structure of 2-Methylthio-ATP

2-Methylthio-ATP

CAS No.: 100020-57-3
M. Wt: 641.20
M. Fa: C11H14N5Na4O13P3S
InChI Key: UEEFBRHXFDJPTA-KWIZKVQNSA-J

Names and Identifiers of 100020-57-3

CAS Number

100020-57-3

IUPAC Name

tetrasodium;[[[(2R,3S,4R,5R)-5-(6-amino-2-methylsulfanylpurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl]oxy-oxidophosphoryl] phosphate

InChI

InChI=1S/C11H18N5O13P3S.4Na/c1-33-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(27-10)2-26-31(22,23)29-32(24,25)28-30(19,20)21;;;;/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H,24,25)(H2,12,14,15)(H2,19,20,21);;;;/q;4*+1/p-4/t4-,6-,7-,10-;;;;/m1..../s1

InChIKey

UEEFBRHXFDJPTA-KWIZKVQNSA-J

Canonical SMILES

CSC1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O)O)N.[Na+].[Na+].[Na+].[Na+]

Isomeric SMILES

CSC1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)([O-])OP(=O)([O-])OP(=O)([O-])[O-])O)O)N.[Na+].[Na+].[Na+].[Na+]

Physical and chemical properties of 100020-57-3

Molecular Formula

C11H14N5Na4O13P3S

Molecular Weight

641.20

Applications of 100020-57-3

2-Methylthio-adenosine triphosphate has diverse applications in research and therapeutic contexts:

  • Research Tool: It is widely used in pharmacological studies to investigate purinergic signaling pathways.
  • Potential Therapeutic Agent: Its ability to modulate insulin secretion and platelet function suggests potential applications in treating metabolic disorders and cardiovascular diseases.
  • Cell Signaling Studies: Researchers utilize this compound to explore mechanisms of action related to calcium signaling and receptor interactions.

Interaction Studies of 100020-57-3

Interaction studies involving 2-methylthio-adenosine triphosphate have revealed its role as an agonist for various purinergic receptors:

  • P2X Receptors: It activates P2X receptors, leading to rapid cellular responses such as calcium influx.
  • P2Y Receptors: The compound also engages P2Y receptors, contributing to slower signaling pathways that affect gene expression and cellular metabolism.
  • Inhibition Studies: Research indicates that it can inhibit certain receptor-mediated responses, providing insights into competitive binding dynamics with other nucleotides.

Biological Activity of 100020-57-3

2-Methylthio-adenosine triphosphate exhibits significant biological activity through its interaction with purinergic receptors. Notable effects include:

  • Calcium Mobilization: It induces an increase in intracellular calcium levels in various cell types, including neurons.
  • Insulin Secretion: Studies have shown that this compound can enhance insulin secretion in vivo, highlighting its potential role in metabolic regulation.
  • Platelet Function: It has been observed to inhibit ADP-induced platelet aggregation, indicating its relevance in hemostasis and thrombosis.