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PSYCHOSINE

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PSYCHOSINE Basic information

Product Name:
PSYCHOSINE
Synonyms:
  • SPHINGOSYL-BETA-D-GALACTOPYRANOSIDE
  • SPHINGOSINE, 1-BETA-D-GALACTOSYL
  • PSYCHOSIN
  • b-D-Galactosylsphingosine - Synthetic
  • PSYCHOSINE
  • 1-BETA-D-GALACTOSYLSPHINGOSINE
  • 1-B-D-GALACTOSYLSPHINOGOSINE
  • LYSO-CERAMIDEGALACTOSIDE
CAS:
2238-90-6
MF:
C24H47NO7
MW:
461.63
Product Categories:
  • Miscellaneous Natural Products
Mol File:
2238-90-6.mol
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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)
color 
White to off-white
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36
WGK Germany 
3
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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.

PSYCHOSINESupplier

Shandong Xiya Chemical Co., Ltd
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4009903999 13355009207
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3007715519@qq.com
Shanghai Aladdin Bio-Chem Technology Co.,LTD
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400-400-6206333 18521732826
Email
market@aladdin-e.com
Guangzhou Isun Pharmaceutical Co., Ltd
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020-39119399 18927568969
Email
isunpharm@qq.com
Yichang Zhongyitai Trading Co., Ltd.
Tel
0717-6449896 13886658719
Email
root@zhongyitai.com
Sigma-Aldrich
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021-61415566 800-8193336
Email
orderCN@merckgroup.com