Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

810233C

Avanti

C12-NBD L-threo-Sphingosine

Avanti Research™ - A Croda Brand 810233C

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

All Photos(1)

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C36H61N5O6
CAS Number:
474943-08-3
Molecular Weight:
659.90
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 1 mL (810233C-50ug)

manufacturer/tradename

Avanti Research™ - A Croda Brand 810233C

concentration

0.05 mg/mL (810233C-50ug)

shipped in

dry ice

storage temp.

−20°C

General description

C12-NBD L-threo-Sphingosine is an analog of L-threo-sphingosine with a fluorescent NBD group.[1] Sphingosine is an amino alcohol that belongs to the class of sphingolipids.[2][3] L-threo-Sphingosine is one of the four isomers of sphingosine, which can be differentiated by CD spectroscopy.[4]

Biochem/physiol Actions

Sphingosine is uniquely produced by de-acylation of ceramide. It can be converted back to ceramide by the scavenger pathway.[2] Several studies suggest that sphingosine functions as a tumor-suppressor lipid that mediates growth arrest, senescence, apoptosis and differentiation.[5] Treatment of cells with sphingosine is known to inhibit the activity of the mitogen activated protein kinases (MAPKs), extracellular signal-regulated kinases (Erk-1 and Erk-2), and activate stress-activated protein kinases (SAPKs) such as Jun amino-terminal kinases (JNK) and p38.[2]

Packaging

5 mL Amber Glass Screw Cap Vial (810233C-50ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

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

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Medical Applications of Mass Spectrometry (2008)
Medical Applications of Mass Spectrometry (2008)
Sodium, 58(8), 462-466 (2016)
Padmavathi Bandhuvula et al.
Journal of lipid research, 48(12), 2769-2778 (2007-09-18)
Sphingosine-1-phosphate (S1P) lyase (SPL) catalyzes the conversion of S1P to ethanolamine phosphate and hexadecenal. This enzyme plays diverse roles in physiology and disease and, thus, may be useful as a disease marker and/or drug target. Unfortunately, the radioisotope-based assay currently
Joanna Woodcock
IUBMB life, 58(8), 462-466 (2006-08-19)
The sphingomyelin pathway is activated in response to many apoptotic stimuli leading to the accumulation of breakdown products ceramide and sphingosine. Ceramide has received much attention as an apoptotic second messenger whereas sphingosine has largely been overlooked as a mediator
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service