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| | PSYCHOSINE Basic information |
| Product Name: | PSYCHOSINE | | Synonyms: | PSYCHOSINE;1-BETA-D-GALACTOSYLSPHINGOSINE;1-B-D-GALACTOSYLSPHINOGOSINE;LYSO-CERAMIDEGALACTOSIDE;LYSO-CEREBROSIDE;D-GALACTOSYL-B1-1'-D-ERYTHRO-SPHINGOSINE;D-GALACTOSYL-B1-1' SPHINGOSINE;D-GALACTOSYL-B1-1' SPHINGOSN | | CAS: | 2238-90-6 | | MF: | C24H47NO7 | | MW: | 461.63 | | EINECS: | | | Product Categories: | Miscellaneous Natural Products | | Mol File: | 2238-90-6.mol |  |
| | PSYCHOSINE Chemical Properties |
| Melting point | 190 °C (decomp) | | Boiling point | 664.3±55.0 °C(Predicted) | | density | 1.14±0.1 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | Chloroform/Methanol/DI water (5:1:0.1): soluble; Ethanol: soluble | | form | lyophilized powder | | pka | 11.74±0.45(Predicted) |
| Hazard Codes | Xn | | Risk Statements | 20/21/22 | | Safety Statements | 36 | | WGK Germany | 3 |
| | PSYCHOSINE Usage And Synthesis |
| Description | Galactosylsphingosine is a bioactive sphingolipid. It potentiates LPS-induced production of inflammatory cytokines, decreases the mitochondrial membrane potential, and induces cell death in mouse astrocytes, effects that can be reversed by the sphingosine-1-phosphate receptor agonist FTY720 phosphate . Galactosylsphingosine (0.1 and 1 μM) induces demyelination of mouse cerebellar slices. It inhibits PDGF-induced translocation of PKC to the cell surface and induces apoptosis in MO3.13 oligodendrocytes. Galactosylsphingosine (10 and 15 μM) inhibits gene transcription mediated by peroxisome proliferator-activated receptor α (PPARα) in reporter assays using C6 glial cells. Levels of galactosylsphingosine are increased in postmortem brain from patients with Krabbe disease, a lysosomal storage disorder characterized by a β-galactosylceramidase deficiency.[Matreya, LLC. Catalog No. 1305] | | Uses | Psychosine is a cationic lysosphingolipid that displays neuroprotective effects against quisqualate. | | Definition | ChEBI: A glycosylsphingoid consisting of sphingosine having a beta-D-galactosyl residue attached at the 1-position. | | General Description | Galactosyl(β) Sphingosine (d18:1) is a substrate for the enzyme endoglycoceramidase I (EGCase I). It has sphingosine backbone with galactose attached to it and is a brain glycospingolipid. | | Biochem/physiol Actions | Galatosylsphingosine or psychosine is a cytotoxic lipid which accumulates in oligodendrocytes due to dysfunctional lysosomal enzyme galactosylceramidase and is implicated in globoid cell leukodystrophy. Psychosine accumulation induces demyelination, astrocyte dysfunction and pro-inflammatory cytokine release in Krabbe disease. | | Enzyme inhibitor | This cationic brain lysosphingolipid (FWfree-base = 461.64 g/mol; CAS 2238- 90-6), also known as 1-O-b-D-galactosylsphingosine, inhibits metabotropic a1-adrenergic receptor signaling-induced phospholipase C activation in rat brain astrocytes. Psychosine also exerts protective effects against quisqualate, suggesting it may be useful in prophylaxis of neurodegenerative disorders arising from over-stimulation of hippocampal Group 1 metabolotropic glutamate receptor, or mGluR. Psychosine is the product of the reaction catalyzed by sphingosine b-galactosyltransferase and is the substrate for psychosine sulfotransferase and galactosylceramidase. Target(s): cerebroside-sulfatase, or arylsulfatase A; cytochrome c oxidase; cytokinesis; electron transport; galactosylgalactosylglucosylceramidase; glucocerebrosidase, lysosome; b-glucosidase; phosphorylase kinase; protein kinase C (11- 14); protein-tyrosine sulfotransferase; and sphingomyelinase. |
| | PSYCHOSINE Preparation Products And Raw materials |
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