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860535P

Avanti

Glucosyl(β) Sphingosine (d18:1)

Avanti Research™ - A Croda Brand

Synonym(s):

D-glucosyl-β1-1′-D-erythro-sphingosine, Glucosylsphingosine

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About This Item

Empirical Formula (Hill Notation):
C24H47NO7
CAS Number:
52050-17-6
Molecular Weight:
461.63
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 25 mg (860535P-25mg)
pkg of 1 × 5 mg (860535P-5mg)
pkg of 1 × 50 mg (860535P-50mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18?,19-,20-,21-,22+,23+,24-/m1/s1

InChI key

HHJTWTPUPVQKNA-SKXACSAKSA-N

General description

Glucosyl sphingosine is a lyso derivative of glucosylceramide (GlcCer).

Application

Glucosyl(β) Sphingosine (d18:1) or D-glucosyl-β1-1′-D-erythro-sphingosine may be used:
  • to screen lipids that rapidly and reversibly alter transepithelial electrical resistance (TER) or tight junction (TJ) permeability in epithelial tissue
  • as a standard for the quantification of glucosyl sphingosine in Gaucher patients using liquid chromatography electrospray ionization tandem mass spectrometric (LC/ESI-MS/MS)
  • as an internal standard for the quantification of lysoglucosylceramide in plasma for Gaucher disease using liquid chromatography with tandem mass spectrometry (LC-MS/MS)

Biochem/physiol Actions

Glucosyl sphingosine is a potential biomarker for Gaucher′s disease. It modulates Ca2+ release in the brain microsomes.

Packaging

5 mL Amber Glass Screw Cap Vial (860535P-25mg)
5 mL Amber Glass Screw Cap Vial (860535P-50mg)
5 mL Amber Glass Screw Cap Vial (860535P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Arndt Rolfs et al.
PloS one, 8(11), e79732-e79732 (2013-11-28)
Gaucher disease (GD) is the most common lysosomal storage disorder (LSD). Based on a deficient β-glucocerebrosidase it leads to an accumulation of glucosylceramide. Standard diagnostic procedures include measurement of enzyme activity, genetic testing as well as analysis of chitotriosidase and
Emyr Lloyd-Evans et al.
The Journal of biological chemistry, 278(26), 23594-23599 (2003-04-24)
We recently demonstrated that elevation of intracellular glucosylceramide (GlcCer) levels results in increased functional Ca2+ stores in cultured neurons, and suggested that this may be due to modulation of ryanodine receptors (RyaRs) by GlcCer (Korkotian, E., Schwarz, A., Pelled, D.
Magali Pettazzoni et al.
PloS one, 12(7), e0181700-e0181700 (2017-07-28)
The biological diagnosis of sphingolipidoses currently relies on the measurement of specific enzymatic activities and/or genetic studies. Lysosphingolipids have recently emerged as potential biomarkers of sphingolipidoses and Niemann-Pick type C in plasma. We developed a sensitive and specific method enabling
Nick Dekker et al.
Blood, 118(16), e118-e127 (2011-08-27)
Gaucher disease, caused by a deficiency of the lysosomal enzyme glucocerebrosidase, leads to prominent glucosylceramide accumulation in lysosomes of tissue macrophages (Gaucher cells). Here we show glucosylsphingosine, the deacylated form of glucosylceramide, to be markedly increased in plasma of symptomatic
Shu-Chih Chen-Quay et al.
Journal of pharmaceutical sciences, 98(2), 606-619 (2008-06-20)
Tight junctions (TJs) play an important role in regulating paracellular drug transport. The aim of this study was to identify lipids that rapidly and reversibly alter transepithelial electrical resistance (TER) and/or TJ permeability in epithelial tissue. In this study, we

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