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A1388

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

Name: Adenosine 5&#8242;-[&#947;-thio]triphosphate tetralithium salt
Brand: SIGMA

≥75% (HPLC), synthetic (organic), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₂Li₄N₅O₁₂P₃S

CAS Number:

93839-89-5

Molecular Weight:

546.98

NACRES:

NA.51

PubChem Substance ID:

24890536

eCl@ss:

32160414

UNSPSC Code:

41106305

EC Number:

298-862-8

MDL number:

MFCD00077293

Beilstein/REAXYS Number:

6265083

Assay:

≥75% (HPLC)

Biological source:

synthetic (organic)

Form:

powder

Solubility:

H₂O: 25 mg/mL

Storage temp.:

−20°C

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Properties

Product Name

Adenosine 5′-[γ-thio]triphosphate tetralithium salt, ≥75% (HPLC), powder

biological source

synthetic (organic)

Quality Level

200

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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