degradation by diamine oxidase,Lactobacillus and Vergibacillus halodonitrificans Nai18[J].Journal of Food Processing and Technology,2012,3(6):1-4.DOI:10.4172/2157-7110.1000158.
[2]刘景,任婧,孙克杰.食品中生物胺的安全性研究进展[J].食品科学,2013,34(5):322-326.
[3]PREMONT R T,GAINEDINOV R R,CARON M G.Following the trace of elusive amines[J].Proceedings of the National Academy of Sciences,2001,98(5):9874-9875.DOI:10.1073/pnas.181356198.
[4]SPANO G,RUSSO P,LONVAUD-FUNEL A,et al.Biogenic amines in fermented foods[J].European Journal of Clinical Nutrition,2010,64(11):95-100.DOI:10.1038/ejcn.2010.218.
[5]HUI J Y,TAYLOR S L.Inhibition of in vivo histamine metabolism in rats by foodborne and pharmacologic inhibitors of diamine oxidase,histamine N-methyltransferase,and monoamine oxidase[J].Toxicology and Applied Pharmacology,1985,81(2):241-249.DOI:10.1016/0041-008X(85)90160-7.
[6]GERNER E W,MEYSKENS F L.Polyamines and cancer:old molecules,new understanding[J].Nature Reviews Cancer,2004,4(10):781-792.DOI:10.1038/nrc1454.
[7]NEBELIN E,PILLAI S,LUND E,et al.On the formation of N-nitrosopyrrolidine from potential precursors and nitrite[J].IARCScientific Publications,1980,7(31):183-193.
[8]DE FERNáNDEZ P P,FERNáNDEZ M,MOHEDANO M L,et al.Role of tyramine synthesis by food-borne Enterococcus durans in the adaptation to the gastrointestinal tract environment[J].Applied and Environmental Microbiology,2011,77(2):699-702.DOI:10.1128/AEM.01411-10.
[9]RUSSO P,DE FERNáNDEZ P P,ROMANO A,et al.Biogenic amine production by the wine Lactobacillus brevis IOEB 9809 in systemsthat partially mimic the gastrointestinal tract stress[J].BMC Microbiology,2012,12(1):247-257.DOI:10.1186/1471-2180-12-247.
[10]LORENZOA C,BORDIGAB M,PéREZ-áLVAREZC E P,et al.The impacts of temperature,alcoholic degree and amino acids content on biogenic amines and their precursor amino acids content in red wine[J].Food Research International,2017,9(99):328-335.DOI:10.1016/j.foodres.2017.05.016.
[11]LATORRE-MORATALLA M L,BOVER-CID S,AYMERICH T,et al.Amino genesis control in fermented sausages manufactured with pressurized meat batter and starter culture[J].Meat Science,2007,75(3):460-469.DOI:10.1016/j.meatsci.2006.07.020.
[12]FAUSTO G,MARIA M,MARIA A C,et al.Use of Staphylococcus xylosus as a starter culture in dried sausages:effect on the biogenic amine content[J].Meat Science,2002,61(3):275-283.DOI:10.1016/S0309-1740(01)00193-0.
[13]YONGSAWATDIGUL J,RODTONG S,RAKSAKULTHAI N.Acceleration of Thai fish sauce fermentation using proteinases and bacterial starter cultures[J].Journal of Food Science,2007,72(9):382-390.DOI:10.1111/j.1750-3841.2007.00532.x.
[14]CAPOZZI V,RUSSO P,LADERO V,et al.Biogenic amines degradation by Lactobacillusp lantarum:toward a potential application in wine[J].Frontiers in Microbiology,2012,3(4):122-126.DOI:10.3389/fmicb.2012.00122.
[15]UNDERBERG E,LEMBKE A.Process for the preparation of amine oxidase containing material,so produced amine oxidase containing material:US4725540[P].1988-02-16[2017-12-05].http://www.google.com/patents/US4725540?hl=zh-CN&cl=en.
[16]DAPKEVICIUS M L N E,NOUT M J R,ROMBOUTS F M,et al.Biogenic amine formation and degradation by potential fish silage starter microorganisms[J].International Journal of Food Microbiology,2000,57(1):107-114.DOI:10.1016/S0168-1605(00)00238-5.
[17]MARTUSCELLI M,CRUDELE M A,GARDINI F,et al.Biogenic amine formation and oxidation by Staphylococcus xylosus strains from artisanal fermented sausages[J].Letters in Applied Microbiology,2000,31(3):228-232.DOI:10.1046/j.1365-2672.2000.00796.x.
