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810211C

Avanti

C12-NBD Ceramide

Avanti Research™ - A Croda Brand 810211C

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
MDL number:
MFCD02259239
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (810211C-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810211C

concentration

1 mg/mL (810211C-1mg)

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

Application

C12-NBD ceramide is suitable for its use:
  • as a substrate to measure the activity of acid, alkaline and neutral ceramidases
  • in in vitro ceramidase activity assay
  • in ceramide phosphoethanolamine (CPE) synthase assay to determine the Km and Vmax of sphingomyelin synthase (SMS1, SMS2, and SMSr)

Biochem/physiol Actions

Ceramide is one of the products of sphingolipid metabolism. The members of ceramide synthase family are responsible for its synthesis. Each ceramide synthesized differs in its acyl chain length. Ceramides possess a wide range of functions, associated with apoptosis, cancer inhibition and chemotherapy. Its action is also related to neurodegenerative diseases.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Central nervous system

WGK

WGK 3

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The ATP-binding cassette transporter-2 (ABCA2) overexpression modulates sphingosine levels and transcription of the amyloid precursor protein (APP) gene
Davis W
Current Alzheimer Research, 12(9), 847-859 (2015)
A Critical Role for Ceramide Synthase 2 in Liver Homeostasis I. ALTERATIONS IN LIPID METABOLIC PATHWAYS
Pewzner JY, et al.
The Journal of Biological Chemistry, 285(14), 10902-10910 (2010)
All members in the sphingomyelin synthase gene family have ceramide phosphoethanolamine synthase activity
Ding T, et al.
Journal of Lipid Research, 56(3), 537-545 (2015)
Mammalian ceramide synthases
Levy M and Futerman AH
IUBMB Life, 62(5), 347-356 (2010)
Li-Yu Chen et al.
Nature communications, 6, 6030-6030 (2015-01-17)
Turgor pressure plays pivotal roles in the growth and movement of walled cells that make up plants and fungi. However, the molecular mechanisms regulating turgor pressure and the coordination between turgor pressure and cell wall remodelling for cell growth remain

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