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A1388 Sigma-Aldrich

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

≥75%, powder

Synonym: ATP-γ-S, Adenosine 5′-(3-thiotriphosphate) tetralithium salt, Ado-5′-PPP[S]

  • CAS Number 93839-89-5

  • Empirical Formula (Hill Notation) C10H12Li4N5O12P3S

  • Molecular Weight 546.98

  •  Beilstein/REAXYS Number 6265083

  •  EC Number 298-862-8

  •  MDL number MFCD00077293

  •  eCl@ss 32160414

  •  PubChem Substance ID 24890536

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Properties

Related Categories Biochemicals and Reagents, Cofactors, Core Bioreagents, Enzymes, Inhibitors, and Substrates, Nucleosides and Nucleotides,
Quality Level   200
assay   ≥75%
form   powder
color   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.

Packaging

1, 5 mg in glass bottle

25 mg in poly bottle

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 & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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