860823P
Avanti
24:0(2R-OH) Ceramide
Avanti Research™ - A Croda Brand 860823P, powder
Synonym(s):
N-(2′-(R)-hydroxylignoceroyl)-D-erythro-sphingosine
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About This Item
Empirical Formula (Hill Notation):
C42H83NO4
CAS Number:
Molecular Weight:
666.11
UNSPSC Code:
12352211
NACRES:
NA.25
Recommended Products
form
powder
packaging
pkg of 1 × 5 mg (860823P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860823P
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(2R-OH) Ceramide is a 2R hydroxylated lignoceric acid -containing sphingolipid. hFA-ceramides are synthesized by the enzyme fatty acid 2-hydroxylase (FA2H). hFA-ceramides aid in epidermal permeability barrier function.
Packaging
5 mL Amber Glass Screw Cap Vial (860823P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
Certificates of Analysis (COA)
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Andrej Kováčik et al.
Langmuir : the ACS journal of surfaces and colloids, 33(11), 2890-2899 (2017-02-24)
Ceramides (Cer) based on 6-hydroxysphingosine are important components of the human skin barrier, the stratum corneum. Although diminished concentrations of 6-hydroxyCer have been detected in skin diseases such as atopic dermatitis, our knowledge on these unusual sphingolipids, which have only
Stereospecificity of fatty acid 2-hydroxylase and differential functions of 2-hydroxy fatty acid enantiomers
Guo L, et al.
Journal of Lipid Research, 53(7), 1327-1335 (2012)
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)
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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