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Key Documents

S1825

Sigma-Aldrich

S32826 disodium salt hydrate

≥98% (HPLC)

Synonyme(s) :

[4-(Tetradecanoylamino)benzyl]phosphonic acid disodium salt hydrate

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About This Item

Formule empirique (notation de Hill):
C21H34NNa2O4P · xH2O
Numéro CAS:
Poids moléculaire :
441.45 (anhydrous basis)
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white

Solubilité

H2O: ≥10 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

[Na+].[Na+].CCCCCCCCCCCCCC(=O)Nc1ccc(CP([O-])([O-])=O)cc1

InChI

1S/C21H36NO4P.2Na/c1-2-3-4-5-6-7-8-9-10-11-12-13-21(23)22-20-16-14-19(15-17-20)18-27(24,25)26;;/h14-17H,2-13,18H2,1H3,(H,22,23)(H2,24,25,26);;/q;2*+1/p-2

Clé InChI

DGRFALMFDGBLCP-UHFFFAOYSA-L

Application

S32826, a potent inhibitor of autotaxin (ATX), may be used to identify and characterize the lyso-phospholipase D (lysoPLD, ATX) involved in bioactive lyso-phosphatidic acid (LPA) formation. S32826 may be used to help determine the role of ATX in malignant cell processes such as tumorigenesis, invasion, and metastases; cardia bifida and atherosclerosis.

Actions biochimiques/physiologiques

S32826 is a potent inhibitor of autotaxin. Autotaxin is a newly discovered lyso-phospholipase D (lysoPLD). Autotaxin and lyso-phosphatidic acid (LPA) have been associated with early cancer progression and motility of cancer cells as well as with metastasis. Because of localization (adipose tissue), the enzyme might play an important role in diabetes and obesity. Autotaxin might be the only source of LPA. S32826 is the strongest inhibitor of autotaxin reported. The compound shows activity in cellular or ex vivo models.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

Guowei Jiang et al.
Bioorganic & medicinal chemistry letters, 21(17), 5098-5101 (2011-04-15)
Autotaxin (ATX) is an attractive target for the anticancer therapeutics that inhibits angiogenesis, invasion and migration. ATX is an extracellular lysophospholipase D that hydrolyzes lysophosphatidylcholine to form the bioactive lipid lysophosphatidic acid. The aromatic phosphonate S32826 was the first described
Padma Iyer et al.
PloS one, 7(8), e42627-e42627 (2012-08-24)
Primary open-angle glaucoma is the second leading cause of blindness in the United States and is commonly associated with elevated intraocular pressure (IOP) resulting from diminished aqueous humor (AH) drainage through the trabecular pathway. Developing effective therapies for increased IOP
Yoshinori Okamoto et al.
Toxicology letters, 288, 65-70 (2018-02-20)
Estrogen is reported to be involved in mammary tumorigenesis. To unveil metabolic signatures for estrogen-induced mammary tumorigenesis, we carried out serum metabolomic analysis in an estrogen-induced mammary tumor model, female August Copenhagen-Irish/Segaloff (ACI/Seg) rats, using liquid chromatography-mass spectrometry. In contrast
Anja Pucer et al.
Molecular cancer, 12(1), 111-111 (2013-09-28)
Alterations in lipid metabolism are inherent to the metabolic transformations that support tumorigenesis. The relationship between the synthesis, storage and use of lipids and their importance in cancer is poorly understood. The human group X secreted phospholipase A2 (hGX sPLA2)

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