The stability of this product in solution has not been determined. Various sources suggest that stock solutions may be stored in aliquots at ?20°C for 1 month and at ?80°C for 6 months. This information has not been validated.
A265
ARL 67156 trisodium salt hydrate
≥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:
Molecular Weight:
785.05 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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Product Name
ARL 67156 trisodium salt hydrate, ≥98% (HPLC), solid
Quality Level
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)
Related Categories
1 of 4
This Item | |||
|---|---|---|---|
| form solid | form solid | form solid | form - |
| assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| storage temp. −20°C | storage temp. −20°C | storage temp. - | storage temp. −20°C |
| solubility H2O: >20 mg/mL, DMSO: insoluble | solubility H2O: soluble | solubility H2O: soluble | solubility DMSO: 1.1 mg/mL, H2O: >10 mg/mL |
| color white to off-white | color white | color off-white to light tan | color - |
General description
ARL 67156, a nucleotide/ATP analog is a competitive inhibitor of CD39.[1] This ecto-ATPase inhibitor[2] is presumed to be metabolically stable in biological studies due to its β, γ-dibromomethylene bridge.[1]
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.
Application
ARL 67156 trisodium salt hydrate has been used:
- to prevent ATP degradation during cerebrospinal fluid extraction[3]
- as an ATPase inhibitor in ATP quantification assay for preventing ATP degradation in cytoplasm and mitochondrion[4]
- as an ecto-ATPase inhibitor to treat cancer cells for ATP release assay[5]
Biochem/physiol Actions
ecto-ATPase inhibitor; prevents metabolism of P2 purinoceptor agonists.
Storage Class
11 - Combustible Solids
wgk
WGK 3
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B E Crack et al.
British journal of pharmacology, 114(2), 475-481 (1995-01-01)
1. FPL 67156 (6-N,N-diethyl-beta, gamma-dibromomethylene-D-ATP), is a newly synthesized analogue of ATP. 2. In a rabbit isolated tracheal epithelium preparation, measuring P2U-purinoceptor-dependent chloride secretion, FPL 67156 was discovered to potentiate the responses to UTP but not those to ATP-gamma-S. UTP
S A Lévesque et al.
British journal of pharmacology, 152(1), 141-150 (2007-07-03)
ARL 67156, 6-N,N-Diethyl-D-beta-gamma-dibromomethylene adenosine triphosphate, originally named FPL 67156, is the only commercially available inhibitor of ecto-ATPases. Since the first report on this molecule, various ectonucleotidases responsible for the hydrolysis of ATP at the cell surface have been cloned and
A commonly used ecto-ATPase inhibitor, ARL-67156, blocks degradation of ADP more than the degradation of ATP in murine colon
Durnin L, et al.
Neurogastroenterology and Motility (2016)
Laura Schäkel et al.
Frontiers in pharmacology, 11, 1294-1294 (2020-10-06)
Nucleoside triphosphate diphosphohydrolase1 (NTPDase1, CD39) inhibitors have potential as novel drugs for the (immuno)therapy of cancer. They increase the extracellular concentration of immunostimulatory ATP and reduce the formation of AMP, which can be further hydrolyzed by ecto-5'-nucleotidase (CD73) to immunosuppressive
T D Westfall et al.
European journal of pharmacology, 329(2-3), 169-173 (1997-06-25)
The influence of enzymatic degradation on the neurotransmitter actions of ATP was studied using the ecto-ATPase inhibitor 6-N,N-diethyl-D-beta,gamma-dibromomethyleneATP (ARL 67156). Field stimulation of the parasympathetic nerves innervating guinea-pig urinary bladder muscle strips (1-8 Hz for 20 s) produced characteristic biphasic
Global Trade Item Number
| SKU | GTIN |
|---|---|
| A265-25MG | 04061832945231 |
| A265-5MG | 04061833359600 |
| SAB4100313-200UL | 04061836269586 |
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