期刊论文详细信息
Chemistry Central Journal
The acrylamide content of smokeless tobacco products
Brad Rodu2  Andrew Porter3  David Rushforth1  Carl Vas1  Harriet Kimpton1  Kevin McAdam1 
[1]Group Research and Development, British American Tobacco, Regents Park Road, Southampton SO15 8TL, UK
[2]Department of Medicine, School of Medicine, University of Louisville, 505 South Hancock Street, Louisville 40202, KY, USA
[3]3810 St. Antoine W., Montreal H4C 1B4, QC, Canada
关键词: Snuff;    Snus;    Smokeless tobacco products;    Acrylamide;   
Others  :  1229426
DOI  :  10.1186/s13065-015-0132-1
 received in 2015-07-02, accepted in 2015-09-18,  发布年份 2015
PDF
【 摘 要 】

Background

There is considerable interest from a regulatory and public health perspective in harmful and potentially harmful constituents in tobacco products, including smokeless tobacco products (STPs). A wide range of commercial STPs from the US and Sweden, representing 80–90 % of the 2010 market share for all the major STP categories in these two countries, were analysed for the IARC Group 2A carcinogen acrylamide. These STPs comprised the following styles: Swedish loose and portion snus, US snus, chewing tobacco, moist snuff, dry snuff, soft pellet, hard pellet and plug.

Results

Acrylamide was detected in all the products tested and quantified in all but one product. Concentrations ranged from 62 to 666 ng/g wet weight basis (WWB). The average levels of acrylamide (WWB) by type of STP were not significantly different (p > 0.05) except for US snus which had, on average, greater levels but with a very wide range of individual levels according to the manufacturer. Acrylamide levels in STPs were significantly and positively correlated with pH, but not with levels of either reducing sugars or ammonia nitrogen. Levels of acrylamide increased by sixfold or more (on a dry weight basis) during manufacture of a snus sample and then decreased during subsequent storage for up to 22 weeks. Acrylamide generation in tobacco generally appears to occur at lower temperatures, but longer time scales than found with food production.

Conclusions

Acrylamide is a common contaminant of STPs, formed through heat treatment of tobacco. Our data show that exposure to acrylamide from consumption of STPs is small compared with exposure from food consumption or cigarette smoking.

【 授权许可】

   
2015 McAdam et al.

【 预 览 】
附件列表
Files Size Format View
20151030011926966.pdf 1286KB PDF download
Fig.4. 36KB Image download
Fig.3. 12KB Image download
Fig.2. 14KB Image download
Fig.1. 19KB Image download
【 图 表 】

Fig.1.

Fig.2.

Fig.3.

Fig.4.