[18]邓红梅.传统中式香肠产生物胺氧化酶菌对生物胺影响研究[D].石河子:石河子大学,2012:1-63.
[19]MOHEDANO M L,LóPEZ P,SPANO G,et al.Controlling the formation of biogenic amines in fermented foods[J].Advances in Fermented Foods and Beverages,2014,2014:273-310.DOI:10.1016/B978-1-78242-015-6.00012-8.
[20]姜维.一株耐盐性高效生物胺降解新菌的筛选、分类鉴定及应用研究[D].青岛:中国海洋大学,2014:1-175.
[21]PRESTER L.Biogenic amines in fish,fish products and shellfish:a review[J].Food Additives and Contaminants,2011,28(11):1547-1560.DOI:10.1080/19440049.2011.600728.
[22]国家卫生和计划生育委员会.食品安全国家标准鲜、冻动物性水产品:GB 2733-2015[S].北京:中国标准出版社,2015:1-2.
[23]MIRANDA A,LE?A J M,PEREIRA V,et al.Analytical methodologies for the determination of biogenic amines in wines:an overview of the recent trends[J].Journal of Analytical,Bioanalytical and Separation Techniques,2017,2(1):1-6.DOI:10.15436/2476-1869.17.1296.
[24]BULUSHI I A,POOLE S,DEETH H C,et al.Biogenic amines in fish:roles in intoxication,spoilage,and nitrosamine formation:a review[J].Critical Reviews in Food Science and Nutrition,2009,49(4):369-377.DOI:10.1080/10408390802067514.
[25]BILGIN B,GEN?CELEP H.Determination of biogenic amines in fish products[J].Food Science and Biotechnology,2015,24(5):1907-1913.DOI:10.1007/s10068-015-0251-4.
[26]PRESTER L,MACAN J,VARNAI V M,et al.Endotoxin and biogenic amine levels in Atlantic mackerel(Scomber scombrus),sardine(Sardina pilchardus)and Mediterranean hake(Merluccius merluccius)stored at 22℃[J].Food Additives and Contaminants,2009,26(3):355-362.DOI:10.1080/02652030802520878.
[27]RODTONG S,NAWONG S,YONGSAWATDIGUL J.Histamine accumulation and histamine-forming bacteria in Indian anchovy(Stolephorus indicus)[J].Food Microbiology,2005,22(5):475-482.DOI:10.1016/j.fm.2004.08.009.
[28]MAIJALA R,NURMI E,FISCHER A.Influence of processing temperature on the formation of biogenic amines indry sausages[J].Meat Science,1995,39(1):19-22.DOI:10.1016/0309-1740(95)80003-4.
[29]LATORRE-MORATALLA M L,VECIANA-NOGUéS T,BOVER-CID S,et al.Biogenic amines in traditional fermented sausages produced in selected European countries[J].Food Chemistry,2008,107(2):912-921.DOI:10.1016/j.foodchem.2007.08.046.
[30]SUN X,ZHOU K,GONG Y,et al.Determination of biogenic amines in Sichuan-style spontaneously fermented sausages[J].Food Analytical Methods,2016,9(8):2299-2307.DOI:10.1007/s12161-016-0417-6.
[31]PAPAVERGOU E J,SAVVAIDIS I N,AMBROSIADIS I A.Levels of biogenic amines in retail market fermented meat products[J].Food Chemistry,2012,135(4):2750-2755.DOI:10.1016/j.foodchem.2012.07.049.
[32]LOIZZO M R,MENICHINI F,PICCI N,et al.Technological aspects and analytical determination of biogenic amines in cheese[J].Trends in Food Science and Technology,2013,30(1):38-55.DOI:10.1016/j.tifs.2012.11.005.
[33]LADERO V,FERNáNDEZ M,ALVAREZ M A.Effect of postripening processing on the histamine and histamine-producing bacteria contents of different cheeses[J].International Dairy Journal,2009,19(12):759-762.DOI:10.1016/j.idairyj.2009.05.010.
[34]SCHIRONE M,TOFALO R,FASOLI G,et al.High content of biogenic amines in Pecorino cheeses[J].Food Microbiology,2013,34(1):137-144.DOI:10.1016/j.fm.2012.11.022.
[35]BUNKOVA L,BUNKA F,MANTLOVA G,et al.The effect of ripening and storage conditions on the distribution of tyramine,putrescine and cadaverine in Edam-cheese[J].Food Microbiology,2010,27(7):880-888.DOI:10.1016/j.fm.2010.04.014.
