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Methylthioadenosine Sale

(Synonyms: 5-脱氧-5-甲硫腺苷,5'-(Methylthio)-5'-deoxyadenosine; 5'-Deoxy-5'-(methylthio)adenosine; 5'-S-Methyl-5'-thioadenosine) 目录号 : GC11222

A natural derivative of SAM

Methylthioadenosine Chemical Structure

Cas No.:2457-80-9

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10mM (in 1mL DMSO)
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10mg
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25mg
¥430.00
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50mg
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100mg
¥1,050.00
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Sample solution is provided at 25 µL, 10mM.

Description

Ki = 62 μM for S49-derived high-affinity cAMP phosphodiesterase

Methylthioadenosine (MTA) is a naturally occurring sulfur-containing nucleoside in all mammalian tissues. MTA is mainly produced from S-adenosylmethionine via the polyamine biosynthetic pathway, behaving as a powerful inhibitory product.

In vitro: MTA was found to be solely metabolized by MTA-phosphorylase, to yield 5-methylthioribose-1-phosphate and adenine, which was a key step in methionine and purine salvage pathways, respectively. Previous studies suggested that MTA coud affect various cellular processes. MTA had been shown to be albe to influence plenty of critical cell responses, such as proliferation, gene expression regulation, differentiation as well as apoptosis. Though most of such responses had been only observed at the pharmacological level, their specificity made it tempting to speculate that endogenous MTA might play a regulatory role in the cell [1].

In vivo: The hepatoprotective effects of MTA had been evaluated in a model of CCl4-induced chronic liver damage in rats. In this study, MTA could reproduce the human lesions induced by alcohol and viral infections of the liver. In addition, replenishment of the hepatic pool of MTA showed strong anti-oxidant effects and also reduced liver cell damage and fibrosis [2].

Clinical trial: Up to now, MTA is still in the preclinical development stage.

References:
[1] Avila MA,García-Trevijano ER,Lu SC,Corrales FJ,Mato JM.  Methylthioadenosine. Int J Biochem Cell Biol.2004 Nov;36(11):2125-30.
[2] Pascale RM,Simile MM,De Miglio MR,Feo F.  Chemoprevention of hepatocarcinogenesis: S-adenosyl-L-methionine. Alcohol.2002 Jul;27(3):193-8.

化学性质

Cas No. 2457-80-9 SDF
别名 5-脱氧-5-甲硫腺苷,5'-(Methylthio)-5'-deoxyadenosine; 5'-Deoxy-5'-(methylthio)adenosine; 5'-S-Methyl-5'-thioadenosine
化学名 (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol
Canonical SMILES CSC[C@](O1)([H])[C@](O)([H])[C@](O)([H])[C@]1([H])N2C=NC(C2=NC=N3)=C3N
分子式 C11H15N5O3S 分子量 297.33
溶解度 ≥ 83.3mg/mL in DMSO with gentle warming 储存条件 Store at -20°C,protect from light
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1 mg 5 mg 10 mg
1 mM 3.3633 mL 16.8163 mL 33.6327 mL
5 mM 0.6727 mL 3.3633 mL 6.7265 mL
10 mM 0.3363 mL 1.6816 mL 3.3633 mL
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