See personalized New Product recommendations! Get personalized New Product recommendations! Register or Login for personalized New Product recommendations!

Holiday Notification: Cayman Chemical will be closed Monday, May 28, 2012, in observance of the Memorial Day holiday. More…
Please feel free to continue placing orders via our website or via fax at 734-971-3640. You may send an email to customer service at custserv@caymanchem.com , or to technical support at techserv@caymanchem.com which we will respond to the next business day. Cayman will resume regular business hours and shipping schedules on Tuesday, May 29, 2012. Thank you for your patience and understanding.

Lignoceric Ceramide

Cayman Chemical Item Number 62535

N-tetracosanolysphingosine (CAS 34435-05-7)

Lignoceric Ceramide (CAS 34435-05-7)

See more

Description

Production of ceramide occurs upon hydrolysis of sphingomyelin by a specific isoform of PLC, appropriately named sphingomyelinase.1 Lignoceric ceramide (C24:0) is one of the most abundant naturally occurring ceramides.2,3,4 Ceramides mediate many diverse biological activities, as has been demonstrated in studies utilizing cell-permeable ceramide analogs. A few of the processes regulated by ceramides include apoptosis, cell differentiation,5 proliferation of smooth muscle cells,6 and inhibition of the mitochondrial respiratory chain.7

1 Perry, D.K., Obeid, L.M., and Hannun, Y.A. Ceramide and regulation of apoptosis and the stress response. Trends Cardiovasc Med 6 158-162 (1996).

2 Gu, Q., Kerwin, J.L., Watts, J.D., et al. Ceramide profiling of complex lipid mixtures by electrospray ionization mass spectrometry. Anal Biochem 244 347-356 (1997).

3 Clayton, R.B., Cooper, J.M., Curstedt, T., et al. Stimulation of erythroblast maturation in vitro by sphingolipids. J Lipid Res 15 557-562 (1974).

4 Krivit, W., and Hammarström, S. Identification and quantitation of free ceramides in human platelets. J Lipid Res 13 525-530 (1972).

5 Testi, R. Sphingomyelin breakdown and cell fate. Trends Biochem Sci 21 468-471 (1996).

6 Augé, N., Andrieu, N., Nègre-Salvayre, A., et al. The sphingomyelin-ceramide signaling pathway is involved in oxidized low density lipoprotein-induced cell proliferation. J Biol Chem 271 19251-19255 (1996).

7 Gudz, T.I., Tserng, K., and Hoppel, C.L. Direct inhibition of mitochondrial respiratory chain complex III by cell-permeable ceramide. J Biol Chem 272 24154-24158 (1997).

Synonyms
  • N-tetracosanolysphingosine
Formal Name N-​[(1S,​2R,​3E)-​2-​hydroxy-​1-​(hydroxymethyl)-​3-​heptadecen-​1-​yl]-​tetracosanamide
CAS Number 34435-05-7
Molecular Formula C42H83NO3
Formula Weight 650.1
Formulation A crystalline solid
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
CCCCCCCCCCCCCCCCCCCCCCCC(=O)​N[C@H]​(CO)​C(O)​\C=C\CCCCCCCCCCCCC

Background Reading

Perry, D.K., Obeid, L.M., and Hannun, Y.A. Ceramide and regulation of apoptosis and the stress response. Trends Cardiovasc Med 6 158-162 (1996).

Testi, R. Sphingomyelin breakdown and cell fate. Trends Biochem Sci 21 468-471 (1996).

Augé, N., Andrieu, N., Nègre-Salvayre, A., et al. The sphingomyelin-ceramide signaling pathway is involved in oxidized low density lipoprotein-induced cell proliferation. J Biol Chem 271 19251-19255 (1996).

Gu, Q., Kerwin, J.L., Watts, J.D., et al. Ceramide profiling of complex lipid mixtures by electrospray ionization mass spectrometry. Anal Biochem 244 347-356 (1997).

Gudz, T.I., Tserng, K., and Hoppel, C.L. Direct inhibition of mitochondrial respiratory chain complex III by cell-permeable ceramide. J Biol Chem 272 24154-24158 (1997).

Clayton, R.B., Cooper, J.M., Curstedt, T., et al. Stimulation of erythroblast maturation in vitro by sphingolipids. J Lipid Res 15 557-562 (1974).

Krivit, W., and Hammarström, S. Identification and quantitation of free ceramides in human platelets. J Lipid Res 13 525-530 (1972).

Show all 7 Hide all but first 3

Lignoceric Ceramide is available in the following screening library:

Size Price Quantity Subtotal
1 mg $18.00 $0.00
5 mg $81.00 $0.00
10 mg $144.00 $0.00
25 mg $315.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-26. Prices are subject to change without notice.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

Related Products

C-16 Ceramide
C-20 Ceramide
C-2 Ceramide
C-6 Ceramide
C-8 Ceramide
D-erythro-MAPP
Nervonic Ceramide
N,N-Dimethylsphingosine
Sphingosine-1-Phosphate
Show all 9 Hide all but first 3

Downloads

Batch-specific Information

Login to access batch-specific information

Cayman Chemical is a manufacturer, supplier and vendor of biochemical reagents, assay kits, antibodies, and proteins.

Other Resources
Management Team Company Profile Company History ChemAssistant Tools FAQs Cayman Europe Cayman Pharma CaBRI Cayman Gear Press Releases Illustrations and Charts Key Research Area Posters Article Library Analysis Tools Conference Schedule Order Terms Browser Recommendation Privacy Statement Site Map

Cayman Chemical Company · 1180 East Ellsworth Road · Ann Arbor, Michigan 48108 · USA

Toll Free: (800) 364-9897 (USA and Canada Only) · Fax: (734) 971-3640

Copyright 2012 Cayman Chemical Company

Lost password?