870792P
Avanti
D-threo-PPMP
Avanti Research™ - A Croda Brand 870792P, powder
Synonyme(s) :
1R,2R-(+)-1-phenyl-2-palmitoylamino-3-N-morpholine-1-propanol
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About This Item
Formule empirique (notation de Hill):
C29H50N2O3
Numéro CAS:
Poids moléculaire :
474.72
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25
Produits recommandés
Forme
powder
Conditionnement
pkg of 1 × 5 mg (870792P-5mg)
Fabricant/nom de marque
Avanti Research™ - A Croda Brand 870792P
Type de lipide
bioactive lipids
sphingolipids
Conditions d'expédition
dry ice
Température de stockage
−20°C
Chaîne SMILES
O[C@H](C1=CC=CC=C1)[C@H](NC(CCCCCCCCCCCCCCC)=O)CN2CCOCC2
Catégories apparentées
Application
D-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (D-threo-PPMP) has been used as an internal standard for the generation of standard curve in high performance liquid chromatography.
Actions biochimiques/physiologiques
D-threo-PPMP, also known as 1R,2R-(+)-1-phenyl-2-palmitoylamino-3-N-morpholine-1-propanol, is a bioactive sphingolipid. It plays a vital role in regulation of ceramide metabolism. D-threo-PPMP influences cytokinesis failure and glycosylation by inhibiting glucosyl ceramide synthase (GCS). D-threo-PPMP also stops acylation reaction by inhibiting the activity of 1-O-acylceramide synthase (1-O-ACS).
Conditionnement
5 mL Amber Glass Screw Cap Vial (870792P-5mg)
Informations légales
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Certificats d'analyse (COA)
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B J Maurer et al.
Journal of the National Cancer Institute, 92(23), 1897-1909 (2000-12-07)
We previously reported that N-(4-hydroxyphenyl)retinamide (4-HPR, fenretinide) treatment caused large increases of ceramide levels in neuroblastoma cell lines and induced cell death by a combination of apoptosis and necrosis through p53 (also known as TP53)-independent and caspase-independent pathways. Our goal
Xiaqin Wu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 837(1-2), 44-48 (2006-05-24)
A high-performance liquid chromatography (HPLC) method was developed to measure levels of d-threo-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (d-threo-PPMP) in mouse plasma and liver. d-threo-PPMP was measured by HPLC with a Luna Pheny-Hexyl column (5 microm, 250 mm x 4.6 mm) employing UV detection at
E I de Chaves et al.
The Journal of biological chemistry, 272(5), 3028-3035 (1997-01-31)
Sphingolipids are abundant constituents of neuronal membranes and have been implicated in intracellular signaling. We show that two analogs of glycosphingolipid biosynthetic intermediates, fumonisin B1 (which inhibits dihydroceramide synthesis) and DL-1-phenyl-2-palmitoylamino-3-morpholino-1-propanol (PPMP) (which inhibits glucosylceramide synthesis) decrease glycosphingolipid synthesis in
P H O'Donnell et al.
Leukemia, 16(5), 902-910 (2002-05-03)
The retinoid, N-(4-hydroxyphenyl)retinamide (4-HPR), mediates p53-independent cytotoxicity and can increase reactive oxygen species and ceramide in solid tumor cell lines. We determined changes in ceramide and cytotoxicity upon treatment with 4-HPR (3-12 microM) in six human acute lymphoblastic leukemia (ALL)
G E Atilla-Gokcumen et al.
Journal of the American Chemical Society, 133(26), 10010-10013 (2011-06-15)
Although cells undergo dramatic shape changes during cytokinesis, the role of the plasma membrane and lipids is poorly understood. We report that inactivation of glucosyl ceramide synthase (GCS), either by RNAi or with the small molecule PPMP, causes failure of
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