【 参考文献 】
  • [1]IARC (2007) Smokeless tobacco and some tobacco-specific N-nitrosamines. IARC monographs on the evaluation of carcinogenic risks to humans, vol 89. IARC Press, Lyon, p 370
  • [2]IARC (2012) IARC Summary of Classifications, vol 1–106. IARC Press, Lyon, p 31
  • [3]Rodu B, Jansson C. Smokeless tobacco and oral cancer: a review of the risks and determinants. Crit Rev Oral Biol Med. 2004; 15:252-263.
  • [4]Royal College of Physicians (2007) Harm reduction in nicotine addiction: helping people who can’t quit. A report by the Tobacco Advisory Group of the Royal College of Physicians, London
  • [5]FDA (2012) Harmful and Potentially Harmful Constituents in Tobacco Products and Tobacco Smoke: Established List. (http://www.fda.gov/TobaccoProducts/GuidanceComplianceRegulatoryInformation/ucm297786.htm)
  • [6]IARC (1994) Some industrial chemicals: summary of data reported and evaluation. Monographs on the evaluation of carcinogenic risks to humans, vol 60. IARC Press, Lyon
  • [7]Norris MV (1967) Acrylamide. In: Snell FD, Hilton CL (eds) Encyclopedia of Industrial Chemical Analysis, vol 4. Ablative materials to alkaloids. Interscience Publishers, New York, pp 160–168
  • [8]ICSC (2013) International Programme on Chemical Safety. ICSC: 0091. Acrylamide. http://www. inchem.org/documents/icsc/icsc/eics0091.htm webcite
  • [9]Schumacher JN, Green CR, Best FW, Newell MP. Smoke composition. An extensive investigation of the water-soluble portion of cigarette smoke. J Agric Food Chem. 1977; 25:310-320.
  • [10]White EL, Uhrig MS, Johnson TJ, Gordon BM, Hicks RD, Borgerding MF, Coleman WM, Elder JF. Quantitative determination of selected compounds in a Kentucky 1R4F reference cigarette smoke by multidimensional gas chromatography and selected ion monitoring-mass spectrometry. J Chrom Sci. 1990; 28:393-399.
  • [11]Smith CJ, Perfetti TA, Rumple MA, Rodgman A, Doolittle DJ. “IARC group 2A carcinogens” reported in cigarette mainstream smoke. Food Chem Toxicol. 2000; 38:371-383.
  • [12]Diekmann J, Wittig A, Stabbert R. Gas chromatographic–mass spectrometric analysis of acrylamide and acetamide in cigarette mainstream smoke after on-column injection. J Chromatogr Sci. 2008; 46:659-663.
  • [13]Lineback DR, Coughlin JR, Stadler RH. Acrylamide in foods: a review of the science and future considerations. Annu Rev Food Sci Technol. 2012; 3:15-35.
  • [14]Friedman M. Chemistry, biochemistry, and safety of acrylamide. A review. J Agric Food Chem. 2003; 51:4504-4526.
  • [15]Pérez HL, Osterman-Golkar S. A sensitive gas chromatographic–tandem mass spectrometric method for detection of alkylating agents in water: application to acrylamide in drinking water, coffee and snuff. Analyst. 2003; 128:1033-1036.
  • [16]Moldoveanu SC, Gerardi AR. Acrylamide analysis in tobacco, alternative tobacco products, and cigarette smoke. J Chromatogr Sci. 2011; 49:234-242.
  • [17]Boettcher MI, Schettgen T, Kütting B, Pischetsrieder M, Angerer J. Mercapturic acids of acrylamide and glycidamide as biomarkers of the internal exposure to acrylamide in the general population. Mutat Res. 2005; 580:167-176.
  • [18]Spencer PS, Schaumburg HH. Nervous system degeneration produced by acrylamide monomer. Environ Health Perspect. 1975; 11:129-133.
  • [19]McCollister DD, Oyen F, Rowe VK. Toxicology of acrylamide. Toxicol Appl Pharmacol. 1964; 6:172-181.
  • [20]Friedman MA, Dulak LH, Stedham MA. A lifetime oncogenicity study in rats with acrylamide. Fundam Appl Toxicol. 1995; 27:95-105.
  • [21]McAdam KG, Faizi A, Kimpton H, Porter A, Rodu B. Polycyclic aromatic hydrocarbons in US and Swedish smokeless tobacco products. Chem Cent J. 2013; 7:151. BioMed Central Full Text
  • [22]McAdam K, Kimpton H, Essen S, Davis P, Vas C, Wright C, Porter A, Rodu B (2015) Analysis of hydrazine in smokeless tobacco products by gas chromatography–mass spectrometry. Chem Cent J (In press)
  • [23]Wu J, Joza P, Rickert B (2008) Determination of acrylamide in tobacco smoke and smokeless tobacco products by LC tandem mass spectrometry. In: 62nd Tobacco Science Research Conference, Nashville
