Nutrition and immunity are the hot topics in animal’s production, and the effects of methionine on the immunity are already confirmed as the deep research on the nutrition of amino acid and immune function. However, the relationship of the methionine and immunity has not been elucidated clearly, this review aims to clarify the effects of methionine on immune function in the aspects of growth and development immune organs, the histological structure of the immune organs, non-specific immunity, humoral immunity, cellular immunity and cytokines, and to provide foundations for further studies on the relationship between methionine and immune function.
Avila, M.A., Berasain, C., Torres, L., Martín-Duce, A., Corrales, F.J., Yang, H., Prieto, J., Lu, S.C., Caballeria, J., Rodes, J. and Mato, J.M. (2000) Reduced Mrna Abundance of the Main Enzymes Involved in Methionine Metabolism in Human Liver Cirrhosis and Hepatocellular Carcinoma. Journal of Hepatology, 33, 907-914.
Yang, L.J., Huo, Z.C., Hou, J.C., Cheng, P. and Sun, S.L. (2004) The Comparison of the Effect of the Solid Methionine and Liquid Methionine on the Chicken Biological Titer. Chinese Journal of Animal Science, 40, 16-18.
Oz, H.S., Chen, T.S. and Neuman, M. (2008) Methionine Deficiency and Hepatic Injury in a Dietary Steatohepatitis Model. Digestive Diseases and Sciences, 53, 767-776. https://doi.org/10.1007/s10620-007-9900-7
Mirzaaghatabar, F., Saki, A.A., Zamani, P., Aliarabi, H. and Hemati Matin, H.R. (2011) Effect of Different Levels of Diet Methionine and Metabolisable Energy on Broiler Performance and Immune System. Food and Agricultural Immunology, 22, 93-103. https://doi.org/10.1080/09540105.2010.530249
Yen, C.L., Mar, M.H., Craciunescu, C.N., Edwards, L.J. and Zeisel, S.H. (2002) Deficiency in Methionine, Tryptophan, Isoleucine, or Choline Induces Apoptosis in Cultured Cells. Journal of Nutrition, 132, 1840-1847.
Kim, W.K., Froelich, C.A., Patterson, P.H. and Ricke, S.C. (2006) The Potential to Reduce Poultry Nitrogen Emissions with Dietary Methionine or Methionine Analogues Supplementation. World Poultry Science Journal, 62, 338-353. https://doi.org/10.1079/WPS2005103
Horvat, S., Mlinaric-Majerski, K., Glavas-Obrovac, L., Jakas, A., Veljkovic, J., Marczi, S., Kragol, G., Roscic, M., Matkovic, M. and Milostic-Srb, A. (2006) Tumor-Cell-Targeted Methionine-Enkephalin Analogues Containing Unnatural Amino acids: Design, Synthesis, and in Vitro Antitumor Activity. Journal of Medicinal Chemistry, 49, 3136-3142. https://doi.org/10.1021/jm051026+
Li, C., Li, Z., Sletten, E., Arnesano, F., Losacco, M., Natile, G. and Liu, Y. (2009) Methionine Can Favor DNA Platination by Trans-Coordinated Platinum Antitumor Drugs. Angewandte Chemie International Edition, 48, 8497-8500. https://doi.org/10.1002/anie.200902948
Rama Rao, S.V., Prahara, J.N.K., Panda, A.K. and Reddy, M.R. (2003) Interaction between Genotype and Dietary Concentrations of Methionine for Immune Function in Commercial Broilers. British Poultry Science, 44, 104-112. https://doi.org/10.1080/0007166031000085283
Sanchez-Roman, I., Gomez, A., Gomez, J., Suarez, H., Sanchez, C., Naudi, A., Ayala, V., Portero-Otin, M., Lopez-Torres, M., Pamplona, R. and Barja, G. (2011) Forty Percent Methionine Restriction Lowers DNA Methylation, Complex I ROS Generation, and Oxidative Damage to mtDNA and Mitochondrial Proteins in Rat Heart. Journal of Bioenergetics and Biomembranes, 43, 699-708. https://doi.org/10.1007/s10863-011-9389-9
Waterland, R.A. (2006) Assessing the Effects of High Methionine Intake on DNA Methylation. Journal of Nutrition, 136, 1706S-1710S.
