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860817P

Avanti

17:0(2R-OH) Ceramide

Avanti Polar Lipids 860817P, powder

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Synonym(s):
N-(2′-(R)-hydroxyheptadecanoyl)-D-erythro-sphingosine
Empirical Formula (Hill Notation):
C35H69NO4
CAS Number:
1246298-46-3
Molecular Weight:
567.93
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860817P-5mg)

manufacturer/tradename

Avanti Polar Lipids 860817P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC([C@H](O)CCCCCCCCCCCCCCC)=O)CO

General description

17:0(2R-OH) Ceramide is a 2R hydroxylated heptadecanoic acid-containing sphingolipid. It is present mainly in epidermis.

Biochem/physiol Actions

Hydroxy fatty acids (hFA)-sphingolipids play a vital role in cell signaling. They also help in cell differentiation and apoptosis. hFA-ceramides are involved in the formation of the epidermal barrier. Fatty acid 2-hydroxylases (FA2H) synthesize hFA-ceramides. Mutations of FA2H have been linked to neurological disorders like spastic paraparesis in humans and leukodystrophy. hFA-ceramides in the cell membrane play a crucial role in imparting the PM02734 drug with anti-tumor activity.

Packaging

5 mL Amber Glass Screw Cap Vial (860817P-5mg)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Information

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Venkatesh Kota et al.
Advances in biological regulation, 54, 223-230 (2013-10-22)
Ceramide is a precursor of complex sphingolipids and also plays important roles in cell signaling. With the advances in lipid analytical technologies, the structural diversity of ceramide species have become evident, and the complexity of cellular metabolism and function associated
2?-Hydroxy ceramide in membrane homeostasis and cell signaling
Kota V and Hama H
Advances in Biological Regulation, 54, 223-230 (2014)
Levels of SCS7/FA2H-mediated fatty acid 2-hydroxylation determine the sensitivity of cells to antitumor PM02734
Herrero AB, et al.
Cancer research, 68(23), 9779-9787 (2008)
Fatty acid 2-Hydroxylation in mammalian sphingolipid biology
Hama H, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1801(4), 405-414 (2010)
Ana B Herrero et al.
Cancer research, 68(23), 9779-9787 (2008-12-03)
PM02734 is a novel synthetic antitumor drug that is currently in phase I clinical trials. To gain some insight into its mode of action, we used the yeast Saccharomyces cerevisiae as a model system. Treatment of S. cerevisiae with PM02734
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