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860535P

Avanti

Glucosyl(β) Sphingosine (d18:1)

Avanti Research™ - A Croda Brand

Synonyma:

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

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About This Item

Empirický vzorec (Hillův zápis):
C24H47NO7
Číslo CAS:
52050-17-6
Molekulová hmotnost:
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

Č. produktu
Popis
Stanovení ceny

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Osvědčení o analýze (COA)

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C18 Glucosyl(β) Ceramide (d18:1/18:0) Avanti Research™ - A Croda Brand

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860547P

C18 Glucosyl(β) Ceramide (d18:1/18:0)

Lyso GB3 (synthetic) powder

Avanti

860952P

Lyso GB3 (synthetic)

Sphingosine (d18:1) Avanti Research™ - A Croda Brand

Avanti

860490P

Sphingosine (d18:1)

Psychosine from bovine brain lyophilized powder, ≥98% (TLC)

Sigma-Aldrich

P9256

Psychosine from bovine brain

CHAPS Avanti Research™ - A Croda Brand

Avanti

850500P

CHAPS

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
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.
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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