A1388

Adenosine 5′-[γ-thio]triphosphate tetralithium salt

≥75% (HPLC), powder

• Synonym(s): ATP-γ-S, Adenosine 5′-(3-thiotriphosphate) tetralithium salt, Ado-5′-PPP[S]
• Empirical Formula (Hill Notation): C₁₀H₁₂Li₄N₅O₁₂P₃S
• CAS Number: 93839-89-5
• Molecular Weight: 546.98
• Beilstein: 6265083
• EC Number: 298-862-8
• MDL number: MFCD00077293
• UNSPSC Code: 41106305
• eCl@ss: 32160414
• PubChem Substance ID: 24890536
• NACRES: NA.51

Properties

• biological source: synthetic (organic)
• Assay: ≥75% (HPLC)
• form: powder
• color: off-white
• solubility: H₂O: 25 mg/mL
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: [Li+].[Li+].[Li+].[Li+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=S)[C@@H](O)[C@H]3O
• InChI: 1S/C10H16N5O12P3S.4Li/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(25-10)1-24-28(18,19)26-29(20,21)27-30(22,23)31;;;;/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H,20,21)(H2,11,12,13)(H2,22,23,31);;;;/q;4*+1/p-4/t4-,6-,7-,10-;;;;/m1..../s1
• InChI key: DWQFDOIBOYDYKH-KWIZKVQNSA-J

Description

Application

Adenosine 5′-[γ-thio]triphosphate tetralithium salt has been used to treat the pollen grains to determine the inhibitory effect of adenosine triphosphate (ATP) or its hydrolysis product. It has also been used to select thiophosphorylate target protein.

Biochem/physiol Actions

Adenosine 5′-[γ-thio]triphosphate (ATP-γ-S) is widely used as a non-hydrolyzed ATP analogue for studies on the effects of ATP binding to ATP sites in a wide range of processes including extracellular functions. ATP- γ-S is a P2 purinergic agonist which increases the activity of Ca²⁺-activated K⁺ channels. ATP- γ-S can substitute for ATP in kinase reactions yielding thiophosphorylated proteins that are resistant to protein phosphatases and modulate the ATP-dependent steps in the binding of ubiquitin conjugates to the 26S proteasome. ATP-γ -S differentially modulates Toll-like receptor 4-mediated cell survival and death.

Other Notes

Non-hydrolyzable ATP analog

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves