Psychosine, (free amine form)Psychosine, (free amine form)
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Psychosine, (free amine form)

lyso-Cerebroside; 1-beta-D-Galactosylsphingosine

Psychosine is a beta-galactose linked to a sphingosine and is an intermediate in the biosynthesis of cerebrosides, the largest single component of the myelin sheath of nerves. It is formed biologically by the reaction of sphingosine with UDP-galactose followed by acylation with a fatty acid. Krabbe disease is a demyelinating disease caused by a lack of the enzyme galactosylceramidase.1 This deficiency results in the accumulation of cerebroside and psychosine in cells. Psychosine is highly cytotoxic and cannot be degenerated further due to the lack of galactosylceramidase. Although GM1 gangliosidase can degrade cerebrosides it cannot degrade psychosine. Psychosine can cause oligodendrocyte death, astrocyte activation and the formation of multinuclear globoid-like cells. Psychosine is present naturally in small amounts and has a role in the sphingosine-1-phosphate receptor superfamily. Psychosine has been found to induce cell apoptosis, cytokine activation, phospholipase activation, peroxisomal dysfunction, and altered calcium homeostasis.2 Much attention has been given to psychosine due to its many important characteristics and standards are needed for ongoing research. 3
Cat# Size Price Qty Buy
1305 10 mg £257.81

Additional Information

Property Value or Rating
Product Size 10 mg
Manufacturer Matreya, LLC
Empirical Formula C24H47NO7
CAS# 2238-90-6
Formula Weight 461
Solvent none
Source semisynthetic
Purity 98+%
Analytical Methods TLC; identity confirmed by MS
Natural Source bovine
Solubility ethanol, chloroform/methanol/DI water, 5:1:0.1
Physical Appearance solid, free amine form
Storage -20°C
Dry Ice No
Hazardous No
References

S. Giri et al. “Krabbe disease: psychosine-mediated activation of phospholipase A2 in oligodendrocyte cell death” Journal of Lipid Research, Vol. 47 pp. 1478, 2006 
X. Jiang, K. Yang, and X. Han “Direct quantitation of psychosine from alkaline-treated lipid extracts with a semi-synthetic internal standard” Journal of Lipid Research, Vol. 50 pp. 162, 2009 
L. Orfi, C. Larive and S. LeVine “Physicochemical characterization of psychosine by 1H nuclear magnetic resonance and electron microscopy” Lipids, Vol. 32 pp. 1035-1040, 1997

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