Stadtman, E.R., Moskovitz, J., Berlett, B.S. and Levine, R.L. (2002) Cyclic Oxidation and Reduction of Protein Methionine Residues Is an Important Antioxidant Mechanism. Molecular and Cellular Biochemistry, 234, 3-9. https://doi.org/10.1023/A:1015916831583
Waterlow, J.C., Tomkins, A. and Grantham-McGregor, S.M. (1992) Protein Energy Malnutrition. India, 1991, 59-86.
Tesseraud, S., Everaert, N., Ezzine, S.B., Collin, A. and Berri, S.M.C. (2011) Manipulating Tissue Metabolism by Amino Acids. World Poultry Science Journal, 67, 243-252. https://doi.org/10.1017/S0043933911000274
Brosnan, J.T. and Brosnan, M.E. (2006) The Sulfur-Containing Amino Acids: An Overview. Journal of Nutrition, 136, 1636S-1640S.
Li, G.W., Burkhardt, D., Gross, C. and Weissman, J.S. (2014) Quantifying Absolute Protein Synthesis Rates Reveals Principles Underlying Allocation of Cellular Resources. Cell, 157, 624-635.
Zhang, L.B. and Guo, Y.M. (2008) Effects of Liquid DL-Methionine Hydroxy Analogue on Growth Performance and Immune Responses in Broiler Chickens. Chinese Journal of Animal Veterinary Science, 9, 1204-1211.
Swain, B.K. and Johri, T.S. (2000) Effect of Supplemental Methionine, Choline and Their Combinations on the Performance and Immune Response of Broilers. British Poultry Science, 41, 83-88. https://doi.org/10.1080/00071660086457
Guerrero, J.M. and Reiter, R.J. (2002) Melatonin-Immune System Relationships. Current Topics in Medicinal Chemistry, 2, 167-179. https://doi.org/10.2174/1568026023394335
Konashi, S., Takahashi, K. and Akiba, Y. (2000) Effects of Dietary Essential Amino Acid Deficiencies on Immunological Variables in Broiler Chickens. British Journal of Nutrition, 83, 449-456.
Elmada, C.Z., Huang, W., Jin, M., Liang, X., Mai, K. and Zhou, Q. (2016) The Effect of Dietary Methionine on Growth, Antioxidant Capacity, Innate Immune Response and Disease Resistance of Juvenile Yellow Catfish (Pelteobagrus fulvidraco). Aquaculture Nutrition, 22, 1163-1173. https://doi.org/10.1111/anu.12363
Grimble, R.F. (2006) The Effects of Sulfur Amino Acid Intake on Immune Function in Humans. British Journal of Nutrition, 136, 1660S-1665S.
Duan, J.L., Li, Y., Wang, Y.C., Pan, Z.H., Gao, X.W., Pan, Y.Y., Fang, G.Q. and Toyoaki, M. (2003) Hyperhomocysteinemia after an Oral Methionine Load Impairs Angiogenesis in Response to Hindlimb Ischemia. Chinese Journal of Arteriosclerosis, 11, 493-497.
