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Merck

860817P

Avanti

17:0(2R-OH) Ceramide

Avanti Research - A Croda Brand 860817P, powder

Synonym(e):

N-(2′-(R)-hydroxyheptadecanoyl)-D-erythro-sphingosine

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About This Item

Empirische Formel (Hill-System):
C35H69NO4
CAS-Nummer:
Molekulargewicht:
567.93
MDL-Nummer:
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 5 mg (860817P-5mg)

Hersteller/Markenname

Avanti Research - A Croda Brand 860817P

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

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

InChI

1S/C35H69NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(38)32(31-37)36-35(40)34(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-34,37-39H,3-26,28,30-31H2,1-2H3,(H,36,40)/b29-27+/t32-,33+,34+/m0/s1

InChIKey

MBKBHFOACJJHAN-NBVWUYLUSA-N

Allgemeine Beschreibung

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

Biochem./physiol. Wirkung

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.

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3


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Die Dokumentenbibliothek aufrufen

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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