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860576P

Avanti

C16 Lactosyl(β) Ceramide (d18:1/16:0)

Avanti Research™ - A Croda Brand

Synonym(s):

D-lactosyl-β-1,1′ N-palmitoyl-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C46H87NO13
CAS Number:
4201-62-1
Molecular Weight:
862.18
MDL number:
MFCD08703001
UNSPSC Code:
12352211
NACRES:
NA.25
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Product Name

C16 Lactosyl(β) Ceramide (d18:1/16:0), Avanti Research™ - A Croda Brand 860576P, powder

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 5 mg (860576P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 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

InChI

1S/C46H87NO13/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-35(50)34(47-38(51)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)33-57-45-43(56)41(54)44(37(32-49)59-45)60-46-42(55)40(53)39(52)36(31-48)58-46/h27,29,34-37,39-46,48-50,52-56H,3-26,28,30-33H2,1-2H3,(H,47,51)

InChI key

HLIJNIKSBCIDGO-QKLMXXKVSA-N

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)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

Regulatory Information

涉药品监管产品

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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
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

Global Trade Item Number

SKUGTIN
860576P-5MG04061835318209