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MW 547.1 Da, Purity >80%. Substrate and inhibitor of ATP-dependent enzyme systems. Hydrolyzed very slowly by phosphatases and most ATPases. Once thiophosphorylated, proteins are resistant to protein phosphatases. P2 purinergic receptor agonist.

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CAS number

93839-89-5

Purity

> 80%

Form

Solid

Molecular weight

547.1 Da

Molecular formula

C10H12Li4N5O12P3S

PubChem identifier

5311341

Nature

Synthetic

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MW 547.1 Da, Purity >80%. Substrate and inhibitor of ATP-dependent enzyme systems. Hydrolyzed very slowly by phosphatases and most ATPases. Once thiophosphorylated, proteins are resistant to protein phosphatases. P2 purinergic receptor agonist.

Key facts

Purity

> 80%

PubChem identifier

5311341

Biochemical name

Adenosine 5'-(trihydrogen diphosphate), monoanhydride with phosphorothioic acid, tetralithium salt

Biological description

Substrate and inhibitor of ATP-dependent enzyme systems. Hydrolyzed very slowly by phosphatases and most ATPases. Once thiophosphorylated, proteins are resistant to protein phosphatases. P2 purinergic receptor agonist.

Canonical SMILES

[Li+].[Li+].[Li+].[Li+].C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)([O-])OP(=O)([O-])OP(=S)([O-])[O-])O)O)N

Isomeric SMILES

[Li+].[Li+].[Li+].[Li+].C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)([O-])OP(=O)([O-])OP(=S)([O-])[O-])O)O)N

InChI

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

InChIKey

DWQFDOIBOYDYKH-KWIZKVQNSA-J

IUPAC name

tetralithium;[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] dioxidophosphinothioyl phosphate

Storage

Shipped at conditions

Blue Ice

Appropriate long-term storage conditions

-20°C

Storage information

Store under desiccating conditions, The product can be stored for up to 12 months

Notes

Kinase reaction reagent to be used with ab92570 rabbit monoclonal to thiophosphate ester for the identification of direct kinase substrates as mentioned in Allen JJ et al. Nat Methods 4:511-6 (2007).

After the kinase of interest has accepted ATP-γ-S, p-Nitrobenzyl mesylate (ab138910) can be used to alkylate the thiophospholyation site on the substrates. A thiophosphate ester rabbit monoclonal antibody (ab92570) is introduced to identify the tagged substrates.

For western blot analysis, we used ATPγS or A*TPγS analogs at a concentration of 1 mM. For kinetic measurements, ATPγS or A*TPγS analog concentration varied from 0.1 μM to 250 μM. See Allen JJ et al. Nat Methods 4:511-6 (2007); Supp. Material.

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