Selhub, J. and Troen, A.M. (2016) Sulfur Amino Acids and Atherosclerosis: A Role for Excess Dietary Methionine. Annals of the New York Academy of Sciences, 1363, 18-25. https://doi.org/10.1111/nyas.12962
Kim, S.Y., Kim, H. and Min, H. (2015) Effects of Excessive Dietary Methionine on Oxidative Stress and Dyslipidemia in Chronic Ethanol-Treated Rats. Nutrition Research and Practice, 9, 144-149. https://doi.org/10.4162/nrp.2015.9.2.144
Chaturvedi, P., Kamat, P.K., Kalani, A., Familtseva, A. and Tyagi, S.C. (2016) High Methionine Diet Poses Cardiac Threat: A Molecular Insight. Journal of Cellular Physiology, 231, 1554-1561. https://doi.org/10.1002/jcp.25247
Pan, F.Y., Feng, L., Jiang, W.D., Jiang, J., Wu, P., Kuang, S.Y., Tang, L., Tang, W.N., Zhang, Y.A., Zhou, X.Q. and Liu, Y. (2016) Methionine Hydroxy Analogue Enhanced Fish Immunity via Modulation of NF-κB, TOR, MLCK, MAPKs and Nrf2 Signaling in Young Grass Carp (Ctenopharyngodon idella). Fish & Shellfish Immunology, 56, 208-228.
Al-Mayah, A.A. (2006) Immune Response of Broiler Chicks to DL-Methionine Supplementation at Different Ages. International Journal of Poultry Science, 5, 169-172. https://doi.org/10.3923/ijps.2006.169.172
Zheng, H., Li, B., Fan, W. and Zhang, D.Y. (2008) Effect of Two Kinds of Methionine Additives on the Production Performance and Development of Immune Organs in Broiler Chickens. Feed China, 2008, 25-27.
Wu, B., Cui, H., Peng, X., Fang, J. and Liu, X.D. (2012a) Effect of Methionine Deficiency on the Thymus and the Subsets and Proliferation of Peripheral Blood T-Cell, and Serum IL-2 Contents in Broilers. Journal of Integrative Agriculture, 11, 1009-1019.
Wu, B., Cui, H., Peng, X., Fang, J. and Liu, X.D. (2012b) Pathology of Spleen in Chickens Fed on a Diet Deficient in Methionine. Health, 4, 32-38. https://doi.org/10.4236/health.2012.41007
Wu, B., Cui, H., Peng, X., Fang, J., Cui, W. and Liu, X.D. (2013) Pathology of Bursae of Fabricius in Methionine-Deficient Broiler Chickens. Nutrients, 5, 877-886. https://doi.org/10.3390/nu5030877
Deng, K., Wonga, C.W. and Nolana, J.V. (2007) Carry-Over Effects of Early-Life Supplementary Methionine on Lymphoid Organs and Immune Responses in Egg-Laying Strain Chickens. Animal Feed Science and Technology, 134, 66-76.
Deng, K., Wong, C.W. and Nolan, J.V. (2006) Long-Term Effects of Early-Life Dietary L-Carnitine on Lymphoid Organs and Immune Responses in Leghorn-Type Chickens. Journal of Animal Physiology and Animal Nutrition, 90, 81-86. https://doi.org/10.1111/j.1439-0396.2005.00569.x
Sahu, T., Tiwari, S.P. and Naik, S.K. (2014a) Effect of Taurine and Methionine on Lymphoid Organs of Vencobb Broilers.
Hou, Y.Q., Guo, Y.M., Zhou, Y.P., Ji, C. and Zhao, J.Y. (2001) Effects of Different Dietary Levels of Protein, Lysine, Methionine and Threonine on Immune Function in Early-Weaned Pglets. Chinese Journal of Animal Science, 37, 18-20.
Kuang, S.Y., Xiao, W.W., Feng, L., Liu, Y., Jiang, J., Jiang, W.D., Hu, K., Li, S.H., Tang, L. and Zhou, X.Q. (2012) Effects of Graded Levels of Dietary Methionine Hydroxy Analogue on Immune Response and Antioxidant Status of Immune Organs in Juvenile Jian Carp (Cyprinus carpio var. Jian). Fish & Shellfish Immunology, 32, 629-636.
Shuai, K. and Zhou, X.Q. (2006) Effects of Methionine on Young Carp Digestion Function and Immune Function. Research on Animal Nutrition and Feed, the Fifth National Academic Symposium on Feed Nutrition.
