CAS 52050-17-6

Glucosylsphingosine

Description:

Glucosylsphingosine, also known as glucosylceramide, is a glycosphingolipid characterized by the presence of a glucose molecule linked to a sphingosine backbone. It plays a crucial role in cellular processes, including cell signaling and membrane structure. This compound is particularly significant in the context of certain metabolic disorders, such as Gaucher's disease, where its accumulation can lead to various health issues. Glucosylsphingosine is typically found in the membranes of cells, especially in the nervous system and immune cells, contributing to the formation of lipid rafts that facilitate cellular communication. Its structure consists of a long-chain fatty acid attached to the sphingosine, which influences its physical properties and biological functions. The compound is soluble in organic solvents but has limited solubility in water, reflecting its amphipathic nature. Understanding glucosylsphingosine's characteristics is essential for exploring its role in health and disease, as well as its potential as a therapeutic target in sphingolipid metabolism disorders.

Formula: C₂₄H₄₇NO₇

InChI: 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: InChIKey=HHJTWTPUPVQKNA-JIAPQYILSA-N

SMILES: O(C[C@@H]([C@@H](/C=C/CCCCCCCCCCCCC)O)N)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Synonyms:

• (2S,3R,4E)-2-Amino-3-hydroxy-4-octadecen-1-yl β-<span class="text-smallcaps">D</span>-glucopyranoside
• (3R,4E)-2-amino-3-hydroxyoctadec-4-en-1-yl beta-D-mannopyranoside
• Glucosyl psychosine
• Glucosyl sphingosine
• Glucosyl-C₁₈-sphingosine
• Glucosylsphingosine
• Sphingosyl beta-glucoside
• beta-D-Glucopyranoside, 2-amino-3-hydroxy-4-octadecenyl, (R-(R*,S*-(E)))-
• β-<span class="text-smallcaps">D</span>-Glucopyranoside, (2S,3R,4E)-2-amino-3-hydroxy-4-octadecen-1-yl
• β-<span class="text-smallcaps">D</span>-Glucopyranoside, (2S,3R,4E)-2-amino-3-hydroxy-4-octadecenyl
• β-<span class="text-smallcaps">D</span>-Glucopyranoside, 2-amino-3-hydroxy-4-octadecenyl, [R-[R*,S*-(E)]]-
• Glucosyl-C18-sphingosine
• β-D-Glucopyranoside, (2S,3R,4E)-2-amino-3-hydroxy-4-octadecenyl
• Glucopsychosine
• β-D-Glucopyranoside, 2-amino-3-hydroxy-4-octadecenyl, [R-[R*,S*-(E)]]-
• Glcsph d18:1 (GlcbSphingolipids)
• β-D-Glucopyranoside, (2S,3R,4E)-2-amino-3-hydroxy-4-octadecen-1-yl

Glucosylsphingosine

CAS: 52050-17-6

Glucosylsphingosine (Lyso-Gb1) is a glycosyl ceramide that accumulates in neurodegenerative disorders and disrupts lysosomal function by activating mTORC1.

Formula: C₂₄H₄₇NO₇

Color and Shape: Solid

Molecular weight: 461.63

Ref: TM-T78493

Glucopsycosine

CAS: 52050-17-6

Glucopsycosine

Molecular weight: 461.63g/mol

Ref: 54-BI3460

Glucopsychosine

CAS: 52050-17-6

Formula: C24H47NO7

Purity: >98%

Color and Shape: Solid

Molecular weight: 461.63

Ref: 48-56-1141

Glucosylsphingosine, plant

CAS: 52050-17-6

Formula: C24H47NO7

Purity: >98%

Color and Shape: Solid

Molecular weight: 461.63

Ref: 48-56-1146

Glucosyl-C18-Sphingosine

CAS: 52050-17-6

Formula: C₂₄H₄₇NO₇

Molecular weight: 461.64

Ref: 4Z-S-089022

Glucosylsphingosine

CAS: 52050-17-6

Glucosylsphingosine is a modified carbohydrate that belongs to the group of complex carbohydrates. It is a custom synthesis and has high purity with no detectable impurities. Glucosylsphingosine is an oligosaccharide, which is a polysaccharide composed of three or more monosaccharides. This compound can be methylated, glycosylated, or fluorinated in order to change its properties. Glucosylsphingosine has been synthesized from glucose and sphinganine, which are both monosaccharides. Glucose can be synthesized by the reduction of glucose-6-phosphate using glucose-6-phosphate dehydrogenase or it can be obtained from hydrolysis of starch. Sphinganine can be obtained by hydrolysis of sphingomyelin, which is a phospholipid found in cell membranes or by deacylation of N-acetyl

Formula: C₂₄H₄₇NO₇

Purity: Min. 95%

Molecular weight: 461.63 g/mol

Ref: 3D-MG182363

Glucosyl-C18-sphingosine

CAS: 52050-17-6

Glucosyl-C18-sphingosine is a sphingolipid that has been shown to inhibit the activity of Gaucher's enzyme, which is responsible for the synthesis of glucosylceramide. It has been demonstrated in a model system that glucosyl-C18-sphingosine inhibits mitochondrial membrane potential and decreases ATP levels, leading to cell death. The molecular pathogenesis of Gaucher disease is not well understood but it is believed to be related to defective lysosomal function. Glucosyl-C18-sphingosine may be used as a diagnostic agent for Gaucher disease and other metabolic disorders involving glucosylceramide accumulation.

Formula: C₂₄H₄₇NO₇

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 461.63 g/mol

Ref: 3D-MG23669

Glucosyl-C18-sphingosine-d5

Controlled Product

CAS: 52050-17-6

Formula: C₂₄H₄₂D₅NO₇

Color and Shape: Neat

Molecular weight: 466.67

Ref: TR-G596841

Glucosyl-C18-sphingosine

CAS: 52050-17-6

Applications A sphingosine derivative. A sphingolipid compound found in the umbilical cord artery of women with preeclampsia.
References Romanowicz, L. et al.: Mol. Cell. Biochem. 340, 81 (2010);

Formula: C₂₄H₄₇NO₇

Color and Shape: Neat

Molecular weight: 461.63

Ref: TR-G596840