Galactosylsphingosine (d18:1) (synthetic)

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 (Cay-10008639). 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 alpha (PPARalpha) 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 beta-galactosylceramidase deficiency. [Matreya, LLC. Catalog No. 2087]Formal Name: (2S,3R,4E)-2-amino-3-hydroxy-4-octadecen-1-yl beta-D-galactopyranoside. CAS Number: 2238-90-6. Synonyms: 1-beta-D-Galactosylsphingosine, Galactosylsphingosine, Psychosine. Molecular Formula: C24H47NO7. Formula Weight: 461.6. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform/Methanol/DI water (5:1:0.1): soluble, Ethanol: soluble. SMILES: O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1OC[C@@H]([C@H](O)/C=C/CCCCCCCCCCCCC)N. InChi Code: InChI=1S/C24H47NO7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)18(25)17-31-24-23(30)22(29)21(28)20(16-26)32-24/h14-15,18-24,26-30H,2-13,16-17,25H2,1H3/b15-14+/t18-,19+,20+,21-,22-,23+,24+/m0/s1. InChi Key: HHJTWTPUPVQKNA-PIIMIWFASA-N.