Zhang, L.B. and Wo, Y.M. (2008) Effects of Liquid DL2Methionine Hydroxy Analogue on Growth Performance and Immune Responses in Broiler Chickens. Acta Veterinaria et Zootechnica Sinica, 39, 1204-1211.
Wolliams, E.A., Gebhardt, B.M., Morton, B. and Newberne P.M. (1979) Effects of Early Marginal Methionine-Choline Deprivation on the Development of the Immune System in the Rat. Clinical Nutrition, 32, 1214-1223.
Takahashi, K., Konashi, S., Akiba, Y. and Horiguchi, M. (1993) Effects of Marginal Excess or Deficiency of Dietary Methionine on Antibody Production in Growing Broilers. Animal Science and Technology, 64, 13-19.
Takahashi, K., Konashi, S., Akiba, Y. and Horiguchi, M. (1994) Effects of Dietary Threonine Level on Antibody Production in Growing Broilers. Animal Science and Technology, 65, 956-960. https://doi.org/10.2508/chikusan.65.956
Sun, C.Y., Shuai, K., Feng, L., Liu, Y. and Zhou, X.Q. (2009) Effects of Methionine on Immune Response and Disease Resistance of Juvenile Jian Carp (Cyprinus carpio var. Jian). Chinese Journal of Animal Nutrition, 21, 506-512.
Jin, L.M., Wang, M., Meng, X.Y., Zhao, Z.X. and Zhao, Q.P. (2005) Effect of Content of Dietary Methionine on the Value of Blood Sugar of Broiler Chikens with E.tenella. Acta Ecologiae Animalis Domastici, 26, 61-64.
Bouyeh, M. (2012) Effect of Excess Lysine and Methionine on Immune System and Performance of Broilers. Annals of Biological Research, 3, 3218-3224.
Zhang, Y.C. and Li, F.C. (2008) Effect of Dietary Methionine Supplement Levels on Growth Performance, Immunity Performance and Blood Metabolites of 2-3 Month-Old Rabbits. Southwest China Journal of Agricultural Sciences, 1, 472-475.
Koga, T., Claycombe, K. and Meydani, M. (2012) Homocysteine Increases Monocyte and T-Cell Adhesion to Human Aortic Endothelial Cells. Atherosclerosis, 161, 365-374.
Eduardo, G.A., Gisele, C.F., Daniela, C., Fabiana, G. and Jose, C.D. (2009) The Effect of Lysine and Methionine in Poultry and Fish Diets. Journal of the Arabian Aquaculture Society, 295, 266-270.
Rubin, L.L., Ribeiro, A.L.M., Canal, C.W., Silva, I.C., Trevizan, L., Vogt, L.K., Pereira, R.A. and Lacerda, L. (2007) Influence of Sulfur Amino Acid Levels in Diets of Broiler Chickens Submitted to Immune Stress. Revista Brasileira de Ciência Avícola, 9, 305-311. https://doi.org/10.1590/s1516-635x2007000100008
Van, H.E., Spears, J.W., Coffey, M.T., Kegley, E.B. and Qureshi, M.A. (1994) The Effect of Methionine and Aflatoxin on Immune Function in Weanling Pigs. Journal of Animal Science, 72, 658-664.
Tang, L., Wang, G.X., Jiang, J., Feng, L., Yang, L., Li, S.H., Kuang, S.Y. and Zhou, X.Q. (2009) Effect of Methionine on Intestinal Enzymes Activities, Microflora and Humoral Immune of Juvenile Jian Carp (Cyprinus carpio var. Jian). Aquaculture Nutrition, 15, 477-483. https://doi.org/10.1111/j.1365-2095.2008.00613.x
Shini, S., Li, X. and Bryden, W.L. (2005) Methionine Requirement and Cell-Mediated Immunity in Chicks. Asia Pacific Journal of Clinical Nutrition, 14, S123-S123.
Sahu, T., Tiwari, S.P. and Naik, S.K. (2014b) Taurine and Methionine on Immune Response of Broiler Chickens. Indian Veterinary Journal, 91, 33-36.
