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860540P

Avanti

C8 Glucosyl(β) Ceramide (d18:1/8:0)

Avanti Research™ - A Croda Brand 860540P, powder

Synonym(s):

D-glucosyl-β-1,1′-N-octanoyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C32H61NO8
CAS Number:
111956-47-9
Molecular Weight:
587.83
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860540P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860540P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C32H61NO8/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-26(35)25(33-28(36)22-20-17-8-6-4-2)24-40-32-31(39)30(38)29(37)27(23-34)41-32/h19,21,25-27,29-32,34-35,37-39H,3-18,20,22-24H2,1-2H3,(H,33,36)/b21-19+/t25-,26+,27?,29+,30?,31?,32+/m0/s1

InChI key

LCEXEEHGNKGJES-LSHBQEOXSA-N

General description

C8 Glucosyl(β) Ceramide (d18:1/8:0) or D-glucosyl-β-1,1′-N-octanoyl-D-erythro-sphingosine is a short-chain glycosphingolipid (SC-GSL).

Application

C8 Glucosyl(β) Ceramide (d18:1/8:0) or D-glucosyl-β-1,1′-N-octanoyl-D-erythro-sphingosine has been used as a stock solution for the in vitro treatment of bacteria and to study the role of sphingolipids on pulmonary Pseudomonas aeruginosa infections in cystic fibrosis (CF). It may be suitable for the preparation of liposomes. It may also be used as a standard for the quantification of mitoxantrone in tumor by liquid chromatography-tandem mass spectrometry (LC-MS/MS).

Biochem/physiol Actions

C8 Glucosyl(β) Ceramide (d18:1/8:0) or D-glucosyl-β-1,1′-N-octanoyl-D-erythro-sphingosine improves intracellular drug delivery in tumor cells. It is also considered as a drug uptake enhancer.

Packaging

5 mL Amber Glass Screw Cap Vial (860540P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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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Lília R Cordeiro Pedrosa et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 94, 207-219 (2015-05-20)
Mitoxantrone (MTO) is clinically used for treatment of various types of cancers providing an alternative for similarly active, but more toxic chemotherapeutic drugs such as anthracyclines. To further decrease its toxicity MTO was encapsulated into liposomes. Although liposomal drugs can
Lília R Cordeiro Pedrosa et al.
Biochimica et biophysica acta, 1848(8), 1656-1670 (2015-04-29)
Insufficient drug delivery into tumor cells limits the therapeutic efficacy of chemotherapy. Co-delivery of liposome-encapsulated drug and synthetic short-chain glycosphingolipids (SC-GSLs) significantly improved drug bioavailability by enhancing intracellular drug uptake. Investigating the mechanisms underlying this SC-GSL-mediated drug uptake enhancement is
Yifat Cohen et al.
PloS one, 8(12), e85519-e85519 (2014-01-07)
The endoplasmic reticulum (ER) is a large, multifunctional and essential organelle. Despite intense research, the function of more than a third of ER proteins remains unknown even in the well-studied model organism Saccharomyces cerevisiae. One such protein is Spf1, which
Aline Xavier da Silveira Dos Santos et al.
Molecular biology of the cell, 25(20), 3234-3246 (2014-08-22)
The regulatory pathways required to maintain eukaryotic lipid homeostasis are largely unknown. We developed a systematic approach to uncover new players in the regulation of lipid homeostasis. Through an unbiased mass spectrometry-based lipidomic screening, we quantified hundreds of lipid species
Barbara Kovacic et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 41(3), 1208-1218 (2017-04-21)
Cystic fibrosis (CF) is the most common autosomal-recessive disorder in western countries. Previous studies have demonstrated an important role of sphingolipids in the pathophysiology of cystic fibrosis. It has been shown that ceramide has a central role in various pulmonary
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