PSYCHOSINE

Product Name: PSYCHOSINE
CAS No.: 2238-90-6
Chemical Name: PSYCHOSINE
Synonyms: PSYCHOSIN;PSYCHOSINE;PSYCHOSINE(RG);LYSO-CEREBROSIDE;PSYCHOSINE USP/EP/BP;Galactosylsphingosine;O-Galactosylsphingosine;Psychosine (free amine);Sphingosine galactoside;LYSO-CERAMIDEGALACTOSIDE
CBNumber: CB4245038
Molecular Formula: C24H47NO7
Formula Weight: 461.63
MOL File: 2238-90-6.mol

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PSYCHOSINE Property

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

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H370Causes damage to organs

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: P9256
Product name: Psychosine from bovine brain
Purity: lyophilized powder, ≥98% (TLC)
Packaging: 1mg
Price: $111
Updated: 2024/03/01

Sigma-Aldrich

Product number: P9256
Product name: Psychosine from bovine brain
Purity: lyophilized powder, ≥98% (TLC)
Packaging: 10mg
Price: $506
Updated: 2024/03/01

Cayman Chemical

Product number: 20338
Product name: Galactosylsphingosine (d18:1)
Purity: ≥95%
Packaging: 1mg
Price: $63
Updated: 2024/03/01

Cayman Chemical

Product number: 20338
Product name: Galactosylsphingosine (d18:1)
Purity: ≥95%
Packaging: 5mg
Price: $230
Updated: 2024/03/01

Cayman Chemical

Product number: 20338
Product name: Galactosylsphingosine (d18:1)
Purity: ≥95%
Packaging: 10mg
Price: $335
Updated: 2024/03/01

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PSYCHOSINE Chemical Properties,Usage,Production

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

Raw materials

Preparation Products

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PSYCHOSINE Suppliers

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2238-90-6, PSYCHOSINERelated Search:

PSYCHOSINE PSYCHOSINE N-ACETYL-PSYCHOSINE, C2-CEREBROSIDE,N-ACETYL-PSYCHOSINE D-ERYTHRO-SPHINGOSINE N-STEAROYL-D35-PSYCHOSINE N-Pentadecanoyl-psychosine? N-STEAROYL-PSYCHOSINE BODIPY(R) FL C12-GALACTOCEREBROSIDE GALACTOSYL CERAMIDE, [GALACTOSE-6-3H] PSYCHOSINE, [GALACTOSE-6-3H] psychosine-3'-sulfate ester Psychosine from bovine brain 2,3,4,6-TETRA-O-ACETYL-BETA-D-GALACTOPYRANOSY(1-4)-2,3,6-TRI-O-ACETYL-BETA-D-GLUCOPYRANOSYL CERAMIDE TNPAL-GALACTOCEREBROSIDE C6 NBD GALACTOSYL CERAMIDE C24:0-SULFATIDE N-STEAROYL-D35-PSYCHOSINE, PERDEUTERATED PSYCHOSINE, N-ACETYL

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

LYSO-CEREBROSIDE

D-GALACTOSYL-B1-1'-D-ERYTHRO-SPHINGOSINE

D-GALACTOSYL-B1-1' SPHINGOSINE

D-GALACTOSYL-B1-1' SPHINGOSN

1-β-d-galactosylsphingosine

(2R,3R,4S,5S,6R)-2-[(E,2S,3R)-2-amino-3-hydroxy-octadec-4-enoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Galactosylsphingosine

PSYCHOSINE(RG)

(2S,3R,4E)-1-(β-D-Galactopyranosyloxy)-2-amino-4-octadecene-3-ol

[(2S,3R,4E)-2-Amino-3-hydroxy-4-octadecenyl]β-D-galactopyranoside

1-O-β-D-Galactopyranosylsphingosine

O-Galactosylsphingosine

PEONIDIN-3-O-GALACTOSIDE CHLORIDE(RG)

D-galactosyl-1-1'-D-erythro-sphingosine

Galactosylsphingosine (d18:1)

Psychosine (Galactosylsphingosine)

β-D-Galactopyranoside, (2S,3R,4E)-2-amino-3-hydroxy-4-octadecen-1-yl

Galactosyl(beta) Sphingosine (d18:1)

Psychosine Quantitative Mass Spec Standard

PSYCHOSINE USP/EP/BP

D-galactosyl-β1-1'-D-erythro-sphingosine

Psychosine (free amine)

Sphingosine galactoside

Galactosylsphingosine (d18:1) (synthetic)

D-galactosyl-β1-1'-D-erythro-sphingosine

Galactosyl(β) Sphingosine (d18:1)

2238-90-6

C24H47NO7

BioChemical

Metabolomics

Metabolic Libraries

Lipid Library

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