Ademetionine
(Synonyms: S-腺苷-L-蛋氨酸,S-Adenosyl methionine; Ademetionine; AdoMet) 目录号 : GC10677
Ademetionine(S-Adenosyl methionine;AdoMet;SAMe)是一种内源性分子,由蛋氨酸和ATP在蛋氨酸腺苷转移酶的作用下产生,作为主要的甲基供体在细胞代谢中起重要作用。
Cas No.:29908-03-0
Sample solution is provided at 25 µL, 10mM.
Ademetionine (S-Adenosyl methionine; AdoMet; SAMe) is an endogenous molecule generated from methionine and ATP by the action of methionine adenosyltransferase and plays an important role in cellular metabolism as the main methyl donor [1]. Ademetionine can be used as a drug to treat depression, liver disease, fibromyalgia and osteoarthritis [2]. Ademetionine can also be used as a dietary supplement to support bone and joint health and emotional health [3].
In vitro, ademetionine (300µM) treatment of head and neck squamous cell carcinoma cell lines (Cal-33 and JHU-SCC-011) for 24 or 48h induced a decrease in the G1 phase and G2/M phase cell populations from 44.6% to 28.4% and from 14.7% to 7.6%, respectively, while the S phase cell population increased significantly from 36.1% to 61%, attenuated cell cycle progression, and inhibited cell migration [4]. Ademetionine (500µM) treatment of triple-negative human breast cancer cell lines (MDA-MB-468 and MDA-MB-231) for 24 or 48h upregulated the expression of intracellular miR-34c and miR-449a and promoted cell apoptosis[5].
In vivo, oral treatment of mice with valproate-induced autistic-like behavior with ademetionine (30mg/kg) for 3 days prevented the development of symptoms and normalized the redox potential of the prefrontal cortex[6]. Oral treatment of rats with pentylenetetrazol-induced epilepsy with ademetionine (100mg/kg) prolonged the latency period of epileptic seizures and reduced the severity score of epileptic seizures[7].
References:
[1] Brula M, Cupp M J, Tracy T S. SAMe (S-adenosyl-l-methionine)[M]//Dietary Supplements: Toxicology and Clinical Pharmacology. Totowa, NJ: Humana Press, 2003: 321-334.
[2] Lu S C, Mato J M. S-adenosylmethionine in liver health, injury, and cancer[J]. Physiological reviews, 2012, 92(4): 1515-1542.
[3] Najm W I, Reinsch S, Hoehler F, et al. S-adenosyl methionine (SAMe) versus celecoxib for the treatment of osteoarthritis symptoms: a double-blind cross-over trial.[ISRCTN36233495][J]. BMC musculoskeletal disorders, 2004, 5: 1-15.
[4] Mosca L, Minopoli M, Pagano M, et al. Effects of S-adenosyl-L-methionine on the invasion and migration of head and neck squamous cancer cells and analysis of the underlying mechanisms[J]. International Journal of Oncology, 2020, 56(5): 1212-1224.
[5] Coppola A, Ilisso C P, Stellavato A, et al. S-Adenosylmethionine inhibits cell growth and migration of triple negative breast cancer cells through upregulating MiRNA-34c and MiRNA-449a[J]. International Journal of Molecular Sciences, 2020, 22(1): 286.
[6] Ornoy A, Weinstein-Fudim L, Tfilin M, et al. S-adenosyl methionine prevents ASD like behaviors triggered by early postnatal valproic acid exposure in very young mice[J]. Neurotoxicology and teratology, 2019, 71: 64-74.
[7] Dhediya R M, Joshi S S, Gajbhiye S V, et al. Evaluation of antiepileptic effect of S-adenosyl methionine and its role in memory impairment in pentylenetetrazole-induced kindling model in rats[J]. Epilepsy & Behavior, 2016, 61: 153-157.
Ademetionine(S-Adenosyl methionine;AdoMet;SAMe)是一种内源性分子,由蛋氨酸和ATP在蛋氨酸腺苷转移酶的作用下产生,作为主要的甲基供体在细胞代谢中起重要作用[1]。Ademetionine可用作治疗抑郁症、肝脏疾病、纤维肌痛和骨关节炎的药物[2]。Ademetionine还可作为膳食补充剂,支持骨骼和关节健康以及情绪健康[3]。
在体外,Ademetionine(300µM)处理头颈部鳞状癌细胞系(Cal-33和JHU-SCC-011)24或48h,诱导了G1期和G2/M期细胞群分别从44.6%下降到28.4%和从14.7%下降到7.6%,同时S期细胞群从36.1%显著增加到61%,减弱了细胞周期进程,还抑制了细胞迁移[4]。Ademetionine(500µM)处理三阴性人乳腺癌细胞系(MDA-MB-468 和 MDA-MB-231)24或48h,上调了细胞内miR-34c和miR-449a的表达,促进了细胞凋亡[5]。
在体内,Ademetionine(30mg/kg)通过口服治疗丙戊酸诱发的类似自闭症行为的小鼠3天,阻止了病症的发展,并使前额叶皮层的氧化还原电位正常化[6]。Ademetionine(100mg/kg)通过口服治疗戊四唑诱导的癫痫大鼠,延长了癫痫发作潜伏期,降低了癫痫发作严重程度评分[7]。
Cell experiment [1]: | |
Cell lines | Cal-33、JHU-SCC-011 cells |
Preparation Method | The Cal-33 and JHU-SCC-011 cells were seeded in 6-well plates. The following day, the cells were treated with 300 µM Ademetionine, recovered with trypsin-EDTA after 24 and 48 h, respectively. |
Reaction Conditions | 300 µM; 24、48h |
Applications | Following Ademetionine treatment, the G1 and G2/M phase populations decreased from 44.6 to 28.4% and from 14.7 to 7.6%, respectively, with a concomitant significant increase from 36.1 to 61% of cells in the S phase. |
Animal experiment [2]: | |
Animal models | Valproic acid treated young mice |
Preparation Method | Mice were injected on postnatal day 4 with one dose of 300 mg/kg of Valproic acid, with normal saline (controls) or with Valproic acid and Ademetionine that was given orally for 3 days at the dose of 30 mg/kg body weight. |
Dosage form | 30mg/kg; p.o. |
Applications | Ademetionine prevents (VPA)-induced autistic like behavior in mice and normalizes redox potential in the prefrontal cortex. |
References: |
Cas No. | 29908-03-0 | SDF | |
别名 | S-腺苷-L-蛋氨酸,S-Adenosyl methionine; Ademetionine; AdoMet | ||
化学名 | (2S)-2-amino-4-((((2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(methyl)sulfonio)butanoate | ||
Canonical SMILES | C[S+](C[C@](O1)([H])[C@](O)([H])[C@](O)([H])[C@]1([H])N2C=NC(C2=NC=N3)=C3N)CC[C@@](N)([H])C([O-])=O | ||
分子式 | C15H22N6O5S | 分子量 | 398.44 |
溶解度 | DMSO : 79mg/mL | 储存条件 | Store at -20°C |
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Shipping Condition | 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。 |
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1 mg | 5 mg | 10 mg |
1 mM | 2.5098 mL | 12.5489 mL | 25.0979 mL |
5 mM | 0.502 mL | 2.5098 mL | 5.0196 mL |
10 mM | 0.251 mL | 1.2549 mL | 2.5098 mL |
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% DMSO % % Tween 80 % saline | ||||||||||
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工作液浓度: mg/ml;
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2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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- Purity: >98.00%
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