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Principaux documents

860817P

Avanti

17:0(2R-OH) Ceramide

Avanti Research - A Croda Brand 860817P, powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C35H69NO4
Numéro CAS:
Poids moléculaire :
567.93
Numéro MDL:
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Forme

powder

Conditionnement

pkg of 1 × 5 mg (860817P-5mg)

Fabricant/nom de marque

Avanti Research - A Croda Brand 860817P

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)CCCCCCCCCCCCCCC)=O)CO

InChI

1S/C35H69NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(38)32(31-37)36-35(40)34(39)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-34,37-39H,3-26,28,30-31H2,1-2H3,(H,36,40)/b29-27+/t32-,33+,34+/m0/s1

Clé InChI

MBKBHFOACJJHAN-NBVWUYLUSA-N

Description générale

17:0(2R-OH) Ceramide is a 2R hydroxylated heptadecanoic acid-containing sphingolipid. It is present mainly in epidermis.[1]

Actions biochimiques/physiologiques

Hydroxy fatty acids (hFA)-sphingolipids play a vital role in cell signaling.[2] They also help in cell differentiation and apoptosis.[1] hFA-ceramides are involved in the formation of the epidermal barrier. Fatty acid 2-hydroxylases (FA2H) synthesize hFA-ceramides. Mutations of FA2H have been linked to neurological disorders like spastic paraparesis in humans and leukodystrophy.[2] hFA-ceramides in the cell membrane play a crucial role in imparting the PM02734 drug with anti-tumor activity.[3]

Conditionnement

5 mL Amber Glass Screw Cap Vial (860817P-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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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

2?-Hydroxy ceramide in membrane homeostasis and cell signaling
Kota V and Hama H
Advances in Biological Regulation, 54, 223-230 (2014)
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)
Venkatesh Kota et al.
Advances in biological regulation, 54, 223-230 (2013-10-22)
Ceramide is a precursor of complex sphingolipids and also plays important roles in cell signaling. With the advances in lipid analytical technologies, the structural diversity of ceramide species have become evident, and the complexity of cellular metabolism and function associated
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)
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].

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