Subscribe to RSS
DOI: 10.1055/s-0033-1360301
Fast Quantification of S-adenosyl-L-methionine in Dietary Health Products Utilizing Reversed-Phase High-performance Liquid Chromatography: Teaching an Old Method New Tricks
Publication History
received 25 August 2013
revised 14 November 2013
accepted 29 December 2013
Publication Date:
31 January 2014 (online)

Abstract
S-adenosyl-L-methionine is a ubiquitous methyl donor in living bodies. It is known to participate in several physiological processes including homocysteine metabolism and glutathione synthesis regulation, and cellular antioxidant mechanism. S-adenosyl-L-methionine containing dietary supplements has been prescribed recently for the treatment of depression, arthritis, and liver diseases with encouraging results. The development of an efficient analytical protocol for S-adenosyl-L-methionine containing dietary supplements is crucial for maintaining product quality and consumer health. In this study, the S-adenosyl-L-methionine content of several yeast products and commercial healthy food product samples was quantitatively analyzed utilizing HPLC. The chromatographic separation was achieved on a reversed-phase column and 2 % acetonitrile with a 98 % ammonium-acetate mobile phase under pH 4.5, with a flow rate of 1.0 mL/min. The wavelength used for detection with the UV detector was 254 nm. The total analysis time was short and the target compound showed a well-defined peak. The correlation coefficient of the regression curve showed good linearity and sensitivity with r = 0.999. All experiments were replicated five times and the relative standard deviations as well as the relative error values were all less than 3 %. Moreover, the achieved precision and accuracy values were high with 97.4–100.9 % recovery. Qualitative determination of S-adenosyl-L-methionine in the tested products was achieved using NMR and LC-MS techniques. The developed protocol is robust, fast, and suitable for the quality control analysis of yeast and commercial S-adenosyl-L-methionine products.
* These authors contributed equally to this work.
-
References
- 1 Bottiglieri T. S-Adenosyl-L-methionine (SAMe): from the bench to the bedside-molecular basis of a pleiotrophic molecule. Am J Clin Nutr 2002; 76: 1151S-1157S
- 2 Kwon DY, Jung YS, Kim SJ, Kim YS, Choi DW, Kim YC. Alterations in sulfur amino acid metabolism in mice treated with silymarin: a novel mechanism of its action involved in enhancement of the antioxidant defense in liver. Planta Med 2013; 79: 997-1002
- 3 Cantoni GL. The nature of the active methyl donor formed enzymatically from L-methionine and adenosine triphosphate. J Am Chem Soc 1952; 74: 2942-2943
- 4 Lu SC, Mato JM. S-adenosylmethionine in liver health, injury, and cancer. Physiol Rev 2012; 92: 1515-1542
- 5 Anstee QM, Day CP. S-adenosylmethionine (SAMe) therapy in liver disease: a review of current evidence and clinical utility. J Hepatol 2012; 57: 1097-1109
- 6 Rueffer M, Nagakura N, Zenk MH. Partial purification and properties of S-adenosylmethionine: (R), (S)-norlaudanosoline-6-O-methyltransferase from Argemone platyceras cell cultures. Planta Med 1983; 49: 131-137
- 7 Biastoff S, Teuber M, Zhou ZS, Drager B. Colorimetric activity measurement of a recombinant putrescine N-methyltransferase from Datura stramonium . Planta Med 2006; 72: 1136-1141
- 8 Antoun MD, Roberts MF. Enzymic studies with Papaver somniferum 5. The occurrence of methyltransferase enzymes in poppy latex. Planta Med 1975; 28: 6-11
- 9 Matos JR, Raushel FM, Wong CH. S-adenosylmethionine: studies on chemical and enzymatic synthesis. Biotechnol Appl Biochem 1987; 9: 39-52
- 10 Chu J, Qian J, Zhuang Y, Zhang S, Li Y. Progress in the research of S-adenosyl-L-methionine production. Appl Microbiol Biotechnol 2013; 97: 41-49
- 11 Okamoto S, Lezhava A, Hosaka T, Okamoto-Hosoya Y, Ochi Y. Enhanced expression of S-adenosylmethionine synthetase causes overproduction of actinorhodin in Streptomyces coelicolor A3 (2). J Bacteriol 2003; 185: 601-609