[36]GUARCELLO R,DIVICCARO A,BARBERA M,et al.A survey of the main technology,biochemical and microbiological features influencing the concentration of biogenic amines of twenty Apulian and Sicilian(Southern Italy)cheeses[J].International Dairy Journal,2015,43:61-69.DOI:10.1016/j.idairyj.2014.11.007.
[37]ROLLAN G C,COTON E,LONVAUD-FUNEL A.Histidine decarboxylase activity of Leuconostoc oenos 9204[J].Food Microbiology,1995,12(5):455-461.DOI:10.1016/S0740-0020(95)80130-8.
[38]LEHTONEN P.Determination of amines and amino acids in wine:a review[J].American Journal of Enology and Viticulture,1996,47(2):127-133.
[39]GARCíA-RUIZ A,GONZáLEZ-ROMPINELLI E M,BARTOLOMéB,et al.Potential of wine-associated lactic acid bacteria to degrade biogenic amines[J].International Journal of Food Microbiology,2011,148(2):115-120.DOI:10.1016/j.ijfoodmicro.2011.05.009.
[40]VERSARI A,PARPINELLO G P,CATTANEO M.Leuconostoc oenos and malolactic fermentation in wine:a review[J].Journal of Industrial Microbiology and Biotechnology,1999,23(6):447-455.DOI:10.1038/sj.jim.2900733.
[41]ANLI R E,BAYRAM M.Biogenic amines in wines[J].Food Reviews International,2009,25(1):86-102.DOI:10.1080/87559120802458552.
[42]MARQUES A P,LEITAO M C,ROMAO M V S.Biogenic amines in wines:influence of oenological factors[J].Food Chemistry,2008,107(2):853-860.DOI:10.1016/j.foodchem.2007.09.004.
[43]MARTíN-áLVAREZ P J,MARCOBALá,POLO C,et al.Influence of technological practices on biogenic amine contents in red wines[J].European Food Research and Technology,2006,222(3/4):420-424.DOI:10.1007/s00217-005-0142-7.
[44]VIDAL-CAROU M C,CODONY-SALCEDO R,MARINé-FONT A.Histamine and tyramine in Spanish wines:relationships with total sulfur dioxide level,volatile acidity and malolactic fermentation intensity[J].Food Chemistry,1990,35(3):217-227.DOI:10.1016/008-8146(90)90035-3.
[45]SOUZA S C,THEODORO K H,SOUZAéR,et al.Bioactive amines in Brazilian wines:types,levels and correlation with physicochemical parameters[J].Brazilian Archives of Biology and Technology,2005,48(1):53-62.DOI:10.1590/S1516-89132005000100009.
[46]HERBERT P,CABRITA M J,RATOLA N,et al.Relationship between biogenic amines and free amino acid contents of wines and musts from Alentejo(Portugal)[J].Journal of Environmental Science and Health,Part B:Pesticides,Food Contaminants,and Agricultural Wastes,2006,41(7):1171-1186.DOI:10.1080/03601230600856967.
[47]ANCIN-AZPILICUET A C,GONZALES-MARCOA,JIMENEZ-MORENO N.Current knowledge about the presence of amines in wine[J].Critical Reviews in Food Science and Nutrition,2008,48(3):257-275.DOI:10.1080/10408390701289441.
[48]LANDETE J M,FERRER S,PARDO I.Which lactic acid bacteria are responsible for histamine production in wine?[J].Journal of Applied Microbiology,2005,99(3):580-586.DOI:10.1111/j.1365-2672.2005.02633.x.
[49]KáNTOR A,KA?áNIOVáM,PACHLOVáV.Biogenic amines content in different wine samples[J].Journal of Microbiology,Biotechnology and Food Sciences,2017,4(1):37-40.DOI:10.15414/jmbfs.2015.4.special1.37-40.
[50]许禄.黄酒酿造过程中生物胺变化规律的研究[D].上海:上海海洋大学,2016:1-51.
[51]ZHONG Jianjun,YE Xingqian,FANG Zhongxiang,et al.Determination of biogenic amines in semi-dry and semi-sweet Chinese rice wines from the Shaoxing region[J].Food Control,2012,28(1):151-156.DOI:10.1016/j.foodcont.2012.05.011.