Kinscherf, R., Fischbach, T., Mihm, S., Roth, S., Hohenhaus-Sievert, E., Weiss, C., Edler, L., Bartsch, P. and Droge, W. (1994) Effect of Glutathione Depletion and Oral N-Acetyl-Cysteine Treatment on CD4+ and CD8+ Cells. The FASEB Journal, 8, 448-451.
Shen, Z.M. and Xie, H.M. (2004) Effects of Cysteamine Hydrochloride and Methionine Lysine on Cellular Immune of Goats. Chinese Journal of Veterinary Science and Technology, 34, 27-32.
Ma, X.C., Gan, Z.W., Feng, B. and Chen, Q.L. (1997) Effects of Vitanins and Methionine on the Cell Mediated Immunity of Silicosis Murine. Acta Nutrimenta Sinica, 19, 224-228.
Soder, K.J. and Holden, L.A. (1999) Lymphocyte Proliferation Response of Lactating Dairy Cows Fed Varying Concentrations of Rumen-Protected Methionine. Journal of Dairy Science, 82, 1935-1942. https://doi.org/10.3168/jds.S0022-0302(99)75429-9
Katz, Y., Nadiv, O. and Beer, Y. (2001) Interleukin-17 Enhances Tumor Necrosis Factor α-Induced Synthesis of Interleukins 1, 6, and 8 in Skin and Synovial Fibroblasts: A Possible Role as a “Fine-Tuning Cytokine” in Inflammation Processes. Arthritis & Rheumatism, 44, 2176-2184. https://doi.org/10.1002/1529-0131(200109)44:9 3.0.CO;2-4
Hong, C.Y., Jin, H.P., Ahn, R.S., Im, S.Y., Choi, H.S., Soh, J., Mellon, S.H. and Lee, K. (2004) Molecular Mechanism of Suppression of Testicular Steroidogenesis by Proinflammatory Cytokine Tumor Necrosis Factor Alpha. Molecular and Cellular Biology, 24, 2593-2604. https://doi.org/10.1128/MCB.24.7.2593-2604.2004
Klasing, K.C., Laurin, D.E., Peng, R.K. and Fry, D.M. (1987) Immunologically Mediated Growth Depression in Chicks: Influence of Feed Intake, Corticosterone, and Interleukin-1. The Journal of Nutrition, 117, 1629-1639.
Schmitz, J., Owyang, A., Oldham, E., Song, Y., Murphy, E., Mcclanahan, T.K., Zurawski, G., Moshrefi, M., Qin, J., Li, X., Gorman, D.M., Bazan, J.F. and Kastelein, R.A. (2005) Il-33, an Interleukin-1-Like Cytokine That Signals via the il-1 Receptor-Related Protein st2 and Induces T Helper Type 2-Associated Cytokines. Immunity, 23, 479-490.
Pain, S.J., Revell, D.K. and James, P.J. (2003) Effect of Sulphur Amino Acids on Epithelial Immunity and Parasite Susceptibility. Asia Pacific Journal of Clinical Nutrition, 12, S58.
Dinarello, C.A. (2013) Overview of the Interleukin-1 Family of Ligands and Receptors. Seminars in Immunology, 25, 389-393.
Brownborg, H.M., Rakoczy, S.G., Wonderlich, J.A., Rojanathammanee, L., Kopchick, J.J., Armstrong, V. and Raasakka, D. (2014) Growth Hormone Signaling Is Necessary for Lifespan Extension by Dietary Methionine. Aging Cell, 13, 1019-1027. https://doi.org/10.1111/acel.12269
Mulinacci, F., Poirier, E., Capelle, M.A., Gurny, R. and Arvinte, T. (2013) Influence of Methionine Oxidation on the Aggregation of Recombinant Human Growth Hormone. European Journal of Pharmaceutics and Biopharmaceutics, 85, 42-52.
