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860546P

Avanti

C24:1 Galactosyl(β) Ceramide (d18:1/24:1(15Z))

Avanti Research™ - A Croda Brand 860546P, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C48H91NO8
CAS Number:
17283-91-9
Molecular Weight:
810.24
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860546P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860546P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C48H91NO8/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(40-56-48-47(55)46(54)45(53)43(39-50)57-48)42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2/h17-18,35,37,41-43,45-48,50-51,53-55H,3-16,19-34,36,38-40H2,1-2H3,(H,49,52)/b18-17-,37-35+/t41?,42-,43-,45+,46+,47-,48+/m1/s1

InChI key

WBOZIXHPUPAOIA-KVGFKTOYSA-N

General description

β-Galactosylceramides (GalCers) or cerebrosides are synthesized from the glycosphingolipids by or β-GalCer synthase. They are localized in cytosolic face cell membrane after synthesis from Golgi and endoplasmic reticulum. GalCers are present in the brain and myelin structures.

Application

C24:1 Galactosyl(β) Ceramide (d18:1/24:1(15Z)) is suitable for use
  • as a standard hexosylceramide for hydrophilic interaction chromatography-based liquid chromatography mass spectroscopy
  • as a lipid standard in ozone-induced dissociation mass spectrometry
  • in lipid nanotubes (LNT) preparation in combination with phosphatidylserine

Biochem/physiol Actions

β-Galactosylceramides (GalCers) levels are elevated in Krabbe′s disease due to the galactosylceramidase enzyme deficiency. High levels of nervonic acid-containing ceramide (d18:1/24:1) is associated with aging.

Packaging

5 mL Amber Glass Screw Cap Vial (860546P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

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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Helical organization of blood coagulation factor VIII on lipid nanotubes
Miller J, et al.
Journal of Visualized Experiments, 28(88), e51254-e51254 (2014)
Age-dependent changes in nervonic acid-containing sphingolipids in mouse hippocampus
Vozella V, et al.
Biochimica et Biophysica Acta - Molecular and Cell Biology of Lipids, 1862(12), 1502-1511 (2017)
Diastereomer-specific quantification of bioactive hexosylceramides from bacteria and mammals
Von Gerichten J, et al.
Journal of Lipid Research, 58(6), 1247-1258 (2017)
Darren J Wight et al.
PLoS pathogens, 10(10), e1004474-e1004474 (2014-10-31)
The murine leukaemia virus (MLV) gag gene encodes a small protein called p12 that is essential for the early steps of viral replication. The N- and C-terminal regions of p12 are sequentially acting domains, both required for p12 function. Defects
Structural analysis of unsaturated glycosphingolipids using shotgun ozone-induced dissociation mass spectrometry
Barrientos RC, et al.
Journal of the American Society For Mass Spectrometry, 28(11), 2330-2343 (2017)
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