860576P
Avanti
C16 Lactosyl(β) Ceramide (d18:1/16:0)
Avanti Polar Lipids 860576P, powder
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Synonym(s):
D-lactosyl-β-1,1′ N-palmitoyl-D-erythro-sphingosine
Empirical Formula (Hill Notation):
C46H87NO13
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form
powder
packaging
pkg of 1 × 5 mg (860576P-5mg)
manufacturer/tradename
Avanti Polar Lipids 860576P
lipid type
sphingolipids
shipped in
dry ice
storage temp.
−20°C
SMILES string
[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[C@H](O2)[C@H](O)[C@@H](O)[C@H]([C@H]2CO)O
General description
Lactosylceramide (LacCer) is a glycosphingolipid, which is found majorly in the nervous system and myelin sheath. It comprises a hydrophobic ceramide lipid and a hydrophilic sugar moiety.
Application
C16 Lactosyl(β) Ceramide (d18:1/16:0) or D-lactosyl-β-1,1′ N-palmitoyl-D-erythro-sphingosine has been used as a lipid standard in mass spectrometry imaging of lipids in human skin disease model hidradenitis suppurativa. It may be used in the preparation of liposomes.
Biochem/physiol Actions
Lactosylceramide (LacCer) is a structural and signaling lipid. It is crucial for signal transduction and cell adhesion. LacCer facilitates microbial attachment and also acts as an adhesion receptor for pathogens. It regulates cellular stress response and apoptosis. LacCer also modulates in cell proliferation and microbial pathogenesis. It is implicated in innate immune responses, host-tissue pathogen interactions and chronic inflammatory diseases.
Packaging
5 mL Amber Glass Screw Cap Vial (860576P-5mg)
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Chemistry, Biochemistry, and Biology of 1-3 Beta Glucans and Related Polysaccharide, 191, 106-114 (2009)
Biserka Bakrac et al.
The Journal of biological chemistry, 283(27), 18665-18677 (2008-04-30)
Sphingomyelin (SM) is abundant in the outer leaflet of the cell plasma membrane, with the ability to concentrate in so-called lipid rafts. These specialized cholesterol-rich microdomains not only are associated with many physiological processes but also are exploited as cell
Jarod A Fincher et al.
Scientific reports, 9(1), 17508-17508 (2019-11-27)
Neutral lipids have been implicated in a host of potentially debilitating human diseases, such as heart disease, type-2 diabetes, and metabolic syndrome. Matrix-assisted laser desorption ionization (MALDI), the method-of-choice for mass spectrometry imaging (MSI), has led to remarkable success in
Daniela Couto et al.
Chemistry and physics of lipids, 191, 106-114 (2015-09-01)
Galactosylceramide (GalCer) and lactosylceramide (LacCer) are structural and signaling lipids, playing important roles in signal transduction and cell adhesion. They are especially abundant in the nervous system and in important components of the myelin sheath. Although neurodegenerative disorders are associated
Jamie L Betker et al.
Journal of pharmaceutical sciences (2020-02-01)
Nanoparticle-mediated drug delivery has long utilized PEGylation as a mechanism for reducing uptake by the reticuloendothelial system and extending circulation lifetimes. However, studies over the past 2 decades have established that immune responses to PEG can promote clearance on repeat injection
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