860811P
Avanti
12:0(2R-OH) Ceramide
Avanti Research™ - A Croda Brand 860811P, powder
Sinónimos:
N-(2′-(R)-hydroxylauroyl)-D-erythro-sphingosine
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About This Item
Fórmula empírica (notación de Hill):
C30H59NO4
Número de CAS:
Peso molecular:
497.79
UNSPSC Code:
12352211
NACRES:
NA.25
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form
powder
packaging
pkg of 1 × 5 mg (860811P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860811P
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)CCCCCCCCCC)=O)CO
General description
Ceramides containing 2-hydroxy fatty acid (hFA) are found primarily in the epidermis. 12:0(2R-OH) Ceramide is a 2R hydroxylated lauric acid-containing ceramide.
Biochem/physiol Actions
Hydroxy fatty acid (hFA)-sphingolipids play a specific role in cell signaling. Synthesis of hFA-ceramides requires fatty acid 2-hydroxylase (FA2H). Mutations of this key enzyme are associated with the development of nervous system disorders such as leukodystrophy and spastic paraparesis in humans. hFA-ceramides are essential for the epidermal permeability barrier function. The mechanism of action for an antitumor drug, PM02734 involves hFA-ceramides in the cell membrane.
Packaging
5 mL Amber Glass Screw Cap Vial (860811P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
Certificados de análisis (COA)
Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»
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Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.
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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