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860819P

Avanti

20:0(2R-OH) Ceramide

Name: 20:0(2R-OH) Ceramide
Brand: AVANTI

Avanti Polar Lipids 860819P, powder

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Synonym(s):

N-(2′-(R)-hydroxyarachidoyl)-D-erythro-sphingosine

Empirical Formula (Hill Notation):

C₃₈H₇₅NO₄

CAS Number:

943147-54-4

Molecular Weight:

610.01

NACRES:

NA.25

form

powder

packaging

pkg of 1 × 5 mg (860819P-5mg)

manufacturer/tradename

Avanti Polar Lipids 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)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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)

Normal fur development and sebum production depends on fatty acid 2-hydroxylase expression in sebaceous glands.

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

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)

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