الصفحة الرئيسية>>Natural Products>>S-Adenosyl-L-methionine disulfate tosylate

S-Adenosyl-L-methionine disulfate tosylate (Synonyms: AdoMet, FO 1561, SAM, SAMe)

رقم الكتالوجGC30843

S-Adenosyl-L-methionine disulfate tosylate (Ademetionine disulfate tosylate) هو المتبرع البيولوجي الرئيسي للميثيل الذي تم تصنيعه في جميع خلايا الثدييات ولكن بكثرة في الكبد

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S-Adenosyl-L-methionine disulfate tosylate التركيب الكيميائي

Cas No.: 97540-22-2

الحجم السعر المخزون الكميّة
10mM (in 1mL DMSO)
46٫00
متوفر
50mg
42٫00
متوفر
100mg
72٫00
متوفر
500mg
225٫00
متوفر

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Sample solution is provided at 25 µL, 10mM.

Description of S-Adenosyl-L-methionine disulfate tosylate

S-Adenosyl-L-methionine disulfate tosylate is a methyl donor and cofactor. It is involved in a variety of biological processes, including epigenetic regulation, post-translational modification of proteins and metabolism. Preparations containing S-Adenosyl-L-methionine disulfate tosylate have been used as dietary supplements. S-Adenosyl-L-methionine disulfate tosylate also exhibits antiproliferative, pro-apoptotic and anti-metastatic effects in human cancers[1-2].

S-Adenosyl-L-methionine disulfate tosylate (300 μM) can regulate the cell cycle progression of Cal-33 and JHU-SCC-011 cells and reduce the expression of cyclins B1, E1, and D1. S-Adenosyl-L-methionine disulfate tosylate (200 μM and 300 μM) can inhibit the migration of Cal-33 and JHU-SCC-011 cells in a dose-dependent manner after 24 hours and 48 hours, respectively[2]. The combination of 5‑fluorouracil (5-FU) with 5-Adenosyl-L-methionine disulfate tosylate at 5-40 μg/ml can protect the anticancer effect of 5-FU by regulating the expression of DNA methyltransferases (DNMTs)[3].

In the elevated plus maze test, rats given S-Adenosyl-L-methionine disulfate tosylate (100 mg/kg) showed the greatest reduction in transfer latency at day 26, confirming the memory-improving effect of S-Adenosyl-L-methionine disulfate tosylate. Animals treated with 100 mg/kg S-Adenosyl-L-methionine disulfate tosylate showed decreased malondialdehyde and increased glutathione levels, suggesting that S-Adenosyl-L-methionine disulfate tosylate has antioxidant properties in the PTZ-induced rat model. The antioxidant properties of S-Adenosyl-L-methionine disulfate tosylate may improve cognitive impairment caused by oxidative stressl[4]. S-Adenosyl-L-methionine disulfate tosylate (30 mg/kg) can prevent autism spectrum disorder (ASD)-like behaviors caused by early postnatal valproic acid treatment in rat pups[5].

References:
[1] Loenen, W.A.M.S-Adenosylmethionine: Jack of all trades and master of everything?Biochem. Soc. Trans.34(2)330-333(2006).
[2] Mosca L, Minopoli M, Pagano M, Vitiello F, Carriero MV, Cacciapuoti G, Porcelli M. Effects of S-adenosyl-L-methionine on the invasion and migration of head and neck squamous cancer cells and analysis of the underlying mechanisms. Int J Oncol. 2020 May;56(5):1212-1224.
[3] Ham MS, et al. S-adenosyl methionine specifically protects the anticancer effect of 5-FU via DNMTs expression in human A549 lung cancer cells. Mol Clin Oncol. 2013 Mar;1(2):373-378.
[4] Dhediya RM, Joshi SS, Gajbhiye SV, Jalgaonkar SV, Biswas M. Evaluation of antiepileptic effect of S-adenosyl methionine and its role in memory impairment in pentylenetetrazole-induced kindling model in rats. Epilepsy Behav. 2016 Aug;61:153-157.
[5] Ornoy A, et al. S-adenosyl methionine prevents ASD like behaviors triggered by early postnatal valproic acid exposure in very young mice. Neurotoxicol Teratol. 2019 Jan-Feb;71:64-74. 

Protocol of S-Adenosyl-L-methionine disulfate tosylate

Cell experiment [1]:

Cell lines

Cal-33 and JHU-SCC-011 cells

Preparation Method

Cal-33 and JHU-SCC-011 cells were treated with 300 μM S-Adenosyl-L-methionine disulfate tosylate and the cells were harvested after 24 and 48 hours, respectively, for flow cytometry and western blot analysis.

Reaction Conditions

300μM, 24h or 48h

Applications

S-Adenosyl-L-methionine disulfate tosylate can regulate the cell cycle progression of Cal-33 and JHU-SCC-011 cells and reduce the expression of cyclins B1, E1 and D1.

Animal experiment [2]:

Animal models

Pentylenetetrazole (PTZ)-induced kindling model in rats

Preparation Method

Out of 48 rats, 24 rats were used for standardization of the pentylenetetrazole (PTZ) kindling model. The remaining 24 rats were divided into 4 groups with 6 rats in each group as follows: 1. disease control: 0.9% normal saline 1 ml intraperitoneally (ip) + PTZ 35 mg/kg ip; 2. positive control: sodium valproate 200 mg/kg ip + PTZ 35 mg/kg ip; 3. S-Adenosyl-L-methionine disulfate tosylate 50 mg/kg oral + PTZ 35 mg/kg ip; 4. S-Adenosyl-L-methionine disulfate tosylate 100 mg/kg oral+ PTZ 35 mg/kg ip.

Dosage form

50 and 100 mg/kg, oral

Applications

A higher dose of S-Adenosyl-L-methionine disulfate tosylate (100 mg/kg) exhibited an increase in seizure latency and a decrease in seizure severity score.

References:

[1] Mosca L, Minopoli M, Pagano M, Vitiello F, Carriero MV, Cacciapuoti G, Porcelli M. Effects of S-adenosyl-L-methionine on the invasion and migration of head and neck squamous cancer cells and analysis of the underlying mechanisms. Int J Oncol. 2020 May;56(5):1212-1224.

[2] Dhediya RM, Joshi SS, Gajbhiye SV, Jalgaonkar SV, Biswas M. Evaluation of antiepileptic effect of S-adenosyl methionine and its role in memory impairment in pentylenetetrazole-induced kindling model in rats. Epilepsy Behav. 2016 Aug;61:153-157.

Chemical Properties of S-Adenosyl-L-methionine disulfate tosylate

Cas No. 97540-22-2 SDF
المرادفات AdoMet, FO 1561, SAM, SAMe
Canonical SMILES N[C@@H](CC[S+](C[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C2N=CN=C3N)O1)O)O)C)C(O)=O.O=S(O)([O-])=O.O=S(O)(O)=O.OS(=O)(C4=CC=C(C)C=C4)=O
Formula C22H34N6O16S4 M.Wt 766.8
الذوبان DMSO : ≥ 50 mg/mL (65.21 mM);Water : 33.33 mg/mL (43.47 mM) Storage Store at -20°C,protect from light, stored under nitrogen
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of S-Adenosyl-L-methionine disulfate tosylate

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 1.3041 mL 6.5206 mL 13.0412 mL
5 mM 0.2608 mL 1.3041 mL 2.6082 mL
10 mM 0.1304 mL 0.6521 mL 1.3041 mL
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