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Documentos Principais

A1388

Sigma-Aldrich

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

≥75% (HPLC), powder

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C10H12Li4N5O12P3S
Número CAS:
Peso molecular:
546.98
Beilstein:
6265083
Número CE:
Número MDL:
Código UNSPSC:
41106305
eCl@ss:
32160414
ID de substância PubChem:
NACRES:
NA.51

fonte biológica

synthetic (organic)

Ensaio

≥75% (HPLC)

Formulário

powder

cor

off-white

solubilidade

H2O: 25 mg/mL

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[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

chave InChI

DWQFDOIBOYDYKH-KWIZKVQNSA-J

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Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Outras notas

Non-hydrolyzable ATP analog

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Cell, 144(4), 526-538 (2011-02-22)
In the eukaryotic 26S proteasome, the 20S particle is regulated by six AAA ATPase subunits and, in archaea, by a homologous ring complex, PAN. To clarify the role of ATP in proteolysis, we studied how nucleotides bind to PAN. Although
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The Journal of biological chemistry, 258(20), 12624-12631 (1983-10-25)
recA protein binds to duplex DNA in the presence of Mg2+ and adenosine 5'-O-(3-thiotriphosphate) forming a stiff nucleoprotein filament with a distinct axial repeat which contains 17 +/- 1 base pairs and spans 8-9 nm along the fiber (Di Capua
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Journal of neurochemistry, 116(6), 1138-1147 (2011-01-08)
The survival and death rates of inflammatory cells directly control their number and are substantially associated with the degree of inflammation. Microglia, key players in neuroinflammation, often cause excessive reactions implicated in neurological diseases. However, the mechanisms that determine microglial
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Journal of molecular biology, 426(15), 2886-2899 (2014-06-01)
The p97 AAA (ATPase associated with diverse cellular activities), also called VCP (valosin-containing protein), is an important therapeutic target for cancer and neurodegenerative diseases. p97 forms a hexamer composed of two AAA domains (D1 and D2) that form two stacked

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