Wu, G., Bazer, F.W., Wallace, J.M. and Spencer, T.E. (2006) Board-Invited Review: Intrauterine Growth Retardation: Implications for the Animal Sciences. Journal of Animal Science, 84, 2316-2337. https://doi.org/10.2527/jas.2006-156
Ugarte, N., Ladouce, R., Radjei, S., Gareil, M., Friguet, B. and Petropoulos, I. (2013) Proteome Alteration in Oxidative Stress-Sensitive Methionine Sulfoxide Reductase-Silenced hek293 Cells. Free Radical Biology and Medicine, 65, 1023-1036.
Sreekumar, P.G., Kannan, R., Yaung, J., Spee, C.K., Ryan, S.J. and Hinton, D.R. (2005) Protection from Oxidative Stress by Methionine Sulfoxide Reductases in rpe Cells. Biochemical and Biophysical Research Communications, 334, 245-253.
Kantorow, M. and Weissbach, H. (2004) Methionine Sulfoxide Reductase a Is Important for Lens Cell Viability and Resistance to Oxidative Stress. Proceedings of the National Academy of Sciences of the United States of America, 101, 9654-9659. https://doi.org/10.1073/pnas.0403532101
Wood, J.M., Decker, H., Hartmann, H., Chavan, B., Rokos, H., Spencer, J.D., Hasse, S., Thornton, M.J., Shalbaf, M., Paus, R. and Schallreuter, K.U. (2009) Senile Hair Graying: h2o2-Mediated Oxidative Stress Affects Human Hair Color by Blunting Methionine Sulfoxide Repair. The FASEB Journal, 23, 2065-2075. https://doi.org/10.1096/fj.08-125435
Luo, S. and Levine, R.L. (2008) Methionine in Proteins Defends against Oxidative Stress. The FASEB Journal, 23, 464-472. https://doi.org/10.1096/fj.08-118414
Cellarier, E., Durando, X., Vasson, M.P., Farges, M.C., Demiden, A., Maurizis, J.C., Madelmont, J.C. and Chollet, P. (2003) Methionine Dependency and Cancer Treatment. Cancer Treatment Reviews, 29, 489-499.
Cavuoto, P. and Fenech, M.F. (2012) A Review of Methionine Dependency and the Role of Methionine Restriction in Cancer Growth Control and Life-Span Extension. Cancer Treatment Reviews, 38, 726-736.
Miller, R.A., Buehner, G., Chang, Y., Harper, J.M., Sigler, R. and Smith-Wheelock, M. (2005) Methionine-Deficient Diet Extends Mouselifespan, Slows Immune and Lens Aging, Alters Glucose, T4, IGF-I and Insulinlevels, and Increases Hepatocyte MIF Levels and Stress Resistance. Aging Cell, 4, 119-125. https://doi.org/10.1111/j.1474-9726.2005.00152.x
Bolander-Gouaille, C. and Bottiglieri, T. (2007) Homocysteine: Related Vitamins and Neuropsychiatric Disorders. 2nd Edition, Springer-Verlag, Paris. https://doi.org/10.1007/978-2-287-69375-5
Dunlevy, L.P., Burren, K.A., Mills, K., Chitty, L.S., Copp, A.J. and Greene, N.D. (2006) Integrity of the Methylation Cycle Is Essential for Mammalian Neural Tube Closure. Birth Defects Research Part A: Clinical & Molecular Teratology, 76, 544-552. https://doi.org/10.1002/bdra.20286
Zingg, J.M. and Jones, P.A. (1997) Genetic and Epigenetic Aspects of DNA Methylation Ongenome Expression, Evolution, Mutation and Carcinogenesis. Carcinogenesis, 18, 869-882. https://doi.org/10.1093/carcin/18.5.869
Wallwork, J.C. and Duerre, J.A. (1985) Effect of Zinc Deficiency on Methionine Metabolism, Methylationreactions and Protein Synthesis in Isolated Perfused Rat Liver. The Journal of Nutrition, 115, 252-262.
