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Principaux documents

A1388

Sigma-Aldrich

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

≥75% (HPLC), powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C10H12Li4N5O12P3S
Numéro CAS:
Poids moléculaire :
546.98
Beilstein:
6265083
Numéro CE :
Numéro MDL:
Code UNSPSC :
41106305
eCl@ss :
32160414
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Source biologique

synthetic (organic)

Niveau de qualité

Essai

≥75% (HPLC)

Forme

powder

Couleur

off-white

Solubilité

H2O: 25 mg/mL

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne 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

Clé InChI

DWQFDOIBOYDYKH-KWIZKVQNSA-J

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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.

Actions biochimiques/physiologiques

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.

Autres remarques

Non-hydrolyzable ATP analog

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Xiang Chen et al.
STAR protocols, 2(1), 100278-100278 (2021-02-02)
The 26S proteasome is specialized for regulated protein degradation. It is formed by a regulatory particle (RP) that recognizes ubiquitinated substrates and caps a hollow cylindrical core particle (CP) where substrates are proteolyzed. Structural heterogeneity caused by dynamics makes it
Kana Harada et al.
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
Andreas Peth et al.
Molecular cell, 40(4), 671-681 (2010-11-26)
Eukaryotic cells target proteins for degradation by the 26S proteasome by attaching a ubiquitin chain. Using a rapid assay, we analyzed the initial binding of ubiquitinated proteins to purified 26S particles as an isolated process at 4°C. Subunits Rpn10 and
S Chrysogelos et al.
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
David M Smith et al.
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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