Description

5′-Methylthioadenosine (MTA) is a naturally occurring nucleoside derivative with the molecular formula C₁₁H₁₅N₅O₃S (CAS: 2457-80-9). This high-purity compound is a key intermediate in polyamine and methionine salvage pathways, making it essential for biochemical and pharmaceutical research. MTA is widely used in studies of apoptosis, cell proliferation, and methylation processes due to its role as a byproduct of S-adenosylmethionine (SAM) metabolism. Our product is rigorously tested for purity and stability, ensuring reliable performance in enzymatic assays, cell culture studies, and metabolic research. Available in lyophilized powder form, it is suitable for HPLC, LC-MS, and other analytical applications.

Properties

• CAS Number: 2457-80-9
• Complexity: 352
• IUPAC Name: (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)tetrahydrofuran-3,4-diol
• InChI: InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1
• InChI Key: WUUGFSXJNOTRMR-IOSLPCCCSA-N
• Exact Mass: 297.08956053
• Molecular Formula: C11H15N5O3S
• Molecular Weight: 297.34
• SMILES: CSC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O
• Topological: 145
• Monoisotopic Mass: 297.08956053
• Physical Description: Solid
• Synonyms: Methylthioadenosine, 5′-methylthioadenosine, 5′-S-methyl-5′-thioadenosine, 5′-Deoxy-5′-(methylthio)adenosine, 5′-DEOXY-5′-METHYLTHIOADENOSINE, 5′-(Methylthio)adenosine, S-methyl-5′-thioadenosine, 5′-S-Methylthioadenosine, Vitamin L(sub 2), 5′-Deoxy(methylthio)adenosine, NSC 335422, UNII-634Z2VK3UQ, CHEBI:17509, 5-Methyl-Thioadenosine, S-methyl-5-thioadenosine, BRN 0042420, 5′-S-methyl-5′-thio-Adenosine, DTXSID20179308, 4-26-00-03675 (Beilstein Handbook Reference), (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol, NSC-335422, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-beta-delta-Ribofuranose, 7-(TETRAHYDRO-3,4-DIHYDROXY-5-(METHYLMERCAPTOMETHYL)-2-FURYL)ADENINE, 5-MTDA, 5′-methylthio-5′-deoxyadenosine, (2R,3R,4S,5S)-2-(6-amino-9H-purin-9-yl)-5-((methylsulfanyl)methyl)oxolane-3,4-diol, adenine(5′-deoxy-5′-methylthio)9-beta-D-furanoriboside, DTXCID10101799, METHYLTHIOADENOSINE [INCI], 5′-Deoxy-5′-(methylsulphanyl)adenosine, 9-(5-S-Methyl-5-thio-b-D-ribofuranosyl)-9H-purin-6-amine, 9-(5-S-Methyl-5-thio-I2-D-ribofuranosyl)-9H-purin-6-amine, 57301-10-7, 626-314-3, wuugfsxjnotrmr-ioslpcccsa-n, 2457-80-9, ADENOSINE, 5′-S-METHYL-5′-THIO-, 5-Methylthioadenosine, Vitamin L2, (2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol, Thiomethyladenosine, MTA, 5′-(Methylthio)-5′-deoxyadenosine, MFCD00010533, 634Z2VK3UQ, CHEMBL277041, 5′-CH3S-5’dA, (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol, 5′-deoxy-5′-(methylsulfanyl)adenosine, 9-(5-S-methyl-5-thio-beta-D-ribofuranosyl)-9H-purin-6-amine, C11H15N5O3S, .beta.-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-, 5′-Thiomethyladenosine, Adenosine, 5-methylthio-, MTA; 5′-Methylthioadenosine, SCHEMBL160358, SCHEMBL536062, 5-Deoxy-5-Methylthio adenosine, BDBM22111, MSK6925, 5′-Deoxy-5′-methylthio-adenosine, AIDS003668, EX-A4640, PDSP1_001005, PDSP2_000989, AKOS016006238, DB02282, DS-4224, ND07992, 5 inverted exclamation marka-Deoxy-5 inverted exclamation marka-(methylthio)adenosine, 5′-Deoxy-5′-(methylthio)-D-adenosine, HY-16938, CS-0012983, NS00014568, C00170, C74264, Q3599216, 5′-Deoxy-5′-methylthioadenosine – CAS 2457-80-9, 7DDC4B4A-0E54-449C-A502-BDAEA990DE4C, Z2217101605, Adenosine, 5′-S-methyl-5′-thio- (6CI,7CI,8CI,9CI), 5′-Deoxy-5′-(methylthio)-D-adenosine;5′-(Methylthio)-5′-deoxyadenosine, (2R,3R,4S,5R)-2-(6-Aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol, (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)tetrahydrofuran-3,4-diol, (2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-[(methylsulfanyl)methyl]oxolane-3,4-diol

5′-Methylthioadenosine (MTA) is primarily used in research on polyamine metabolism, apoptosis regulation, and methyltransferase inhibition. It serves as a substrate or inhibitor in enzymatic studies, particularly for MTA phosphorylase and other salvage pathway enzymes. MTA is also investigated for its potential anti-inflammatory and anti-proliferative effects in cancer research. Its role in epigenetic modulation makes it valuable for studying DNA methylation and gene expression.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.