Baker, D.H. and Boebel, K.P. (1980) Utilization of the d- and l-Isomers of Methionine and Methionine Hydroxy Analogue as Determined by Chick Bioassay. The Journal of Nutrition, 110, 959-964.
Noll, S.L., Waibel, P.E., Cook, R.D. and Witmer, J.A. (1984) Biopotency of Methionine Sources for Young Turkeys. Poultry Science, 63, 2458-2470. https://doi.org/10.3382/ps.0632458
Baker, D.H. (1994) Utilization of Precursors for L-Amino Acids. In: D’Mello, J.P.F., Ed., Amino Acids in Farm Animal Nutrition, CAB International, Wallingford, 37-62.
Hasegawa, H., Shinohara, Y., Akahane, K. and Hashimoto, T. (2005) Direct Detection and Evaluation of Conversion of d-Methionine into l-Methionine in Rats by Stable Isotope Methodology. The Journal of Nutrition, 135, 2001-2005.
Aldrich, G. (2007) DL-Methionine: Several Vital Functions. http://www.Petfoodindustry.com/ViewArticle.Aspx?Id=18526
Xie, W., Zhao, H. and Cheng, J. (2010) Advances in Clinical Application of s-Adenosyl-l-Methionine. World Chinese Journal of Digestology, 32, 391-395. https://doi.org/10.11569/wcjd.v18.i33.3553
Prescott, L.F., Sutherland, G.R., Park, J., Smith, I.J. and Proudfoot, A.T. (1976) Cysteamine, Methionine, and Penicillamine in the Treatment of Paracetamol Poisoning. The Lancet, 2, 109-113.
Nandi, D., Patra, R.C. and Swarup, D. (2005) Effect of Cysteine, Methionine, Ascorbic Acid and Thiamine on Arsenic-Induced Oxidative Stress and Biochemical Alterations in Rats. Toxicology, 211, 26-35.
Lertratanangkoon, K. and Scimeca, J.M. (1993) Prevention of Bromobenzene Toxicity by n-Acetylmethionine: Correlation between Toxicity and the Impairment in o- and s-Methylation of Bromothiocatechols. Toxicology & Applied Pharmacology, 122, 191-199. https://doi.org/10.1006/taap.1993.1187
Nicastri, P.L., Diaferia, A., Tartagni, M., Loizzi, P. and Fanelli, M. (1998) A Randomised Placebo-Controlled Trial of Ursodeoxycholic Acid and s-Adenosylmethionine in the Treatment of Intrahepatic Cholestasis of Pregnancy. An International Journal of Obstetrics & Gynaecology, 105, 1205-1207. https://doi.org/10.1111/j.1471-0528.1998.tb09976.x
Nieto, N. and Cederbaum, A.I. (2005) S-Adenosylmethionine Blocks Collagen i Production by Preventing Transforming Growth Factor-Beta Induction of the COL1A2 Promoter. Journal of Biological Chemistry, 280, 30963-30974. https://doi.org/10.1074/jbc.M503569200
Lintner, K. and Chamberlin, C.M. (2013) Cosmetic Composition Comprising Hydroxymethionine and 3-Aminopropanesulfonic Acid. U.S. Patent No. 8,377,663. U.S. Patent and Trademark Office, Washington DC.
Greene, R.C., Su, C.H. and Holloway, C.T. (1970) S-Adenosylmethionine Synthetase Deficient Mutants of Escherichia Coli k-12 with Impaired Control of Methionine Biosynthesis. Biochemical & Biophysical Research Communications, 38, 1120-1126.
Cuq, J.L., Besancon, P., Chartier, L. and Cheftel, C. (1978) Oxidation of Methionine Residues of Food Proteins and Nutritional Availability of Protein-Bound Methionine Sulphoxide. Food Chemistry, 3, 85-102.
Stabb, J. (2002) Changing Preferences: Conventional Photography versus the Digital Image in the Documentation and Communication of Built Form. Chemistry—A European Journal, 21, 485-492.