C30(-hydroxy) Ceramide (d18:1/30:0) Chemical Properties

Boiling point:

828.2±65.0 °C(Predicted)

Density 

0.922±0.06 g/cm3(Predicted)

solubility 

Chloroform:Methanol (5:1): Soluble; DMF: Soluble; Ethanol: Heated

form 

A solid

pka

13.54±0.20(Predicted)

C30(-hydroxy) Ceramide (d18:1/30:0) Usage And Synthesis

Description

C30(ω-hydroxy) Ceramide is a bioactive sphingolipid found in the stratum corneum layer of mammalian epidermis. C30(ω-hydroxy) Ceramide is vital to skin barrier functions and has a role in maturation of epidermis cells of the spermatozoa/testes. C30(ω-hydroxy) Ceramide deficiency causes defective skin-water permeability barrier function and neonatal lethality in elongation of very long chain fatty acids-4 (ELOVL4) deficient mice. [Matreya, LLC. Catalog No. 2080]

Uses

C30(ω-hydroxy) Ceramide (d18:1/30:0), a sphingolipid, is an epidermis-specifically vital component of the water barrier in mammalian skin. C30(ω-hydroxy) Ceramide (d18:1/30:0) is expressed in epidermal keratinocytes and male germ cells during their differentiation and maturation. C30(ω-hydroxy) Ceramide (d18:1/30:0) deficiency in the epiderm of Elovl4 deletion or mutation mice[1][2].

Definition

ChEBI: N-(omega-hydroxytriacontanoyl)sphingosine is an N-acylsphingosine that has omega-hydroxytriacontanoyl as the acyl group. A bioactive sphingolipid found in the stratum corneum layer of mammalian epidermis. It is a N-acylsphingosine, an omega-hydroxy-ultra-long chain fatty acylceramide and a N-(omega-hydroxy-ultra-long chain fatty acyl)sphingosine. It is functionally related to an omega-hydroxytriacontanoic acid.

References

[1] Jennemann R, et al. Integrity and barrier function of the epidermis critically depend on glucosylceramide synthesis. J Biol Chem. 2007 Feb 2;282(5):3083-94. DOI:10.1074/jbc.M610304200
[2] Sandhoff R. Very long chain sphingolipids: tissue expression, function and synthesis. FEBS Lett. 2010 May 3;584(9):1907-13. DOI:10.1016/j.febslet.2009.12.032