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Merck
CN

870792P

Avanti

D-threo-PPMP

Avanti Research - A Croda Brand 870792P, powder

别名:

1R,2R-(+)-1-phenyl-2-palmitoylamino-3-N-morpholine-1-propanol

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About This Item

经验公式(希尔记法):
C29H50N2O3
分子量:
474.72
MDL编号:
UNSPSC代码:
12352211
NACRES:
NA.25

表单

powder

包装

pkg of 1 × 5 mg (870792P-5mg)

制造商/商品名称

Avanti Research - A Croda Brand 870792P

脂质类型

bioactive lipids
sphingolipids

运输

dry ice

储存温度

−20°C

SMILES字符串

O[C@H](C1=CC=CC=C1)[C@H](NC(CCCCCCCCCCCCCCC)=O)CN2CCOCC2

InChI key

OFBANDBMHLEMFA-XRKRLSELSA-N

应用

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.

生化/生理作用

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).

包装

5 mL Amber Glass Screw Cap Vial (870792P-5mg)

法律信息

Avanti Research is a trademark of Avanti Polar Lipids, LLC

储存分类代码

11 - Combustible Solids

WGK

WGK 3

法规信息

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历史批次信息供参考:

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Valérie Gouazé et al.
Cancer research, 65(9), 3861-3867 (2005-05-04)
Overexpression of glucosylceramide synthase (GCS), a pivotal enzyme in glycolipid biosynthesis, contributes to cancer cell resistance to chemotherapy. We previously showed that transfection of doxorubicin-resistant MCF-7-AdrR cells with GCS antisense restored cell sensitivity to doxorubicin and greatly enhanced sensitivity to
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
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
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
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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