Phytosphingosine (4-Hydroxysphinganine)Phytosphingosine (4-Hydroxysphinganine)
Move your mouse over image or click to enlarge

Phytosphingosine (4-Hydroxysphinganine)

4-Hydroxysphinganine

Phytosphingosine is a long-chain sphingoid base having important cellular functions such as signaling, cytoskeletal structure, celluar cycle, and heat stress response. It is found largely in mammals, plants, and yeast. Phytosphingosine has important cellular signaling roles and is a lipid activator of Pkh1, a protein kinase that regulates Ypk1, Ypk2, and Pkc1 which control cell wall integrity, growth, and other processes. Phytosphingosine thereby controls the activity of other kinases by activating Pkh1 but can also directly activate and phosphorylate kinases such as Sch9, Ypk1, and Ypk2.1 Phytosphingosine has seen much use in cosmetics due to its effects on the skin such as reducing inflammation by inhibiting the expression of the allergic cytokines IL-4 and TNF- and the activation of the transcription factors NF-jB and c-jun in histamine-stimulated skin tissues.2 Phytosphingosine can lead to apoptosis via two distinct pathways and has been investigated as a possible cancer therapeutic treatment.3 Phytosphingosine has also been shown to inhibit cellular growth, at least in some bacteria.4
Cat# Size Price Qty Buy
1330 50 mg £145.31

Additional Information

Property Value or Rating
Product Size 50 mg
Manufacturer Matreya, LLC
Empirical Formula C18H39NO3
CAS# 554-62-1
Formula Weight 318
Solvent none
Source natural
Purity 98+%
Analytical Methods TLC, GC, identity confirmed by MS
Natural Source yeast, (Pichia ciferri)
Solubility ethanol, methanol, chloroform/methanol, 2:1(warm)
Physical Appearance solid
Storage -20°C
Dry Ice No
Hazardous No
References

1. K. Liu et al. “The Sphingoid Long Chain Base Phytosphingosine Activates AGC-type Protein Kinases in Saccharomyces cerevisiae Including Ypk1, Ypk2, and Sch9” Journal of Biological Chemistry, Vol. 280(24) pp. 22679, 2005 
2. K. Ryu et al. “Anti-scratching Behavioral Effects of N-Stearoylphytosphingosine and 4-Hydroxysphinganine in Mice” Lipids, Vol. 45 pp. 615-618, 2010 
3. M. Park et al. “Suppression of Extracellular Signal-related Kinase and Activation of p38 MAPK Are Two Critical Events Leading to Caspase-8- and Mitochondria-mediated Cell Death in Phytosphingosine-treated Human Cancer Cells” Journal of Biological Chemistry, Vol. 278, pp. 50624-50634, 2003 
4. N. Chung et al. “Phytosphingosine as a Specific Inhibitor of Growth and Nutrient Import in Saccharomyces cerevisiae” Journal of Biological Chemistry, Vol. 276 pp. 35614-35621, 2001

Related Documents