[52]范文来,徐岩,温永柱.白酒发酵与蒸馏过程中5种生物胺变化[J].食品工业科技,2015,36(9):144-146;157.DOI:10.13386/j.issn1002-0306.2015.09.023.
[53]LU Yongmei,CHEN Xiaohong,JIANG Mei,et al.Biogenic amines in Chinese soy sauce[J].Food Control,2009,20(6):593-597.DOI:10.1016/j.foodcont.2008.08.020.
[54]邹阳,赵谋明,赵海锋.高效液相色谱法同时测定酱油中的8种生物胺[J].现代食品科技,2012,28(5):570-573.DOI:10.3969/j.issn.1673-9078.2012.05.024.
[55]周朝晖.QuEChERS-UPLC-MS/MS法测定酱油中8种生物胺[J].现代食品科技,2016,32(7):255-260.DOI:10.13982/j.mfst.1673-9078.2016.7.039.
[56]LEE H I,KIM Y M,RO Y T.Purification and characterization of a copper-containing amine oxidase from Mycobacterium sp.strain JC1DSM 3803 grown on benzylamine[J].Journal of Biochemistry,2008,144(1):107-114.DOI:10.1093/jb/mvn047.
[57]YAGODINA O V,NIKOL’SKAYA E B,KHOVANSKIKH A E,et al.Amine oxidases of microorganisms[J].Journal of Evolutionary Biochemistry and Physiology,2002,38(3):251-258.DOI:10.1080/00021369.1969.10859530.
[58]刘宝宝,张士璀.多胺氧化酶在多胺代谢中的作用[J].鲁东大学学报(自然科学版),2014,30(4):336-341.DOI:10.3969/j.issn.1673-8020.2014.04.010.
[59]SANTA-CRUZ A,ACOSTA M,PéREZ-ALFOCEA F,et al.Changes in free polyamine levels induced by salt stress in leaves of cultivated and wild tomato species[J].Physiologia Plantarum,1997,101(2):341-346.DOI:10.1111/j.1399-3054.1997.tb01006.x.
[60]曾广冰.单胺氧化酶的硏究进展[J].中国民族民间医药,2010,19(12):18.DOI:10.3969/j.iss n.1007-8517.2010.12.0 13.
[61]MUROOKA Y,DOI N,HARADA T.Distribution of membranebound monoamine oxidase in bacteria[J].Applied and Environmental Microbiology,1979,38(4):565-569.
[62]YAMADA H,ADACHI O,OGATA K.Amine oxidases of microorganisms:part Ⅱ.purification and crystallization of amine Oxidase of Aspergillus niger[J].Bioscience Biotechnology and Biochemistry,1965,29(7):649-654.DOI:10.1080/00021369.1965.10858442.
[63]OKAMURA H,MUROOKA Y,HARADA T.Regulation of tyramine oxidase synthesis in Klebsiella aerogenes[J].Journal of Bacteriology,1976,127(1):24-31.
[64]OKAMURA H,MUROOKA Y,HARADA T.Tyramine oxidase and regulation of arylsulfatase synthesis in Klebsiella aerogenes[J].Journal of Bacteriology,1977,129(1):59-65.
[65]FOSTER A,BARNES N,SPEIGHT R,et al.Genomic organisation,activity and distribution analysis of the microbial putrescine oxidase degradation pathway[J].Systematic and Applied Microbiology,2013,36(7):457-466.DOI:10.1016/j.syapm.2013.06.008.
[66]何生根,黄学林,傅家瑞.部分植物中的多胺氧化酶活性[J].植物生理学通讯,1998,34(3):213-218.DOI:10.13592/j.cnki.ppj.1997.06.011.
[67]LEHANE L,OLLEY J.Histamine fish poisoning revisited[J].International Journal of Food Microbiology,2000,58(1/2):1-37.DOI:10.1016/S0168-1605(00)00296-8.
[68]LEUSCHNER R G K,HEIDEL M,HAMMES W P.Histamine and tyramine degradation by food fermenting microorganisms[J].International Journal of Food Microbiology,1998,39(1/2):1-10.DOI:10.1016/S0168-1605(97)00109-8.
[69]LEUSCHNER R G K,HAMMES W P.Tyramine degradation by micrococci during ripening of fermented sausage[J].Meat Science,1998,49(3):289-296.DOI:10.1016/S0309-1740(97)00124-1.
[70]STRATTON J E,HUTKINS R W,TAYLOR S L.Biogenic amines in cheese and other fermented foods:a review[J].Journal of Food Protection,1991,54(6):460-470.DOI:10.4315/0362-028X-54.6.460.
