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810211P

Avanti

C12-NBD Ceramide

Avanti Research - A Croda Brand 810211P, powder

Synonym(s):

N-[12-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl]-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C36H61N5O6
CAS Number:
Molecular Weight:
659.90
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.25

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Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (810211P-1mg)

manufacturer/tradename

Avanti Research - A Croda Brand 810211P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[N+](=O)([O-])c1c2n[o]nc2c(cc1)NCCCCCCCCCCCC(=O)N[C@H]([C@H](O)\C=C\CCCCCCCCCCCCC)CO

InChI

1S/C36H61N5O6/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-33(43)31(29-42)38-34(44)25-22-19-16-13-11-14-17-20-23-28-37-30-26-27-32(41(45)46)36-35(30)39-47-40-36/h21,24,26-27,31,33,37,42-43H,2-20,22-23,25,28-29H2,1H3,(H,38,44)/b24-21+/t31-,33+/m0/s1

InChI key

SNOJCYCOPNIGIK-ULETYAGTSA-N

General description

C12 7-nitro-2-1,3-benzoxadiazol-4-yl (NBD) ceramide is a long-chain fluorescent phospholipid.[1] It is a natural analog of ceramide with C12 acyl chain length.[2]

Application

C12-NBD Ceramide or N-[12-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl]-D-erythro-sphingosine has been used as a substrate in ceramidase activity assay.[3] It is also suitable for the lipid binding assays[4] and in cell culture experiments for endothelial cells to determine the pro-apoptotic intracellular ceramide generation.[5]

Biochem/physiol Actions

C12-7-nitro-2-1,3-benzoxadiazol-4-yl (NBD) Ceramide is useful for measuring the alkaline and neutral ceramidase activity.[1] It is involved in maintainingthe physical properties of ceramide required for cellular studies.[2]

Packaging

5 mL Amber Glass Screw Cap Vial (810211P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids


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Effect of ceramide N-acyl chain and polar headgroup structure on the properties of ordered lipid domains (lipid rafts)
Meghan PS, et al.
Biochimica et Biophysica Acta, 1768(9), 2205-2212 (2007)
Megha et al.
Biochimica et biophysica acta, 1768(9), 2205-2212 (2007-06-19)
Ceramides are sphingolipids that greatly stabilize ordered membrane domains (lipid rafts), and displace cholesterol from them. Ceramide-rich rafts have been implicated in diverse biological processes. Because ceramide analogues have been useful for probing the biological function of ceramide, and may
Terry R Medler et al.
American journal of respiratory cell and molecular biology, 38(6), 639-646 (2008-01-15)
The de novo pathway of ceramide synthesis has been implicated in the pathogenesis of excessive lung apoptosis and murine emphysema. Intracellular and paracellular-generated ceramides may trigger apoptosis and propagate the death signals to neighboring cells, respectively. In this study we
VPS13A and VPS13C are lipid transport proteins differentially localized at ER contact sites
Nikit K, et al.
The Journal of Cell Biology, 217(10), 3625-3639 (2018)
Nikit Kumar et al.
The Journal of cell biology, 217(10), 3625-3639 (2018-08-11)
Mutations in the human VPS13 genes are responsible for neurodevelopmental and neurodegenerative disorders including chorea acanthocytosis (VPS13A) and Parkinson's disease (VPS13C). The mechanisms of these diseases are unknown. Genetic studies in yeast hinted that Vps13 may have a role in

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