  • [24]AOAC International (2000) Official Method 966.02: Moisture in Tobacco. Official Methods of Analysis of AOAC INTERNATIONAL, Chapter 3, 30. Gaithersburg
  • [25]Rutqvist LE, Curvall M, Hassler T, Ringberger T, Wahlberg I. Swedish snus and the GothiaTek standard. Harm Reduct J. 2011; 8:11. BioMed Central Full Text
  • [26]Hoenicke K, Gatermann R. Studies on the stability of acrylamide in food during storage. J AOAC Int. 2005; 88:268-273.
  • [27]Eriksson S, Karlsson P, Törnqvist M (2007) Measurement of evaporated acrylamide during heat treatment of food and other biological materials. Food Sci Technol 01/2007; doi: 10.1016/j.lwt.2006.03.006
  • [28]MacWilliams DC (1978) Acrylamides. In: Mark HF (ed) Kirk-Othmer Encyclopedia of Chemical Technology, 3rd edn, vol I. Wiley-Interscience, New York, p 300
  • [29]Zamora R, Delgado RM, Hidalgo FJ. Model reactions of acrylamide with selected amino compounds. J Agric Food Chem. 2010; 58:1708-1713.
  • [30]Rodgman A, Perfetti T. The chemical components of tobacco and tobacco smoke. CRC Press, New York; 2009.
  • [31]Brune DC. Alkylation of cysteine with acrylamide for protein sequence analysis. Anal Biochem. 1992; 207:285-290.
  • [32]Kobayashi A, Gomikawa S, Yamazaki A, Sato S, Konishi T. Elimination of acrylamide by moderate heat treatment below 120 °C with lysine and cysteine. Food Sci Technol Res. 2014; 20:979-985.
  • [33]Bråthen E, Knutsen SH. Effect of temperature and time on the formation of acrylamide in starch-based and cereal model systems, flat breads and bread. Food Chem. 2005; 92:693-700.
  • [34]Mottram DS, Wedzicha BL, Dodson AT. Food chemistry: acrylamide is formed in the Maillard reaction. Nature. 2002; 419:448-449.
  • [35]Granvogl M, Schieberle P. Thermally generated 3-aminopropionamide as a transient intermediate in the formation of acrylamide. J Agric Food Chem. 2006; 54:5933-5938.
  • [36]Stadler RH, Robert F, Riediker S, Varga N, Davidek T, Devaud S, Goldmann T, Hau J, Blank I. In-depth mechanistic study on the formation of acrylamide and other vinylogous compounds by the Maillard reaction. J Agric Food Chem. 2004; 52:5550-5558.
  • [37]Rydberg P, Eriksson S, Tareke E, Karlsson P, Ehrenberg L, Törnqvist M. Investigations of factors that influence the acrylamide content of heated foodstuffs. J Agric Food Chem. 2003; 51:7012-7018.
  • [38]Amrein TM, Bachmann S, Noti A, Biedermann M, Barbosa MF, Biedermann BS, Grob K, Keiser A, Realini P, Escher F, Amado R. Potential of acrylamide formation, sugars, and free asparagine in potatoes: a comparison of cultivars and farming systems. J Agric Food Chem. 2003; 51:5556-5560.
  • [39]Amrein TM, Schönbӓhler B, Rohner F, Lukac H, Schneider H, Kaiser A, Escher F, Amado R. Potential for acrylamide formation in potatoes: Data from the 2003 harvest. Eur Food Res Technol. 2004; 219:572-578.
  • [40]Williams JSE. Influence of variety and processing conditions on acrylamide levels in fried potato crisps. Food Chem. 2005; 90:875-881.
  • [41]De Wilde T, De Meulenaer B, Mestdagh F, Govaert Y, Vandeburie S, Ooghe W, Fraselle S, Demeulemeester K, Van Peteghem C, Calus A, Degroodt J-M, Verhé R. Influence of storage practices on acrylamide formation during potato frying. J Agric Food Chem. 2005; 53:6550-6557.
  • [42]Gökmen V, Akbudak B, Serpen A, Acar J, Metin Turan Z, Eris A. Effects of controlled atmosphere storage and low-dose irradiation on potato tuber components affecting acrylamide and color formations upon frying. Eur Food Res Technol. 2007; 224:681-687.
  • [43]Granvogl M, Jezussek M, Koehler P, Schieberle P. Quantitation of 3-aminopropionamide in potatoes—a minor but potent precursor in acrylamide formation. J Agric Food Chem. 2004; 52:4751-4757.
  • [44]Amrein TM, Andres L, Manzardo GGG, Amado R. Investigations on the promoting effect of ammonium hydrogen carbonate on the formation of acrylamide in model systems. J Agric Food Chem. 2006; 54:10253-10261.
