| Identification | Back Directory | [Name]
C24-PHYTOCERAMIDE | [CAS]
34437-74-6 | [Synonyms]
C24-PHYTOCERAMIDE
N-24:0 Phytosphingosine
C24 Phytoceramide (t18:0/24:0)
N-TETRACOSANOYL-PHYTOSPHINGOSINE
C24 Phytosphingosine (t18:0/24:0)
Tetracosanamide, N-[(1S,2S,3R)-2,3-dihydroxy-1-(hydroxymethyl)heptadecyl]- | [Molecular Formula]
C42H85NO4 | [MDL Number]
MFCD08703058 | [MOL File]
34437-74-6.mol | [Molecular Weight]
668.13 |
| Hazard Information | Back Directory | [Description]
C24 Phytoceramide (t18:0/24:0) is a phytoceramide, which is a family of sphingolipids found in the intestine, kidney, and extracellular spaces of the stratum corneum of the mammalian epidermis.1,2,3 C24 Phytoceramide (t18:0/24:0) is composed of a phytosphingosine backbone amine-linked to a C24 fatty acid chain. It has been used with other ceramides to create stratum corneum substitutes to study percutaneous penetration and psoriasis in vitro.4,5 In a stratum corneum model of healthy skin, the incorporation of long-chain-containing phytoceramides, such as C24 phytoceramide (t18:0/24:0), increases permeability of the membrane in comparison with incorporation of dihydroceramides.6 | [Definition]
ChEBI: N-tetracosanoylphytosphingosine is a phytoceramide compound having a tetracosanoyl group attached to the nitrogen atom. It has a role as a Saccharomyces cerevisiae metabolite. It is a N-(very-long-chain fatty acyl)-sphingoid base and a N-acylphytosphingosine. | [storage]
Store at -20°C | [References]
1. Crossman, M.W., and Hirschberg, C.B. Biosynthesis of phytosphingosine by the rat J. Biol. Chem. 252(16),5815-5819(1977).
2. Omae, F., Miyazaki, M., Enomoto, A., et al. DES2 protein is responsible for phytoceramide biosynthesis in the mouse small intestine Biochem J. 379(Pt. 3),687-695(2004).
3. Mizutani, Y., Kihara, A., and Igarashi, Y. Identification of the human sphingolipid C4-hydroxylase, hDES2, and its up-regulation during keratinocyte differentiation FEBS Lett. 563(1-3),93-97(2004).
4. de Jager, M., Groenink, W., van der Spek, J., et al. Preparation and characterization of a stratum corneum substitute for in vitro percutaneous penetration studies Biochim. Biophys. Acta 1758(5),636-644(2006).
5. Basse, L.H., Groen, D., and Bouwstra, J.A. Permeability and lipid organization of a novel psoriasis stratum corneum substitute Int. J. Pharm. 457(1),275-282(2013).
6. ?kolová, B., Ková?ik, A., Tesa?, O., et al. Phytosphingosine, sphingosine and dihydrosphingosine ceramides in model skin lipid membranes: Permeability and biophysics Biochim. Biophys. Acta 1859(5),824-834(2017). |
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