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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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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

Related Categories

Biochemicals

Chemistry & Biochemicals

Nucleosides and Nucleotides

Phosphates

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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An optimized protocol for acquiring and processing cryo-EM data of human 26S proteasome with M1-Ub6.

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

The structure of recA protein-DNA filaments. 2 recA protein monomers unwind 17 base pairs of DNA by 11.5 degrees/base pair in the presence of adenosine 5'-O-(3-thiotriphosphate).

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

ATP-dependent steps in the binding of ubiquitin conjugates to the 26S proteasome that commit to degradation.

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

ATP binds to proteasomal ATPases in pairs with distinct functional effects, implying an ordered reaction cycle.

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

Labeling and identification of direct kinase substrates

Carlson SM and White FM

Science Signaling, 5(227), pl3-pl3 (2012)

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Global Trade Item Number

SKU	GTIN
A1388-25MG	04061833342213
A1388-5MG	04061833342220
A1388-1MG	04061833342206

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