5’-Deoxy-5’-methylthioadenosine

Alternative_name

5'-S-methyl-5'-thio-adenosine; Methylthioadenosine; MTA; NSC 335422; Vitamil L2
Description

5'-Deoxy-5'-methylthioadenosine (MTA) is an intermediate in the generation of adenine and methionine that is produced by the decarboxylation of S-adenosylmethionine. Acts as a potent agonist of adenosine receptors (Kis = 0.15, 1.13, 13.9, and 0.68 μM for A1, A2A, A2B, and A3, respectively). At higher concentrations, MTA inhibits several enzymes, including protein carboxylmethyltransferase (Ki = 41 μM), S-adenosylhomocysteine hydrolase, SET methyltransferases, and spermidine and spermine synthases.
CAS Number

2457-80-9
Structure Available

Yes
Salt Form

No
Molecular Formula

C₁₁H₁₅N₅O₃S
Molecular Weight

297.3
Cell Permeable

Yes
Purity

≥98%
Solubilities

DMSO (~25 mg/ml)
Handling

Protect from air and light
Tag Line

A methyltransferase inhibitor
Storage Condition

-20°C
Shipping Condition

gel pack
Shelf Life

36 months
MDL Number

MFCD00010533
PubChem CID

439176
PubChem CID Link
SMILES

CSCC1C(C(C(O1)N2C=NC3=C2N=CN=C3N)O)O
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
Data Sheet Link
MSDS Available

Yes