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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:
202850-01-9
Molecular Weight:
659.90
UNSPSC Code:
12352211
NACRES:
NA.25

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

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. It is a natural analog of ceramide with C12 acyl chain length.

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. It is also suitable for the lipid binding assays and in cell culture experiments for endothelial cells to determine the pro-apoptotic intracellular ceramide generation.

Biochem/physiol Actions

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

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

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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M Tani et al.
Journal of biochemistry, 125(4), 746-749 (1999-04-02)
A fluorescent analogue of ceramide, C12-NBD-ceramide, was found to be hydrolyzed much faster than 14C-labeled ceramide by alkaline ceramidase from Pseudomonas aeruginosa and neutral ceramidase from mouse liver, while this substrate was relatively resistant to acid ceramidase from plasma of
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)
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)
Apoptotic Sphingolipid Signaling by Ceramides in Lung Endothelial Cells
Medler TR, et al.
American Journal of Respiratory Cell and Molecular Biology, 38(6), 639-646 (2008)
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
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