Abcam, ab141257, 5'-Deoxy-5'-methylthioadenosine (Methylthioadenosine), Adenosine A1 receptor agonist

Size: 25mg / 100mg / 250mg
MW 297.34 Da, Purity >98%. Potent A1 receptor agonist (Ki = 10 μM). Also an A2 receptor antagonist and potent cAMP phosphodiesterase inhibitor (Ki = 62 μM). Regulates gene expression, proliferation, differentiation and apoptosis. Anti-inflammatory agent. Orally active. Active *in vivo* and *in vitro*.
Key facts
CAS number:2457-80-9,
Purity:>98%,
Form:SolidSee storage information,
Molecular weight:297.34 Da,
Molecular formula:C11H15N5O3S,
PubChem:439176,
Nature:Synthetic,
Solubility:Soluble in DMSO to 100 mM,
Biochemical name:5'-Deoxy-5'-methylthioadenosine,
Biological description:Potent A1 receptor agonist (Ki = 10 μM). Also an A2 receptor antagonist and potent cAMP phosphodiesterase inhibitor (Ki = 62 μM). Regulates gene expression, proliferation, differentiation and apoptosis. Anti-inflammatory agent. Orally active. Active *in vivo* and *in vitro*.,
Canonical smiles:CSCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)O,
Isomeric smiles:CSC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)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,
InChiKey:WUUGFSXJNOTRMR-IOSLPCCCSA-N,
IUPAC Name:(2R,3R,4S,5S)-2-(6-aminopurin-9-yl)-5-(methylsulfanylmethyl)oxolane-3,4-diol

Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions--20°C, Appropriate long-term storage conditions--20°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
Adenosine receptor A2a also known as ADORA2B is a G protein-coupled receptor part of the adenosine receptor family. This target is expressed on various cell types including immune cells and endothelial cells. The receptor has an approximate mass of 45 kDa. It is a critical mediator in response to adenosine a purine nucleoside that plays roles in biochemical processes such as energy transfer and signal transduction. Mechanically ADORA2B couples to Gs proteins which subsequently increase intracellular cAMP levels impacting multiple cellular functions.
Biological function summary
The ADORA2B receptor modulates physiological processes associated with inflammation and tissue protection. It operates in the vascular and immune systems providing regulatory functions that affect endothelial barrier integrity and cytokine production. This receptor can form complexes with other proteins allowing it to fine-tune cellular responses seen in pathological conditions. It interacts with compounds like 5'-methylthioadenosine which can influence its activity and solubility further diversifying its functional impact.
Pathways
ADORA2B plays significant roles in the adenosine signaling and inflammatory pathways. It contributes to anti-inflammatory effects by regulating cytokine release and leukocyte activity. This receptor partners with protein kinases and phosphodiesterases within these pathways to modulate immune responses effectively. Its relationship with the adenosine A1 receptor helps facilitate balancing functions of tissue protection and energy homeostasis integrating diverse cellular signals.
ADORA2B has associations with conditions such as asthma and chronic obstructive pulmonary disease (COPD). Its action in modulating inflammation and vascular response is relevant to the pathophysiology of these diseases. ADORA2B interacts with proteins involved in immune regulation such as cytokines and chemokines contributing to disease progression. Understanding these interactions is key for developing therapeutic strategies targeting adenosine-related mechanisms in respiratory and inflammatory disorders.