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860830P

Avanti

18:0(2S-OH) Ceramide

Avanti Research™ - A Croda Brand 860830P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C36H71NO4
CAS Number:
34839-04-8
Molecular Weight:
581.95
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860830P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860830P

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)CCCCCCCCCCCCCCCC)=O)CO

General description

18:0(2S-OH) Ceramide is a hydroxy fatty acid (hFA)-sphingolipid containing 18C long chain base fatty acid (stearic acid)-with 2′-hydroxyl group in S configuration.

Biochem/physiol Actions

Hydroxy fatty acid containing ceramides are involved in epidermal permeability barrier function. 18:0(2S-OH) ceramide is vital for maintaining membrane fluidity.

Packaging

5 mL Amber Glass Screw Cap Vial (860830P-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

860830P-BULK:
860830P-VAR:
860830P-5MG:

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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Jennifer E Kyle et al.
The Analyst, 141(5), 1649-1659 (2016-01-07)
Understanding how biological molecules are generated, metabolized and eliminated in living systems is important for interpreting processes such as immune response and disease pathology. While genomic and proteomic studies have provided vast amounts of information over the last several decades
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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