[71]CALLEJóN S,SENDRA R,FERRER S,et al.Identification of a novel enzymatic activity from lactic acid bacteria able to degrade biogenic amines in wine[J].Applied Microbiology and Biotechnology,2014,98(1):185-198.DOI:10.1007/s00253-013-4829-6.
[72]XIE Chong,WANG Huhu,NIE Xiaokai,et al.Reduction of biogenic amine concentration in fermented sausage by selected starter cultures[J].CyTA-Journal of Food,2015,13(4):491-497.DOI:10.1080/19476337.2015.1005027.
[73]ZHANG Huichao,LU Shiling,MA Yuxia,et al.Effects of biogenic amine oxidase producing strains during the maturation of smoked horsemeat sausages[J].Modern Food Science and Technology,2015,31(6):122-128.DOI:10.13982/j.mfst.1673-9078.2015.6.020.
[74]FADDA S,VIGNOLO G,OLIVE G.Tyramine degradation and tyramine histamine production by lactic acid bacteria and Kocuria strains[J].Biotechnology Letters,2001,23(24):2015-2019.DOI:10.1023/A:1013783030276.
[75]GUARCELLO R,DE ANGELIS M,SETTANNI L,et al.Selection of amine-oxidizing dairy lactic acid bacteria andidentification of the enzyme and gene involved in the decrease of biogenic amines[J].Applied and Environmental Microbiology,2016,82(23):6870-6880.DOI:10.1128/AEM.01051-16.
[76]LEE Y C,KUNG H F,HUANG C Y,et al.Reduction of histamine and biogenic amines during salted fish fermentation by Bacillus polymyxa as a starter culture[J].Journal of Food and Drug Analysis,2016,24(1):157-163.DOI:10.1016/j.jfda.2015.02.002.
[77]MATSUMURA K,HISADA H,OBATA H,et al.A novel amine oxidase encoding gene from Aspergillus oryzae[J].Journal of Bioscience and Bioengineering,2004,98(5):359-365.DOI:10.1016/S1389-1723(04)00296-8.
[78]黄瑶,朱霞,彭铭烨,等.黑曲霉胺氧化酶的粗酶液酶学特性及降解生物胺的研究[J].中国酿造,2017,36(3):121-125.DOI:10.11882/j.issn.0254-5071.2017.03.025.
[79]YAMADA H,ADACHI O,OGATA K.Amine oxidases of microorganisms:part Ⅲ.properties of amine oxidase of Aspergillus niger[J].Bioscience Biotechnology and Biochemistry,1965,29(9):864-869.DOI:10.1080/00021369.1965.10858476.
[80]YAMADA H,ADACHI O,OGATA K.Amine oxidases of microorganisms:part IV.further properties of amine oxidase of Aspergillus niger[J].Bioscience Biotechnology and Biochemistry,1965,29(10):912-917.DOI:10.1080/00021369.1965.10858487.
[81]HAYWOOD G W,LARGE P J.Microbial oxidation of amines.distribution,purification and properties of two primary-amine oxidases from the yeast Candida boidinii grown on amines as sole nitrogen source[J].Biochemical Journal,1981,199(1):187-201.DOI:10.1042/bj1990187.
[82]SEKIGUCHI Y,MAKITA H,YAMAMURA A,et al.A thermostable histamine oxidase from Arthrobacter crystallopoietes KAIT-B-007[J].Journal of Bioscience and Bioengineering,2004,97(2):104-110.DOI:10.1016/S1389-1723(04)70176-0.
[83]FOSTER A,BARNES N,SPEIGHT R,et al.Identification,functional expression and kinetic analysis of two primary amine oxidases from Rhodococcus opacus[J].Journal of Molecular Catalysis B:Enzymatic,2012,74(1/2):73-82.DOI:10.1016/j.molcatb.2011.09.001.
[84]CALLEJóN S,SENDRA R,FERRER S,et al.Cloning and characterization of a new laccase from Lactobacillus plantarum J16CECT 8944 catalyzing biogenic amines degradation[J].Applied Microbiology and Biotechnology,2016,100(7):3113-3124.DOI:10.1007/s00253-015-7158-0.
[85]NAILA A,FLINT S,FLETCHER G C,et al.Histamine degradation by diamine oxidase,Lactobacillus and Vergibacillus halodonitrificans Nai18[J].Journal of Food Processing and Technology,2012,3(6):1-4.DOI:10.4172/2157-7110.1000158.