CAS 49564-60-5

2-chloroadenosine 5'-(tetrahydrogen triphosphate)

Description:

2-Chloroadenosine 5'-(tetrahydrogen triphosphate), commonly referred to as 2-Cl-ATP, is a nucleotide analog that plays a significant role in biochemical research, particularly in studies involving purinergic signaling and ATP-related processes. This compound features a chlorinated adenosine moiety, which alters its biological activity compared to adenosine triphosphate (ATP). The presence of the chlorine atom at the 2-position of the adenine ring can influence its interaction with various enzymes and receptors, making it a valuable tool for probing ATP-dependent pathways. 2-Cl-ATP is typically used in experiments to investigate the effects of ATP analogs on cellular processes, such as energy transfer, signal transduction, and metabolic regulation. Its structural modifications can affect its stability, solubility, and binding affinity to target proteins. As a synthetic compound, it is important to handle 2-chloroadenosine 5'-(tetrahydrogen triphosphate) with care, following appropriate safety protocols in laboratory settings.

Formula: C₁₀H₁₅ClN₅O₁₃P₃

InChI: InChI=1/C10H15ClN5O13P3/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(18)5(17)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21/h2-3,5-6,9,17-18H,1H2,(H,22,23)(H,24,25)(H2,12,14,15)(H2,19,20,21)/t3-,5-,6-,9-/m1/s1

SMILES: C([C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)nc(Cl)nc23)O1)O)O)OP(=O)(O)OP(=O)(O)OP(=O)(O)O

2-Chloroadenosine triphosphate Ammonium Salt (~90%)

Controlled Product

CAS: 49564-60-5

Stability very hygroscopic
Applications 2-Chloroadenosine triphosphate is a P2Y purinoceptor agonist.
References Nahum, V., et al.: J. Med. Chem., 45, 5384 (2002)

Formula: C₁₀H₁₅ClN₅O₁₃P₃•x(NH₃)

Purity: ~90%

Color and Shape: Neat

Molecular weight: 541.63 + x(17.03)

Ref: TR-C364109

2-Chloro-ATP

CAS: 49564-60-5

2-Chloro-ATP is a soluble inhibitor of guanylate cyclase (guanylate cyclase) that can increase intracellular calcium ion concentrations at low concentrations through a mechanism independent of inositol phosphate production.

Formula: C₁₀H₁₅ClN₅O₁₃P₃

Color and Shape: Solid

Molecular weight: 541.63

Ref: TM-T88624