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MilliporeSigma

860822P

Avanti

22:0(2S-OH) Ceramide

Avanti Research - A Croda Brand 860822P, powder

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C40H79NO4
Número de CAS:
Peso molecular:
638.06
UNSPSC Code:
12352211
NACRES:
NA.25

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

Categorías relacionadas

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_germany

WGK 3


Certificados de análisis (COA)

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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].
Hiroko Hama
Biochimica et biophysica acta, 1801(4), 405-414 (2009-12-23)
2-Hydroxy fatty acids (hFA) are important components of a subset of mammalian sphingolipids. The presence of hFA in sphingolipids is best described in the nervous system, epidermis, and kidney. However, the literature also indicates that various hFA-sphingolipids are present in

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