- 12 Yoon GS, Ko KH, Kang HW, Suh JW, Kim YS, Ryu YW. Characterization of S-adenosylmethionine synthetase from Streptomyces avermitilis NRRL8165 and its effect on antibiotic production. Enzyme Microb Technol 2006; 39: 466-473
- 13 Pañak KC, Giorgieri SA, Diaz LE, Ruiz OA. Simultaneous determination of S-adenosylmethionine and S-adenosylhomocysteine by capillary zone electrophoresis. Electrophoresis 1997; 18: 2047-2049
- 14 Desiderio C, Cavallaro RA, De Rossi A, DʼAnselmi F, Fuso A, Scarpa S. Evaluation of chemical and diastereoisomeric stability of S-adenosylmethionine in aqueous solution by capillary electrophoresis. J Pharm Biomed Anal 2005; 38: 449-456
- 15 Ralston NV, Hunt CD. Diadenosine phosphates and S-adenosylmethionine: novel boron binding biomolecules detected by capillary electrophoresis. Biochim Biophys Acta 2001; 1527: 20-30
- 16 Uthus EO. Simultaneous detection of S-adenosylmethionine and S-adenosylhomocysteine in mouse and rat tissues by capillary electrophoresis. Electrophoresis 2003; 24: 1221-1226
- 17 Van de Poel B, Bulens I, Lagrain P, Pollet J, Hertog ML, Lammertyn J, De Proft MP, Nicolai BM, Geeraerd AH. Determination of S-adenosyl-L-methionine in fruits by capillary electrophoresis. Phytochem Anal 2010; 21: 602-608
- 18 Edwards R. Determination of S-adenosyl-L-methionine and S-adenosyl-L-homocysteine in plants. Phytochem Anal 1995; 6: 25-30
- 19 Wagner J, Danzin C, Huot-Olivier S, Claverie N, Palfreyman MG. High-performance liquid chromatographic analysis of S-adenosylmethionine and its metabolites in rat tissues: interrelationship with changes in biogenic catechol levels following treatment with L-dopa. J Chromatogr 1984; 290: 247-262
- 20 Wise CK, Cooney CA, Ali SF, Poirier LA. Measuring S-adenosylmethionine in whole blood, red blood cells and cultured cells using a fast preparation method and high-performance liquid chromatography. J Chromatogr B Biomed Sci Appl 1997; 696: 145-152
- 21 Magesh B, Chandrasekhar M, Sastry PVSA, Murugan S, Sivakumar B. A validated stability indicating RP-LC method for the determination of related impurities in S-adenosyl-L-methionine (SAMe) API. Der Pharma Chemica 2012; 46: 2327-2332
- 22 Valko K, Hamedani MP, Ascah TL, Gibbons WA. A comparative study of the reversed-phase HPLC retention behaviour of S-adenosyl-L-methionine and its related metabolites on Hypersil ODS and Supelcosil™ LC-ABZ stationary phases. J Pharm Biomed Anal 1993; 11: 361-366
- 23 Hibasami H, Hoffman JL, Pegg AE. Decarboxylated S-adenosylmethionine in mammalian cells. J Biol Chem 1980; 255: 6675-6678
- 24 Hamedani MP, Valko K, Qi X, Welham KJ, Gibbons WA. Two-dimensional high-performance liquid chromatographic method for assaying S-adenosyl-L-methionine and its related metabolites in tissues. J Chromatogr 1993; 619: 191-198
- 25 Smith DE, Smulders YM, Blom HJ, Popp J, Jessen F, Semmler A, Farkas M, Linnebank M. Determinants of the essential one-carbon metabolism metabolites, homocysteine, S-adenosylmethionine, S-adenosylhomocysteine and folate, in cerebrospinal fluid. Clin Chem Lab Med 2012; 50: 1641-1647
- 26 Wagner J, Danzin C, Mamont P. Reversed-phase ion-pair liquid chromatographic procedure for the simultaneous analysis of S-adenosylmethionine, its metabolites and the natural polyamines. J Chromatogr 1982; 227: 349-368
- 27 Zhou JZ, Waszkuc T, Garbis S, Mohammed F. Liquid chromatographic determination of S-adenosyl-L-methionine in dietary supplement tablets. J AOAC Int 2002; 85: 901-905
- 28 Hornbogen T, Riechers SP, Prinz B, Schultchen J, Lang C, Schmidt S, Mügge C, Turkanovic S, Süssmuth RD, Tauberger E, Zocher R. Functional characterization of the recombinant N-methyltransferase domain from the multienzyme enniatin synthetase. Chembiochem 2007; 8: 1048-1054
- 29 Krijt J, Duta A, Kozich V. Determination of S-adenosylmethionine and S-adenosylhomocysteine by LC-MS/MS and evaluation of their stability in mice tissues. J Chromatogr B Analyt Technol Biomed Life Sci 2009; 877: 2061-2066
- 30 Burren KA, Mills K, Copp AJ, Greene ND. Quantitative analysis of s-adenosylmethionine and s-adenosylhomocysteine in neurulation-stage mouse embryos by liquid chromatography tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci 2006; 844: 112-118