  • [45]Biedermann M, Grob K. Model studies on acrylamide formation in potato, wheat flour and corn starch; ways to reduce acrylamide contents in bakery ware. Mitteilungen aus Lebensmitteluntersuchung und Hygiene. 2003; 94:406-422.
  • [46]Tareke E, Rydberg P, Karlsson P, Eriksson S, Trnqvist M. Analysis of acrylamide, a carcinogen formed in heated foodstuffs. J Agric Food Chem. 2002; 50:4998-5006.
  • [47]Wahlberg I, Ringberger T (1999) Smokeless tobacco. In: Layten Davis D, Nielsen MT (eds) Tobacco Production, Chemistry and Technology. Blackwell Science
  • [48]Lingnert H, Grivas S, Jӓgerstad M, Skog K, Törnqvist M, Åman P. Acrylamide in food: mechanisms of formation and influencing factors during heating of foods. Scand J Nutr. 2002; 46:159-172.
  • [49]Delgado-Andrade C, Mesías M, Morales FJ, Seiquer I, Navarro MP. Assessment of acrylamide intake of Spanish boys aged 11–14 years consuming a traditional and balanced diet. LWT Food Sci Technol. 2012; 46:16-22.
  • [50]Palmer GK, Pearce RC (1999) Production Practices: 5B Light air-cured tobacco. In: Layten Davis D, Nielsen MT (eds) Tobacco Production, Chemistry and Technology. Blackwell Science, p 143
  • [51]Miller RD, Fowlkes DJ (1999) Production Practices: 5D. Dark fire-cured tobacco. In: Layten Davis D, Nielsen MT (eds) Tobacco Production, Chemistry and Technology. Blackwell Science, p 466
  • [52]Peedin GF (1999) Production practices: 5A Flue-cured tobacco. In: Layten Davis D, Nielsen MT (eds) Tobacco Production, Chemistry and Technology. Blackwell Science, p 136
  • [53]Ward B (1999) Green leaf threshing and redrying tobacco. In: Layten Davis D, Nielsen MT (eds) Tobacco Production, Chemistry and Technology. Blackwell Science
  • [54]Fisher P (1999) Tobacco Blending. In: Layten Davis D, Nielsen MT (eds) Tobacco Production, Chemistry and Technology, vol 11A. Blackwell Science, pp 346–352
  • [55]RJ Reynolds (2010) Thermal treatment process for tobacco materials. Patent Application WO 2010/141278 A1
  • [56]European Smokeless Tobacco Council (2015) About Smokeless Tobacco. http://www.estoc.org/about-smokeless-tobacco. Accessed 22 Sept 2015
  • [57]Williams Aaron. http://www.fda.gov/downloads/AdvisoryCommittee/CommitteesMeetingMaterials/TobaccoProductsScientificAdvisoryCommittee/UCM265319.pdf. Accessed 26th February 2015
  • [58]Yoshida D. Changes of free amino acid composition in tobacco leaves during the process of “flue-curing”. Plant Cell Physiol. 1961; 2:209-211.
  • [59]Yamamoto K, Noguchi M. Isolation of sugar compounds of asparagine, phenylalanine, tyrosine and valine from cured tobacco leaves. Agric Biol Chem. 1973; 37:2185-2187.
  • [60]JECFA (2011) Safety evaluation of certain contaminants in food. Acrylamide. In: 72nd meeting of the Joint FAO/WHO Expert Committee on Food Additives (JECFA), FAO JECFA Monograph 8, pp 1–151. WHO Food Additive Series 63. http://whqlibdoc. who.int/publications/2011/9789241660631_eng.pdf webcite
  • [61]Digard H, Errington G, Richter A, McAdam K. Patterns and behaviors of snus consumption in Sweden. Nicotine Tob Res. 2009; 11:1175-1181.
  • [62]Digard H, Gale N, Errington G, Peters N, McAdam K. Multi-analyte approach for determining the extraction of tobacco constituents from pouched snus by consumers during use. Chem Cent J. 2013; 7:55. BioMed Central Full Text
  • [63]Walpole SC, Prieto-Merino D, Edwards P, Cleland J, Stevens G, Roberts I (2012) The weight of nations: an estimation of adult human biomass. BMC Public Health 12:439 doi:10.1186/1471-2458-12-439. Retrieved 12 July 2012
  • [64]Urban M, Kavvadias D, Riedel K, Scherer G. Urinary mercapturic acids and a hemoglobin adduct for the dosimetry of acrylamide exposure in smokers and nonsmokers. Inhal Toxicol. 2006; 18:831-839.
  • [65]Twaddle NC, McDaniel LP, Gamboa DC, Churchwell MI, Beland FA, Doerge DR. Determination of acrylamide and glycidamide serum toxicokinetics in B6C3F1 mice using LC-ES/MS/MS. Cancer Lett. 2004; 207:9-17.
  文献评价指标  
  下载次数:24次 浏览次数:22次