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870792P

Avanti

D-threo-PPMP

Avanti Research™ - A Croda Brand 870792P, powder

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C29H50N2O3
CAS-Nummer:
139889-53-5
Molekulargewicht:
474.72
MDL-Nummer:
MFCD22495353
UNSPSC-Code:
12352211
NACRES:
NA.25

CHF 220.00

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Form

powder

Verpackung

pkg of 1 × 5 mg (870792P-5mg)

Hersteller/Markenname

Avanti Research™ - A Croda Brand 870792P

Lipid-Typ

bioactive lipids
sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

InChIKey

OFBANDBMHLEMFA-XRKRLSELSA-N

Anwendung

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.[1]

Biochem./physiol. Wirkung

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.[2] D-threo-PPMP influences cytokinesis failure[3] and glycosylation[2] by inhibiting glucosyl ceramide synthase (GCS).[3] D-threo-PPMP also stops acylation reaction by inhibiting the activity of 1-O-acylceramide synthase (1-O-ACS).[2]

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

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Analysenzertifikate (COA)

Lot/Batch Number

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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
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
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
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