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860828P

Avanti

18:1(2S-OH) Ceramide

Avanti Research™ - A Croda Brand 860828P, powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C36H69NO4
Numéro CAS:
1246298-53-2
Poids moléculaire :
579.94
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 5 mg (860828P-5mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 860828P

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](NC([C@@H](O)CCCCCC/C=C\CCCCCCCC)=O)CO

Catégories apparentées

Description générale

18:1(2S-OH) Ceramide is a 2S hydroxylated oleic acid-containing sphingolipid. hFA- ceramides are mainly found in epidermis.

Actions biochimiques/physiologiques

Ceramides containing hydroxy fatty acids play a vital role in epidermal permeability barrier function.

Conditionnement

5 mL Amber Glass Screw Cap Vial (860828P-5mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Lin Guo et al.
Journal of lipid research, 53(7), 1327-1335 (2012-04-21)
FA 2-hydroxylase (FA2H) is an NAD(P)H-dependent enzyme that initiates FA α oxidation and is also responsible for the biosynthesis of 2-hydroxy FA (2-OH FA)-containing sphingolipids in mammalian cells. The 2-OH FA is chiral due to the asymmetric carbon bearing the
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
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
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].
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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