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A265

ARL 67156 trisodium salt hydrate

Name: ARL 67156 trisodium salt hydrate
Brand: SIGMA

≥98% (HPLC), solid, ecto-ATPase inhibitor

Synonym(s):

6-N,N-Diethyl-β-γ-dibromomethylene-D-adenosine-5′-triphosphate trisodium salt hydrate, FPL 67156

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₁Br₂N₅Na₃O₁₂P₃ · xH₂O

CAS Number:

160928-38-1

Molecular Weight:

785.05 (anhydrous basis)

UNSPSC Code:

12352200

PubChem Substance ID:

24278252

NACRES:

NA.77

MDL number:

MFCD12910436

Assay:

≥98% (HPLC)

Form:

solid

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Properties

Product Name

ARL 67156 trisodium salt hydrate, ≥98% (HPLC), solid

Quality Segment

100

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

H₂O: >20 mg/mL, DMSO: insoluble

storage temp.

−20°C

SMILES string

O.[Na+].[Na+].[Na+].CCN(CC)c1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)OP([O-])(=O)C(Br)(Br)P([O-])([O-])=O)[C@@H](O)[C@H]3O

InChI

1S/C15H24Br2N5O12P3.3Na.H2O/c1-3-21(4-2)12-9-13(19-6-18-12)22(7-20-9)14-11(24)10(23)8(33-14)5-32-37(30,31)34-36(28,29)15(16,17)35(25,26)27;;;;/h6-8,10-11,14,23-24H,3-5H2,1-2H3,(H,28,29)(H,30,31)(H2,25,26,27);;;;1H2/q;3*+1;/p-3/t8-,10-,11-,14-;;;;/m1..../s1

InChI key

UWMONIJVKGTUGE-OPKBHZIBSA-K

Gene Information

human ... ENTPD2(954)

Description

General description

ARL-67156 preferentially inhibits the degradation of ADP compared to the degradation of ATP in the murine colon. It is commonly employed to inhibit ATP hydrolysis in tissue preparations.

ARL 67156, a nucleotide/ATP analog is a competitive inhibitor of CD39. This ecto-ATPase inhibitor is presumed to be metabolically stable in biological studies due to its β, γ-dibromomethylene bridge.

Application

ARL 67156 trisodium salt hydrate has been used:

to prevent ATP degradation during cerebrospinal fluid extraction
as an ATPase inhibitor in ATP quantification assay for preventing ATP degradation in cytoplasm and mitochondrion
as an ecto-ATPase inhibitor to treat cancer cells for ATP release assay

Biochem/physiol Actions

ecto-ATPase inhibitor; prevents metabolism of P₂ purinoceptor agonists.

Storage Class

11 - Combustible Solids

wgk

WGK 3

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