Skip to Content
Merck
CN
All Photos(1)

Documents

860824P

Avanti

24:0(2S-OH) Ceramide

Avanti Polar Lipids 860824P, powder

Sign Into View Organizational & Contract Pricing

Synonym(s):
N-(2′-(S)-hydroxylignoceroyl)-D-erythro-sphingosine
Empirical Formula (Hill Notation):
C42H83NO4
CAS Number:
Molecular Weight:
666.11
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860824P-5mg)

manufacturer/tradename

Avanti Polar Lipids 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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service