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860521P

Avanti

C16 Galactosyl(β) Ceramide (d18:1/16:0)

Avanti Research™ - A Croda Brand 860521P, powder

Synonyme(s) :

D-galactosyl-β-1,1′ N-palmitoyl-D-erythro-sphingosine

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About This Item

Formule empirique (notation de Hill):
C40H77NO8
Numéro CAS:
34324-89-5
Poids moléculaire :
700.04
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 5 mg (860521P-5mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 860521P

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCC)=O)CO[C@H](O1)[C@H](O)[C@@H](O)[C@H]([C@H]1CO)O

InChI

1S/C40H77NO8/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(43)33(32-48-40-39(47)38(46)37(45)35(31-42)49-40)41-36(44)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,33-35,37-40,42-43,45-47H,3-26,28,30-32H2,1-2H3,(H,41,44)/b29-27+/t33?,34-,35-,37+,38+,39-,40+/m1/s1

Clé InChI

VJLLLMIZEJJZTE-BUDJNAOESA-N

Description générale

D-galactosyl-β-1,1′N-palmitoyl-D-erythro-sphingosine or C16 Galactosyl(β) ceramide consists of a cer(d18:1/16:0) core structure to which a sugar molecule and galactose, is linked through β-glycosidic linkage. Galactosyl ceramide is a complex glycosphingolipid, which contains a single galactose residue linked to ceramide. It is a major constituent of the myelin sheath. Galactosyl ceramide is found majorly on the surface of colonic epithelial cells, vaginal epithelium and primary mammary epithelial cells.

Application

C16 Galactosyl(β) ceramide (d18:1/16:0) has been used as a lipid standard for its quantification using differential ion mobility spectrometry (DMS) coupled with liquid chromatography in electrospray ionization tandem mass spectrometry (LC-ESI-DMS-MS/MS) in human plasma. It has also been used for the preparation of lipid dispersions. It may be used as a glycosphingolipid (GSL) standard to optimize its characteristic fragmentation using electrospray ionization (ESI) triple quadrupole tandem mass spectrometry (MS/MS). It may also be used to study the structural changes caused by ultraviolet (UVA)?induced photooxidation of galactosyl (GalCer) by electrospray ionization mass spectrometry (ESI?MS) analysis.

Actions biochimiques/physiologiques

Galactosyl ceramide is crucial for normal myelin function and stability. It prevents epithelial cell-human immunodeficiency virus 1 (HIV-1) virion binding.

Conditionnement

5 mL Amber Glass Screw Cap Vial (860521P-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

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Pediatr Neurol
Pediatric Neurology, 77(1), 306-318 (2013)
Yang Yu et al.
Molecular bioSystems, 12(11), 3266-3279 (2016-10-19)
Comparative lipidomic studies were performed across the RT4 versus T24 urothelial cancer cell lines, as models for noninvasive urothelial papilloma cells (with a relatively high level of differentiation) and invasive urothelial carcinoma cells (with low level of differentiation), respectively. The
Gangliosides in Health and Disease
Gangliosides in Health and Disease, 77(1), 306-318 (2018)
Differential mobility spectrometry as an orthogonal separation to LC-ESI-MS/MS for quantification of isomeric cerebrosides in plasma and cerebrospinal fluid
Xu H, et al.
Journal of Lipid Research, 88(16), jlr-D089797 (2018)
Deolinda Santinha et al.
Rapid communications in mass spectrometry : RCM, 28(21), 2275-2284 (2014-10-04)
Glycosphingolipids are important lipid molecules namely as constituents of the plasma membrane organized in lipid rafts, in signal transduction, and cell-cell communication. Although many human diseases are associated with oxidative stress and lipid oxidation, a link between oxidative stress and
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