139757-37-2

Upstream product

• 78739-32-9 1-O-Benzoyl-D-erythro-C₁₈-sphingosine hydrochloride 
• 123-78-4 (2S,3R,4E)-2-amino-4-octadecene-1,3-diol 
• 98-88-4 benzoyl chloride 
• 2673-72-5 (2S,3R,E)-2-aminooctadec-4-ene-1,3-diol hydrochloride 
• 173531-22-1 Methanesulfonic acid (1R,2S,3R)-2,4-dihydroxy-3-methanesulfonyloxy-1-((S)-2-phenyl-4,5-dihydro-oxazol-4-yl)-butyl ester 
• 173531-23-2 (1'R,2'R,4S)-1'-Methylsulfonyloxy-1'-(2-phenyl-4,5-dihydrooxazol-4-yl)but-3'-en-2'-ol 
• 173531-24-3 (4S,1'S,2'R)-4-(1',2'-Epoxybut-3'-enyl)-2-phenyl-4,5-dihydrooxazole 
• 78715-85-2 erythro-4-(1-hydroxy-2-hexadecenyl)-2-phenyl-Δ²-oxazoline 
• 15890-72-9 laurylmagnesium bromide 

Relevant academic research and scientific papers

Chiral combinatorial preparation and biological evaluation of unique ceramides for inhibition of sphingomyelin synthase

Enantiomers or diastereomers of chiral bioactive compounds often exhibit different biological and toxicological properties. Here, we report the efficient synthesis of four stereoisomers of sphingosine and derivatization of unique chiral ceramides through a combinatorial chemistry by solid-phase activated resin ester. In addition, to test the effectivity of stereochemistry of ceramide, we demonstrated a cell-based assay of sphingomyelin synthase inhibition in the presence ofchiral unique ceramides, which suggested that libraries of this sort will be a rich source of biologically active synthetic molecules.

Inhibitory activity of a ceramide library on interleukin-4 production from activated T cells

Allergic diseases are hypersensitivity disorders associated with the production of specific immunoglobulin E (IgE) to environmental allergens. Interleukin (IL)-4, produced primarily by CD4+ T cells, is an important stimulus for the switch of th

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

Efficient stereocontrolled synthesis of D-erythro-sphingosine from N-benzoyl-D-glucosamine

D-erythro-Sphingosine is synthesized from N-benzoyl-D-glucosamine 2 in a highly regio- and stereo-controlled manner. The key features in the synthesis involve the efficient conversion of compound 2 into the vinyl epoxide 10 and the subsequent SN2′-type reaction with a Grignard reagent in the presence of CuCN to afford the 1-O,2-N-protected sphingosine 11.