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93839-89-5

93839-89-5 Structure

93839-89-5 Structure
IdentificationBack Directory
[Name]

Adenosine 5'-[γ-thio]triphosphate TetralithiuM Salt
[CAS]

93839-89-5
[Synonyms]

ATP-γ-S
Ado-5'-PPP[S]
ATP-ALPHA-S, NA
ATP-GAMMA-S LI4
ATP-GAMMA-S, 4LI
ADO-5'-PPP[S] 4LI
S tetralithium salt
ATPgammaS tetralithi
ATPγS tetralithium salt
ATP-GAMMA-S SODIUM SALT
ATP-GAMMA-S LITHIUM SALT
ATP-GAMMA-S TETRALITHIUM SALT
Adenosine 5′-[γ-thio]triphosphate
ADENOSINE-5'-O-(3-THIOPHOSPHATE) LI4
Adenosine 5'-α-thiotriphosphoric acid
ADENOSINE-5'-(GAMMA-THIO)TRIPHOSPHATE TE
ADENOSINE-5'-O-(3-THIOTRIPHOSPHATE) SODIUM SALT
ADENOSINE 5'-O-(3-THIOTRIPHOSPHATE)TETRA LITHIUM
Adenosine 5'-(3-thiotriphosphate)trilithium salt
ADENOSINE-5'-O-(3-THIOTRIPHOSPHATE) LITHIUM SALT
Adenosine 5'-(γ-thio)-triphosphate (lithium salt)
ADENOSINE-5'-O-(3-THIOTRIPHOSPHORIC ACID), SODIUM
ADENOSINE 5'-(3-THIOTRIPHOSPHATE) TETRALITHIUM SALT
Adenosine 5'-[γ-thio]triphosphate tetralithium salt
Adenosine- 5'- O- (3- thiotriphosphate) ( ATP-γ-S )
ADENOSINE 5'-O-(3-THIOTRIPHOSPHATE), TETRALITHIUM SALT
ADENOSINE-5'-O-(3-THIOTRIPHOSPHORIC ACID), TETRALITHIUM
ADENOSINE-5'-[GAMMA-THIO]TRIPHOSPHATE TETRALITHIUM SALT
adenosine-5’-o-(3-thiotriphosphate)(atp-g-s),sodiumsalt
Adenosine 5'-(γ-thiotriphosphoric acid)tetralithium salt
Adenosine 5’[γ-thio]triphosphate Tetralithium Salt (85%)
Adenosine 5'-γ-thiotriphosphoric acid tetrakislithium salt
Adenosine-5''-O-(3-thiotriphosphoric acid) tetralithium salt
Adenosine 5?-O-(3-Thiotriphosphate), Solution, Tetralithium Salt
Adenosine 5'-(γ-thiotriphosphoric acid α,β,γ,γ-tetrakislithium) salt
ATPγStetralithiumsalt,Adenosine-5'-(γ-thio)-triphosphatetetralithiumsal
Adenosine 5μ-(3-thiotriphosphate) tetralithium salt, Ado-5μ-PPP[S], ATP-γ-S
Adenosine 5′-(trihydrogen diphosphate), P′-anhydride with phosphorothioic acid, tetralithium salt
Adenosine 5'-(trihydrogen diphosphate), monoanhydride with phosphorothioic acid, tetralithium salt
Adenosine 5'-[γ-thio]triphosphate tetralithium salt;Ado-5'-PPP[S];ATP-γ-S;Adenosine 5'-(3-thiotriphosphate)trilithium salt
[EINECS(EC#)]

298-862-8
[Molecular Formula]

C10H12Li4N5O12P3S
[MDL Number]

MFCD00077293
[MOL File]

93839-89-5.mol
[Molecular Weight]

546.98
Chemical PropertiesBack Directory
[Melting point ]

>192°C (dec.)
[storage temp. ]

-20°C
[solubility ]

H2O: 25 mg/mL
[form ]

powder
[color ]

white
[Water Solubility ]

Soluble to 50 mM in water
[BRN ]

6265083
[Stability:]

Moisture Sensitive
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[F ]

3-10-21
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

Adenosine 5’[γ-thio]triphosphate Tetralithium Salt is used as a reagent in the synthesis of DNA N-acetylglucosamine analogs.
[Uses]

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.
[Uses]

ATP-γ-S is a substrate and inhibitor of ATP-dependent enzyme systems. It is hydrolyzed very slowly by phosphatases and most ATPases. Once thiophosphorylated, proteins are resistant to protein phosphatases.
[Biological Activity]

atpγs tetralithium salt is an analogue of atp, acting as a potent agonist of g protein-coupled p2y2 and p2y11 receptors (pec50 = 5.52 for p2y11) [1].the p2y receptors consist of 8 human subtypes, i.e. p2y1, p2y2, p2y4, p2y6, p2y11, p2y12, p2y13, and p2y14, coupled to g protein-dependent and -independent signaling pathways, including ion channels. the p2y receptors are involved in controlling levels of extracellular nucleotides and nucleosides, and intracellular signaling pathways [1].in pc 12 cells, preincubation of the cells with norepinephrine (ne) and atpγs tetralithium salt (1 μm) resulted in a persistent increase in uptake of ne, whilst similar pretreatment with atp did not show this increase. in the presence of atp, the activation effect produced by atpγs tetralithium salt on ne uptake was blocked [2]. in tea3a1 cells, atpγs tetralithium salt (0 ~ 200 μm) increased ca2+ influx in a dose-dependent manner, with ed50 value of about 50 μm. a maximum level of ca2+ influx was observed when cells were treated with atpγs tetralithium salt at concentrations above 100 μm. similar dose-dependent increases in the production of prostaglandin e2 (pge2) were also observed after atpγs tetralithium salt treatment [3].[1]. jacobson k a, ivanov a a, de castro s, et al. development of selective agonists and antagonists of p2y receptors. purinergic signal, 2009, 5(1): 75-89.[2]. hardwick j c, ehrlich y h, hendley e d. extracellular atp stimulates norepinephrine uptake in pc12 cells. journal of neurochemistry, 1989, 53(5):1512-1518.[3]. liu p, lalor d, bowser s s, et al. regulation of arachidonic acid release and prostaglandin e2 production in thymic epithelial cells by atpgammas and transforming growth factor-alpha. cellular immunology, 1998, 188(2): 81-88.
[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.
[storage]

Store at -20°C
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