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860825P

Avanti

24:1(2R-OH) Ceramide

Avanti Research™ - A Croda Brand 860825P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C42H81NO4
CAS Number:
1246298-50-9
Molecular Weight:
664.10
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860825P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860825P

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)CCCCCCCCCCCC/C=C\CCCCCCCC)=O)CO

General description

Ceramides containing 2-hydroxy fatty acids (hFA) are mainly found in the epidermis. 24:1(2R-OH) Ceramide is a 2R hydroxylated nervonic acid-containing sphingolipid.

Biochem/physiol Actions

Hydroxy fatty acid (hFA)-sphingolipids play a vital role in cell signaling, cell differentiation and apoptosis. These lipids also aid in formation and function of myelin. hFA-ceramide is produced by NAD(P)H-dependent enzyme, fatty acid 2-hydroxylase (FA2H). hFA-ceramides help in epidermal permeability barrier function.

Packaging

5 mL Amber Glass Screw Cap Vial (860825P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

860825P-BULK:
860825P-5MG:
860825P-VAR:

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’.

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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
Zdzislaw M Szulc et al.
Bioorganic & medicinal chemistry, 18(21), 7565-7579 (2010-09-21)
A straightforward method for the simultaneous preparation of (2S,3R,2'R)- and (2S,3R,2'S)-2'-hydroxy-ceramides (2'-OHCer) from (2S,3R)-sphingosine acetonide precursors and racemic mixtures of 2-hydroxy fatty acids (2-OHFAs) is described. The obtained 2'-OH-C4-, -C6-, -C12-, -C16-Cer and 2'-OH-C6-dhCer pairs of diastereoisomers were characterized thoroughly

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