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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)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Pediatr Neurol
Pediatric Neurology, 77(1), 306-318 (2013)
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
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)
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
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