1-beta-D-Glucosylsphingosine

1-beta-D-Glucosylsphingosine is a glucosylsphingosine, which are deacetylated lysolipid derivatives of glucocerebrosides (Cay-23206, Cay-23207, Cay-25850). They are formed when sphingosines undergo glucosidation by UDP-glucose. Glucosylsphingosines completely reduce neurite outgrowth and induce death of LA-N-2 cells when used at concentrations of 10 and 50 µM, respectively. They also decrease the activity of glucocerebrosidase in LA-N-2 cells in a concentration-dependent manner. Glucosylsphingosine levels are elevated in patients with Gaucher's disease, both in the spleen (in types 1, 2, and 3) and brain (types 2 and 3), thus, glucosylsphingosine has been used as a key biomarker of the disease. This product contains 1-beta-D-glucosylsphingosine (d18:1) isolated from bovine buttermilk. As this product is derived from a natural source, there may be variations in the sphingoid backbone. [Matreya, LLC. Catalog No. 1306]Formal Name: (2S,3R,4E)-2-amino-3-hydroxy-4-octadecen-1-yl, beta-D-glucopyranoside. CAS Number: 52050-17-6. Synonyms: Glucosyl-C18-sphingosine, Glucosylsphingosine (d18:1). Molecular Formula: C24H47NO7. Formula Weight: 461.6. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: Chloroform:Methanol (2:1): soluble, Ethanol: soluble, Methanol: 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-JIAPQYILSA-N.