CAS:2457-80-9 5'-S-methyl-5'-thioadenosine

Description

5′-Deoxy-5′-methylthioadenosine (MTA) has been shown to be a potent inhibitor of protein carboxylmethyltransferase and a naturally occurring co-product of polyamine biosynthesis. This nucleoside has been reported to potently inhibit the growth of certain cells by causing apoptosis. Treatment of cells with this compound has caused inhibition of cAMP phosphodiesterase which subsequently increases cAMP levels resulting in cell growth arrest. More specific studies demonstrate that MTA-treated cells display an arrest in the M phase of the cell cycle. Other data suggest that MTA displays agonist and antagonist characteristics towards adenosine A1-receptor (adenosine A1-R) and Adenosine A2-R, respectively. 5′-Deoxy-5′-methylthioadenosine is a substrate of 5′-methylthioadenosinephosphorylase (MTAP), an enzyme known to be expressed by tumor suppressor genes.

Name:5'-S-methyl-5'-thioadenosine

Synonyms:5'-Deoxy-5'-(methylthio)adenosine;MTA,Methylthioadenosine;(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol;(2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol;

CAS:2457-80-9

Purity:98%

Molecular Formula:C₁₁H₁₅N₅O₃S

Molecular Weight:297.33

Melting Point:210-213ºC (dec.)

Boiling Point:642.7ºC at 760mmHg

Flash Point:342.5ºC

PSA:144.61000

LogP:-0.02810

Appearance:Solid

Density:1.85g/cm3

Solubility:Soluble in DMF (25 mg/ml), DMSO, pyridine, and water (partly miscible)

refractive index:1.843

Vapor Pressure:2.13E-17mmHg at 25°C

Storage condition:-20°C

Reference:

1. Riscoe, M.K., et al. 1984. Biochem. Pharmacol. 33: 3639-3643. PMID: 6095857
2. Munshi, R., et al. 1988. Biochem. Pharmacol. 37: 2085-2089. PMID: 3377811
3. Smalheiser, N.R. 1989. Brain Res. Dev. Brain Res. 45: 59-67. PMID: 2917413
4. Lee, S.H. and Cho, Y.D. 1998. Exp. Cell Res. 240: 282-292. PMID: 9597001

Packaging & Delivery

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