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860824P

Avanti

24:0(2S-OH) Ceramide

Avanti Research™ - A Croda Brand 860824P, powder

Sinónimos:

N-(2′-(S)-hydroxylignoceroyl)-D-erythro-sphingosine

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About This Item

Fórmula empírica (notación de Hill):
C42H83NO4
Número de CAS:
112317-53-0
Peso molecular:
666.11
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860824P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860824P

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)CCCCCCCCCCCCCCCCCCCCCC)=O)CO

General description

Ceramides containing 2-hydroxy fatty acids (hFA) are present in the surface epithelium of the skin. 24:0(2S-OH) Ceramide is a unique ceramide containing 24C long chain base fatty acid (lignoceric acid)-with 2′-hydroxyl group in S configuration. NAD(P)H-dependent enzyme, fatty acid 2-hydroxylase (FA2H) catalyzes the synthesis of hFA-ceramide. Ceramides containing hFA in epidermis help in permeability barrier function.

Packaging

5 mL Amber Glass Screw Cap Vial (860824P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

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Daniel A Peñalva et al.
Biochimica et biophysica acta, 1838(3), 731-738 (2013-12-10)
Unique species of ceramide (Cer) with very-long-chain polyunsaturated fatty acid (VLCPUFA), mainly 28-32 carbon atoms, 4-5 double bonds, in nonhydroxy and 2-hydroxy forms (n-V Cer and h-V Cer, respectively), are generated in rat spermatozoa from the corresponding sphingomyelins during the
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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