36271-49-5

Usage

Uses

Used in Pharmaceutical Industry:
N-stearoyl cerebroside is used as a pharmaceutical agent for its immunostimulatory and anti-tumor properties. It is particularly effective in promoting the regulation of nerve cells, modulating protein kinase C activities, and regulating hormone receptor functions.
Used in Cancer Treatment:
N-stearoyl cerebroside is used as a cancer treatment agent for its significant anti-tumor activity in mice with liver metastasis of the Colon26 adenocarcinoma. It has the potential to be further developed and utilized in cancer therapies targeting various types of cancer.

InChI:InChI=1/C42H81NO8/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-38(46)43-35(34-50-42-41(49)40(48)39(47)37(33-44)51-42)36(45)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h29,31,35-37,39-42,44-45,47-49H,3-28,30,32-34H2,1-2H3,(H,43,46)/b31-29+/t35-,36+,37?,39-,40-,41-,42+/m0/s1

Upstream product

• 54336-64-0 (2S,3R,4E)-2-(N-stearoylamino)-4-octadecene-1,3-diol 
• 352432-47-4 2,3,4,6-tetra-O-tetramethylsilyl-α-D-galactopyranosyl iodide 
• 1013637-73-4 C₅₀H₈₉NO₁₂ 
• 1535186-28-7 (2S,3S,4S)-2-(tetrachlorophthalimido)-1,3-(4-methoxybenzylidene)-4-iodooctadecane 
• 1535186-29-8 (2S,3R,4E)-2-(tetrachlorophthalimido)-1,3-(4-methoxybenzylidene)octadec-4-ene 
• 1535186-30-1 (2S,3R,4E)-2-(tetrachlorophthalimido)-4-octadecen-1,3-diol 
• 1535186-32-3 (2S,3R,4E)-2-(tetrachlorophthalimido)-1-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-4-octadecen-1,3-diol 
• 554-62-1 D-ribo-phytosphingosine 
• 1535186-19-6 (2S,3S,4R)-2-(tetrachlorophthalimido)-octadecan-1,3,4-triol 
• 1200446-80-5 C₇₀H₉₇NO₁₂ 
• 1535186-34-5 C₅₂H₆₃NO₁₁ 
• 57-11-4 stearic acid 
• 1535186-27-6 C₃₄H₄₃Cl₄NO₆ 
• 2238-90-6 psychosine 

Relevant academic research and scientific papers

Protected sphingosine from phytosphingosine as an efficient acceptor in glycosylation reaction

A convenient, simple, and high-yielding five-step synthesis of a sphingosine acceptor from phytosphingosine is reported, and its behavior in glycosylation reactions is described. Different synthetic paths to sphingosine acceptors using tetrachlorophthalimide as a protecting group for the sphingosine amino function and different glycosylation methods have been explored. Among the acceptors tested, the easiest accessible acceptor, unprotected on the two hydroxyl groups in positions 1 and 3, was regioselectively glycosylated on the primary position, the regioselectivity depending on the donor used.

A properly protected sphingosine acceptor for helferich glycosylation

The synthesis and some examples of glycosylations of a properly protected sphingosine is presented. This compound is suitable for the preparation of glycosphingolipids. It has been used for the synthesis of -mannosylceramide and sulfatide exploiting the anchimeric assistance to address the stereochemistry of the glycosidic bond.

ONE-POT SYNTHESIS OF ALPHA/BETA-O-GLYCOLIPIDS

The present invention provides a one-pot method of preparing an unprotected α-O-glycolipid. The first step involves contacting a protected α-iodo sugar with a catalyst and a lipid comprising a hydroxy group, under conditions sufficient to prepare a protected α- O-glycolipid. The second step involves deprotecting the protected α-O-glycolipid under conditions sufficient to prepare the unprotected α-O-glycolipid, wherein the contacting and deprotecting steps are performed in a single vessel. The present invention also provides a one-pot method of preparing an unprotected β-O-glycolipid following the steps for the preparation of the unprotected α-O-glycolipid.

CD1a-binding glycosphingolipids stimulating human autoreactive T-cells: Synthesis of a family of sulfatides differing in the acyl chain moiety

Native sulfatide (a mixture of 3-sulfated β-D-galactopyranosylceramides with different fatty acids at the ceramide moiety) is an antigen presented by CD1a proteins. Herein the preparation of four sulfatides, which are constituents of the natural mixture a

The synthesis and biological characterization of a ceramide library

A facile synthesis of a combinatorial ceramide library and their activities in the NF-κB pathway and in apoptosis induction/prevention were demonstrated. A novel NF-κB activating molecule was discovered among ceramide containing β-galactose, and the structural requirements of ceramides for apoptosis induction was elucidated. Copyright

Quantitative measurements of recombinant HIV surface glycoprotein 120 binding to several glycosphingolipids expressed in planar supported lipid bilayers

The interaction of recombinant HIV-1 surface glycoprotein gp120 (rgp120) with natural isolates of lactosylceramide (LacCer), glucosylceramide (GcCer), and galactosylceramide (GaCer) has been quantitatively measured under equilibrium conditions using total