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

CAS No.
93839-89-5
Chemical Name:
Adenosine 5'-[γ-thio]triphosphate TetralithiuM Salt
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;ATP-GAMMA-S SODIUM SALT;ATPγS tetralithium salt
CBNumber:
CB5702961
Molecular Formula:
C10H12Li4N5O12P3S
Molecular Weight:
546.98
MDL Number:
MFCD00077293
MOL File:
93839-89-5.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

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

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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H315-H335
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
3-10-21
NFPA 704
0
2 0

Adenosine 5'-[γ-thio]triphosphate TetralithiuM Salt price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A1388 Adenosine 5′-[γ-thio]triphosphate tetralithium salt ≥75%, powder 93839-89-5 1mg $118 2024-03-01 Buy
Sigma-Aldrich 119123 Adenosine5ʹ-O-(3-Thiotriphosphate),Solution,TetralithiumSalt-CAS93839-89-5-Calbiochem Aphosphatase-resistantATPanalogue. 93839-89-5 100μL $370 2024-03-01 Buy
Sigma-Aldrich 11162306001 ATP-γ-S =90% (HPLC), solution, pkg of 200?μL (20 μmol) 93839-89-5 200μL $477 2024-03-01 Buy
Cayman Chemical 14957 Adenosine 5'-(γ-thio)-triphosphate (lithium salt) ≥90% 93839-89-5 1mg $31 2024-03-01 Buy
Cayman Chemical 14957 Adenosine 5'-(γ-thio)-triphosphate (lithium salt) ≥90% 93839-89-5 5mg $108 2024-03-01 Buy
Product number Packaging Price Buy
A1388 1mg $118 Buy
119123 100μL $370 Buy
11162306001 200μL $477 Buy
14957 1mg $31 Buy
14957 5mg $108 Buy

Adenosine 5'-[γ-thio]triphosphate TetralithiuM Salt Chemical Properties,Uses,Production

Chemical Properties

White Solid

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.

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

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

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

Adenosine 5'-[γ-thio]triphosphate TetralithiuM Salt Preparation Products And Raw materials

Raw materials

Preparation Products

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Adenosine 5'-(trihydrogen diphosphate), monoanhydride with phosphorothioic acid, tetralithium salt Adenosine-5''-O-(3-thiotriphosphoric acid) tetralithium salt Adenosine 5'-[γ-thio]triphosphate tetralithium salt Ado-5'-PPP[S] ATP-γ-S ADENOSINE 5'-O-(3-THIOTRIPHOSPHATE)TETRA LITHIUM ADENOSINE-5'-(GAMMA-THIO)TRIPHOSPHATE TE adenosine-5’-o-(3-thiotriphosphate)(atp-g-s),sodiumsalt ADENOSINE 5'-(3-THIOTRIPHOSPHATE) TETRALITHIUM SALT ADENOSINE-5'-O-(3-THIOTRIPHOSPHATE) LITHIUM SALT ADENOSINE-5'-O-(3-THIOTRIPHOSPHATE) SODIUM SALT ADENOSINE 5'-O-(3-THIOTRIPHOSPHATE), TETRALITHIUM SALT ADENOSINE-5'-O-(3-THIOPHOSPHATE) LI4 ADENOSINE-5'-O-(3-THIOTRIPHOSPHORIC ACID), SODIUM ADENOSINE-5'-O-(3-THIOTRIPHOSPHORIC ACID), TETRALITHIUM ADENOSINE-5'-[GAMMA-THIO]TRIPHOSPHATE TETRALITHIUM SALT ADO-5'-PPP[S] 4LI ATP-ALPHA-S, NA ATP-GAMMA-S, 4LI ATP-GAMMA-S LITHIUM SALT ATP-GAMMA-S SODIUM SALT ATP-GAMMA-S TETRALITHIUM SALT Adenosine 5'-(γ-thiotriphosphoric acid α,β,γ,γ-tetrakislithium) salt Adenosine 5'-(γ-thiotriphosphoric acid)tetralithium salt Adenosine 5'-γ-thiotriphosphoric acid tetrakislithium salt Adenosine 5'-α-thiotriphosphoric acid ATPγS tetralithium salt Adenosine 5’[γ-thio]triphosphate Tetralithium Salt (85%) S tetralithium salt Adenosine 5'-(γ-thio)-triphosphate (lithium salt) Adenosine 5?-O-(3-Thiotriphosphate), Solution, Tetralithium Salt Adenosine 5μ-(3-thiotriphosphate) tetralithium salt, Ado-5μ-PPP[S], ATP-γ-S ATP-GAMMA-S LI4 Adenosine- 5'- O- (3- thiotriphosphate) ( ATP-γ-S ) Adenosine 5′-[γ-thio]triphosphate ATPgammaS tetralithi Adenosine 5′-(trihydrogen diphosphate), P′-anhydride 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 Adenosine 5'-(3-thiotriphosphate)trilithium salt ATPγStetralithiumsalt,Adenosine-5'-(γ-thio)-triphosphatetetralithiumsal Adenosine 5'-(γ-thio)-triphosphate (lithium salt) (ATPγS) Adenosine 5'-[γ-thio]triphosphate TetralithiuM Salt 93839-89-5 C10H12N5O12P3S4Li C10H12Li4N5O12P3S Enzymes, Inhibitors, and Substrates Cofactors Phosphate Donors Nucleotides Nucleosides, Nucleotides, Oligonucleotides Biochemicals and Reagents BioChemical