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SML0332

Sigma-Aldrich

Edelfosine

≥95% (HPLC)

Synonyme(s) :

1-Octadecyl-2-methylglycero-3-phosphorylcholine, 4-Hydroxy-7-methoxy-N,N,N-trimethyl-3,5,9-Trioxa-4-phosphaheptacosan-1-aminium 4-oxide, ALP, ET 18-OCH3, ET-18-OMe, NSC 324368, NSC 343649, Racemic 1-O-octadecyl-2-O-methylglycero-3-phosphocholine, Ro 14-5243

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About This Item

Formule empirique (notation de Hill):
C27H58NO6P
Numéro CAS:
70641-51-9
Poids moléculaire :
523.73
Numéro MDL:
MFCD00135190
Code UNSPSC :
12352200
ID de substance PubChem :
329825337
Nomenclature NACRES :
NA.77

Pureté

≥95% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

H2O: 15 mg/mL (clear solution)

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

CCCCCCCCCCCCCCCCCCOCC(COP([O-])(=O)OCC[N+](C)(C)C)OC

InChI

1S/C27H58NO6P/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-32-25-27(31-5)26-34-35(29,30)33-24-22-28(2,3)4/h27H,6-26H2,1-5H3

Clé InChI

MHFRGQHAERHWKZ-UHFFFAOYSA-N

Description générale

Edelfosine has anti-inflammatory, anti-autoimmune, antiparasitic and anti-viral properties. It stimulates eryptosis by cell shrinkage and cell membrane scrambling.

Application

Edelfosine has been used to treat human lung carcinoma A549 cells and study its effects on tuftelin 1 (TUFT1) expression. It is also used to evaluate the cell growth of MCF-7/M cells.

Actions biochimiques/physiologiques

Edelfosine is a synthetic alkyl-lisophospholipid with anti-tumor activity. The compound induces apoptosis in a variety of cancer cells. Edelfosine accumulates in the cell membrane, where it alters lipid composition and induces the co-clustering of lipid rafts and Fas/CD95 death receptor.

Caractéristiques et avantages

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Monica Rapino et al.
Nanomaterials (Basel, Switzerland), 9(7) (2019-06-30)
Dental pulp stem cells (DPSCs) represent a population of stem cells which could be useful in oral and maxillofacial reconstruction. They are part of the periendothelial niche, where their crosstalk with endothelial cells is crucial in the cellular response to
The phenomenon of acquired resistance to metformin in breast cancer cells: The interaction of growth pathways and estrogen receptor signaling
Scherbakov AM, et al.
IUBMB Life, 68(4), 281-292 (2016)
Joo Hee Choi et al.
Colloids and surfaces. B, Biointerfaces, 181, 879-889 (2019-08-07)
In this study, a double network hydrogel of a natural polysaccharide gellan gum (GG) hydrogel and a synthetic hydrogel poloxamer-heparin (PoH) hydrogel (PoH/GG DNH) is introduced to complement disadvantages of each hydrogel and improve the microenvironment for cell delivery. The
Edelfosine Induced Suicidal Death of Human Erythrocytes
Briglia M, et al.
Cellular Physiology and Biochemistry, 37(6), 2221-2230 (2015)
Xiaolin Xu et al.
Experimental animals, 68(3), 371-380 (2019-04-05)
Ketogenic diet (KD) has been used in epilepsy for decades, but previous studies found it may cause severe bone loss. Every-other-day ketogenic diet (EODKD), the combination of KD with intermittent fasting, showed better potential for seizure control recently, while its
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