860819P
Avanti
20:0(2R-OH) Ceramide
Avanti Research™ - A Croda Brand 860819P, powder
Synonym(s):
N-(2′-(R)-hydroxyarachidoyl)-D-erythro-sphingosine
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About This Item
Empirical Formula (Hill Notation):
C38H75NO4
CAS Number:
Molecular Weight:
610.01
UNSPSC Code:
12352211
NACRES:
NA.25
form
powder
packaging
pkg of 1 × 5 mg (860819P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860819P
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)CCCCCCCCCCCCCCCCCC)=O)CO
General description
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 Actions
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.
Packaging
5 mL Amber Glass Screw Cap Vial (860819P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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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-hydroxylase regulates cAMP-induced cell cycle exit in D6P2T schwannoma cells
Alderson NL, et al.
Journal of Lipid Research, 50(6), 1203-1208 (2009)
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)
Helena Maier et al.
The Journal of biological chemistry, 286(29), 25922-25934 (2011-06-02)
2-Hydroxylated fatty acid (HFA)-containing sphingolipids are abundant in mammalian skin and are believed to play a role in the formation of the epidermal barrier. Fatty acid 2-hydroxylase (FA2H), required for the synthesis of 2-hydroxylated sphingolipids in various organs, is highly
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