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Merck

A1388

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

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

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C10H12Li4N5O12P3S
Numéro CAS:
Poids moléculaire :
546.98
NACRES:
NA.51
PubChem Substance ID:
eCl@ss:
32160414
UNSPSC Code:
41106305
EC Number:
298-862-8
MDL number:
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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Nom du produit

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

biological source

synthetic (organic)

Quality Segment

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

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


Classe de stockage

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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