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About This Item
Empirical Formula (Hill Notation):
C40H79NO4
CAS Number:
Molecular Weight:
638.06
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25
Product Name
22:0(2S-OH) Ceramide, Avanti Research™ - A Croda Brand 860822P, powder
assay
>99% (TLC)
form
powder
packaging
pkg of 1 × 5 mg (860822P-5mg)
manufacturer/tradename
Avanti Research™ - A Croda Brand 860822P
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)CCCCCCCCCCCCCCCCCCCC)=O)CO
InChI
1S/C40H79NO4/c1-3-5-7-9-11-13-15-17-18-19-20-21-23-25-27-29-31-33-35-39(44)40(45)41-37(36-42)38(43)34-32-30-28-26-24-22-16-14-12-10-8-6-4-2/h32,34,37-39,42-44H,3-31,33,35-36H2,1-2H3,(H,41,45)/b34-32+/t37-,38+,39-/m0/s1
InChI key
FCCZDEAAQZWMGI-RHJYVNCBSA-N
General description
Ceramides containing 2-hydroxy fatty acids (hFA) are primarily found in the epidermis. 22:0(2S-OH) Ceramide is a 2S hydroxylated behenic acid-containing sphingolipid.
Biochem/physiol Actions
Sphingolipids containing hydroxy fatty acid (hFA) are implicated in cell signaling, cell differentiation and apoptosis. These lipids, which are found majorly in myelin sheath helps in formation and function of myelin. NAD(P)H-dependent enzyme, fatty acid 2-hydroxylase (FA2H) catalyzes the synthesis of hFA-ceramide. hFA-ceramides aid in epidermal permeability barrier function.
Packaging
5 mL Amber Glass Screw Cap Vial (860822P-5mg)
Legal Information
Avanti Research is a trademark of Avanti Polar Lipids, LLC
Storage Class
11 - Combustible Solids
wgk
WGK 3
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Absence of 2-hydroxylated sphingolipids is compatible with normal neural development but causes late-onset axon and myelin sheath degeneration
Zoller I, et al.
The Journal of Neuroscience, 28(39), 9741-9754 (2008)
Inge Zöller et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(39), 9741-9754 (2008-09-26)
Sphingolipids containing 2-hydroxylated fatty acids are among the most abundant lipid components of the myelin sheath and therefore are thought to play an important role in formation and function of myelin. To prove this hypothesis, we generated mice lacking a
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)