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A1388

Sigma-Aldrich

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

≥75% (HPLC), powder

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Synonym(s):
ATP-γ-S, Adenosine 5′-(3-thiotriphosphate) tetralithium salt, Ado-5′-PPP[S]
Empirical Formula (Hill Notation):
C10H12Li4N5O12P3S
CAS Number:
Molecular Weight:
546.98
Beilstein:
6265083
EC Number:
MDL number:
eCl@ss:
32160414
PubChem Substance ID:

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

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1 of 4

This Item
A2647A8016A6779
assay

≥75% (HPLC)

assay

≥93% (HPLC)

assay

≥80% (HPLC)

assay

≥97%

form

powder

form

powder

form

powder

form

powder

color

off-white

color

white

color

-

color

-

solubility

H2O: 25 mg/mL

solubility

H2O: 50 mg/mL

solubility

-

solubility

-

shipped in

dry ice

shipped in

dry ice

shipped in

-

shipped in

-

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

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

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