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860576P

Avanti

C16 Lactosyl(β) Ceramide (d18:1/16:0)

Avanti Research™ - A Croda Brand

Synonyme(s) :

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

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A propos de cet article

Formule empirique (notation de Hill) :
C46H87NO13
Numéro CAS:
4201-62-1
Poids moléculaire :
862.18
MDL number:
MFCD08703001
UNSPSC Code:
12352211
NACRES:
NA.25
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Nom du produit

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

Classe de stockage

11 - Combustible Solids

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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
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Numéro d'article de commerce international

RéférenceGTIN
860576P-5MG04061835318209