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860819P

Avanti

20:0(2R-OH) Ceramide

Avanti Polar Lipids 860819P, powder

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C38H75NO4
CAS-Nummer:
943147-54-4
Molekulargewicht:
610.01
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 5 mg (860819P-5mg)

Hersteller/Markenname

Avanti Polar Lipids 860819P

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

Inchi Code

1S/C38H75NO4/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-33-37(42)38(43)39-35(34-40)36(41)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h30,32,35-37,40-42H,3-29,31,33-34H2,1-2H3,(H,39,43)/b32-30+/t35-,36+,37+/m0/s1

InChIKey

CFYLSUZUMMPFNC-PLHXSOCRSA-N

SMILES String

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

Verwandte Kategorien

Allgemeine Beschreibung

Ceramides containing 2-hydroxy fatty acids (hFA) group are mainly found in the epidermis. 20:0(2R-OH) Ceramide is a 2R hydroxylated arachidic acid-containing ceramide.

Biochem./physiol. Wirkung

Hydroxy fatty acid (hFA)-sphingolipids play a vital role in cell signaling. hFA-ceramides contribute to the permeability barrier function of the surface epithelium of the skin. Fatty acid 2-hydroxylase (FA2H) catalyzes the synthesis of hFA-ceramides. Impaired function of FA2H causes nervous system disorders leukodystrophy and spastic paraparesis in humans. hFA-ceramides are essential for PM02734, an antitumor drug to exhibit its activity.

Verpackung

5 mL Amber Glass Screw Cap Vial (860819P-5mg)

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

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)
Normal fur development and sebum production depends on fatty acid 2-hydroxylase expression in sebaceous glands
Maier H, et al.
The Journal of Biological Chemistry, 286(29), 25922-25934 (2011)
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
Nathan L Alderson et al.
Journal of lipid research, 50(6), 1203-1208 (2009-01-28)
Sphingolipids are ubiquitous components of eukaryotic cells that regulate various cellular functions. In many cell types, a fraction of sphingolipids contain 2-hydroxy fatty acids, produced by fatty acid 2-hydroxylase (FA2H), as the N-acyl chain of ceramide [hydroxyl fatty acid (hFA)-sphingolipids].
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